Sunday, August 16, 2009
Wednesday, January 7, 2009
First Bi Thoughts of College Student
I know I wrote a story about my first bi experience, and thisexperience pre-dates that, but it wasn’t truly a bi experience.It was just one of the things that helped me to begin thinkingabout doing something with a guy. It was the fall semester of my second year of college. I don’treally call it my sophomore year because due to my partyingin my early years, I was on the extended 6-year plan. I hada girlfriend that lived in the all girls dorm and she andI fucked pretty regularly; at least what I thought was regularlyback then. It was hard because she had a roommate, therewere visitation hours in her dorm and I lived at home andcommuted to school. This one weekend her roommate had gonehome for the weekend which left her alone in the room thatnight. I don’t know what we both had to do that day, but I didn’tgo down to see her until it was already dark so it was probablyaround 8 pm. I lucked out and found a parking spot in the parkinglot across the street and headed to her room. It was Decemberso it was cold that night and I was wearing my winter coatand kind of in a hurry to get in from the cold. As I start tocross the street, this car pulls up with a guy in it by himself.It wasn’t a very nice car so I should have suspected thiswasn’t the most reputable guy in the world. He asked me ifI could help with find a building on campus. I said sure.Instead of blocking the street, he pulled into the parkinglot and took a spot in one of the handicap spots. I walkedover to talk to him through his open, passenger door window.
He told me he was a photographer that had just moved to town.He was looking for a good place near campus to set up a studioand would be convenient to student models. I thought hesure didn’t drive a very nice car for a photographer. I toldhim I couldn’t think of too many places on the campus grounds,but there were lots of buildings adjacent to campus thatmight suit his needs. I asked him what kind of models andphotography he was into. He said he took pictures for thenice student calendars you find in the book store (He happenedto have a bunch of them spread out in the back seat of his car).I told him that must be a great job because he gets to workwith such good looking and sexy girls. He told me he alsoused guys in his calendars and he thought I would be a prettygood subject myself. Nobody had ever really told me thatbefore so I thanked him and asked him a few more questions.How much did these models get paid and when was his next project.Since the new year was coming up soon, he said he was workingon one and trying to wrap it up next week to get to the printer.Since it was primarily going to be sold at the local collegebookstore, it would be easy to distribute. He also saidthe job paid $500 if you were selected for the calendar and$200 just to pose. $200 was a lot of money in 1983 so I toldhim I would love a chance at being used in the calendar. Hetold me sure and asked me if I had time to answer a few questions,I told him I could and I got in the car with him to fill out thequestionnaire. He pulled out a generic looking form from his briefcaseand began to ask me simple questions while I sat in the frontseat. What is your name? How old are you? What is your classschedule like? There were a lot of people walking by andthey must have been wondering why two guys were sittingin the car in the parking lot. He asked me if I minded if hemoved to a more private spot, plus he said he didn’t liketaking the handicap spot. I said sure and asked him how muchlonger it would be. He said he didn’t have too much more toask me and the only questions I had left were the more personalones. So I gave him directions to a more remote parking lotthat was usually packed during the week when students hadn’tgone home for the weekend. He stopped the car but left theengine running and got the form out to finish asking me thequestions. He asked me if I had ever done any modeling beforewhich I hadn’t. He asked me if I worked out which I did regularlyand he told me it showed. I was in really good shape, but comparedto now, I didn’t have much bulk. He asked me if I was shy inthe locker room, or if I would mind wearing next to nothingin front of a group of people. He asked me if I would be embarrassedfor girls to have my picture in a speedo hanging on theirdorm walls. I said none of that would bother me. Then he askedme if I had a speedo or if I would fit in a speedo. I told himI had tried it before and I didn’t fit that well, but I didn’treally explain what part of me didn’t fit. Since he wantedto know, I told him when I had tried before, I got embarrassedbecause I was with a girlfriend at a beach and I ended up gettinga hard-on and my 8” cock didn’t fit in the speedo. He kindof smiled and told him I was the kind of model he was lookingfor. He asked me how big I was and since I really hadn’t reallymeasured myself before, I couldn’t really tell him. SinceI couldn’t tell him, he asked if I would mind showing him.
I didn’t just whip my cock out at that point because I wasa little shy to be showing my dick to a stranger in the parkinglot of the dorms in the middle of the night. I kind of hum andhawed about it and since he was persisting and the potentialto make money was good, I said “What the hell”. I had alreadytaken my coat off because the heater was on , so I just raisedmy hips off the front seat and pulled my pants down a little.I wasn’t wearing underwear because I was going to see mygirlfriend in her room, so I was hoping for a night of sexand didn’t think I would need underwear. My cock fell outand even though the heat was on a little, it was still a littlecold. It wasn’t very big. He asked me if I was kidding himwhen I said it wouldn’t fit in a speedo and I told him I wasn’tkidding. He wasn’t calling me a liar, but maybe he thoughtI was exaggerating. He told me he was really going for guysthat would have a big bulge in their suits so he asked me ifI could get it harder and make it grow. Now I thought thingswere really getting weird. They were weird, but excitingat the same time. Just sitting in the car with him showinga complete stranger my cock, was making it a little bit hard.I didn’t think it would take much coaxing to get it at attention.I really wanted the money so I started fondling myself toget hard. He just sat there watching. My cock was slowlygrowing. He asked me if rubbing a little bit of lotion onit would make it get harder, faster. I knew I always usedlotion when I jacked off so I asked for some. What he gaveme I know now wasn’t really hand lotion because it was clearand in a strangely marked bottle. It was very, very slippery.I know now he gave me some lube (Guess how I learned that laterin life…). Now my dick was hard. He said I wasn’t kiddingwhen I told him I wouldn’t fit in the bathing suit. He askedif he could touch it to see how it looked from different angles.At that point, I was so horny, anybody’s hand on my cock wouldhave felt good. I told him to go ahead so he reached over andbegan kind of fondling, kind of moving my cock around. Helooked at it bent down; he looked at it flat against my stomach;he bent it to the right and he bent it to the left. He told meI had a very nice looking cock and I would be great in one ofhis calendars. I thanked him for that. I asked him if I wasgoing to have the biggest cock of his current selectionof models and he told me I was bigger than the other models,but not the biggest that would be in the process. I didn’tknow what he meant, so he told me he was talking about hiscock. He said his was bigger than mine. I hadn’t really seenmany bigger than mine, and I had never seen one bigger thanmine in person so I was very curious. He asked me if I wantedto see and I told him that would be great. He raised his hipsup and pulled his boxers down and this monstrous cock floppedout. It wasn’t even hard and it looked as big as mine. I wassort of awestruck. I asked him how big it would get when itgot hard and he told me he would show me. He took the “lotion”he had and put some on his hand and poured some over the topof his cock. He started stroking his horsedick and it startedgrowing. I was just watching in awe as he stroked his cockup and down. He told me to go ahead and rub mine because ithad gotten a little softer since I hadn’t done anythingto it in a few minutes. I started stroking and was surprisedthat I didn’t even need any more “lotion”. The lube he hadgiven me didn’t soak into my skin like hand lotion did andmy dick was still very slippery. Now if anybody would havewalked by, they would have gotten the surprise of theirlife. Here was a 19 year old, college sophomore and a 40ishmale in the front seat of a car, in the parking lot of a dorm,in the middle of the night, beating off. I have to admit itwas very, very exciting. I knew it wasn’t going to take longfor me to cum. Precum was already leaking from the tip ofmy cock. He had some leaking too. And then it happened; Ispewed about a cup of cum from my cock and it sprayed on hisdashboard and on my shirt. That must have been it for himtoo because he suddenly sprayed cum all over his hand. Hedidn’t cum as much as I did, so he must have already cum atleast once during the day I figured. After my orgasm finally ended, a little embarrassmentset in. I had cum all over myself, I was in the front seat ofa car with a stranger, and it was a guy to top it off. He waspretty cool about things as he handed me a towel from theback seat of his car to clean up with. I was still very embarrassedthough. I didn’t even notice that he took me back to wherehe picked me up and never even asked me about a place in townfor his studio again, or if I wanted to be in a calendar thatI never saw at the bookstore. I hopped out of the car and practicallyran to my girlfriend’s dorm. I guess because I did feel sobad about having done something with a guy, I wanted to dosomething with her right away. I quickly got over my guiltfeelings as I was screwing her. After I got over the initialguilt, I thought about it and the whole experience was prettyexciting and I have to admit that that same night, I had imagesof the guy’s big dick in my head as I was screwing my girlfriendfor the third time. She probably wondered how I kept goingthat night. I also have to admit, I did keep an eye out forthat car any other time I was in the dorm parking lot.
He told me he was a photographer that had just moved to town.He was looking for a good place near campus to set up a studioand would be convenient to student models. I thought hesure didn’t drive a very nice car for a photographer. I toldhim I couldn’t think of too many places on the campus grounds,but there were lots of buildings adjacent to campus thatmight suit his needs. I asked him what kind of models andphotography he was into. He said he took pictures for thenice student calendars you find in the book store (He happenedto have a bunch of them spread out in the back seat of his car).I told him that must be a great job because he gets to workwith such good looking and sexy girls. He told me he alsoused guys in his calendars and he thought I would be a prettygood subject myself. Nobody had ever really told me thatbefore so I thanked him and asked him a few more questions.How much did these models get paid and when was his next project.Since the new year was coming up soon, he said he was workingon one and trying to wrap it up next week to get to the printer.Since it was primarily going to be sold at the local collegebookstore, it would be easy to distribute. He also saidthe job paid $500 if you were selected for the calendar and$200 just to pose. $200 was a lot of money in 1983 so I toldhim I would love a chance at being used in the calendar. Hetold me sure and asked me if I had time to answer a few questions,I told him I could and I got in the car with him to fill out thequestionnaire. He pulled out a generic looking form from his briefcaseand began to ask me simple questions while I sat in the frontseat. What is your name? How old are you? What is your classschedule like? There were a lot of people walking by andthey must have been wondering why two guys were sittingin the car in the parking lot. He asked me if I minded if hemoved to a more private spot, plus he said he didn’t liketaking the handicap spot. I said sure and asked him how muchlonger it would be. He said he didn’t have too much more toask me and the only questions I had left were the more personalones. So I gave him directions to a more remote parking lotthat was usually packed during the week when students hadn’tgone home for the weekend. He stopped the car but left theengine running and got the form out to finish asking me thequestions. He asked me if I had ever done any modeling beforewhich I hadn’t. He asked me if I worked out which I did regularlyand he told me it showed. I was in really good shape, but comparedto now, I didn’t have much bulk. He asked me if I was shy inthe locker room, or if I would mind wearing next to nothingin front of a group of people. He asked me if I would be embarrassedfor girls to have my picture in a speedo hanging on theirdorm walls. I said none of that would bother me. Then he askedme if I had a speedo or if I would fit in a speedo. I told himI had tried it before and I didn’t fit that well, but I didn’treally explain what part of me didn’t fit. Since he wantedto know, I told him when I had tried before, I got embarrassedbecause I was with a girlfriend at a beach and I ended up gettinga hard-on and my 8” cock didn’t fit in the speedo. He kindof smiled and told him I was the kind of model he was lookingfor. He asked me how big I was and since I really hadn’t reallymeasured myself before, I couldn’t really tell him. SinceI couldn’t tell him, he asked if I would mind showing him.
I didn’t just whip my cock out at that point because I wasa little shy to be showing my dick to a stranger in the parkinglot of the dorms in the middle of the night. I kind of hum andhawed about it and since he was persisting and the potentialto make money was good, I said “What the hell”. I had alreadytaken my coat off because the heater was on , so I just raisedmy hips off the front seat and pulled my pants down a little.I wasn’t wearing underwear because I was going to see mygirlfriend in her room, so I was hoping for a night of sexand didn’t think I would need underwear. My cock fell outand even though the heat was on a little, it was still a littlecold. It wasn’t very big. He asked me if I was kidding himwhen I said it wouldn’t fit in a speedo and I told him I wasn’tkidding. He wasn’t calling me a liar, but maybe he thoughtI was exaggerating. He told me he was really going for guysthat would have a big bulge in their suits so he asked me ifI could get it harder and make it grow. Now I thought thingswere really getting weird. They were weird, but excitingat the same time. Just sitting in the car with him showinga complete stranger my cock, was making it a little bit hard.I didn’t think it would take much coaxing to get it at attention.I really wanted the money so I started fondling myself toget hard. He just sat there watching. My cock was slowlygrowing. He asked me if rubbing a little bit of lotion onit would make it get harder, faster. I knew I always usedlotion when I jacked off so I asked for some. What he gaveme I know now wasn’t really hand lotion because it was clearand in a strangely marked bottle. It was very, very slippery.I know now he gave me some lube (Guess how I learned that laterin life…). Now my dick was hard. He said I wasn’t kiddingwhen I told him I wouldn’t fit in the bathing suit. He askedif he could touch it to see how it looked from different angles.At that point, I was so horny, anybody’s hand on my cock wouldhave felt good. I told him to go ahead so he reached over andbegan kind of fondling, kind of moving my cock around. Helooked at it bent down; he looked at it flat against my stomach;he bent it to the right and he bent it to the left. He told meI had a very nice looking cock and I would be great in one ofhis calendars. I thanked him for that. I asked him if I wasgoing to have the biggest cock of his current selectionof models and he told me I was bigger than the other models,but not the biggest that would be in the process. I didn’tknow what he meant, so he told me he was talking about hiscock. He said his was bigger than mine. I hadn’t really seenmany bigger than mine, and I had never seen one bigger thanmine in person so I was very curious. He asked me if I wantedto see and I told him that would be great. He raised his hipsup and pulled his boxers down and this monstrous cock floppedout. It wasn’t even hard and it looked as big as mine. I wassort of awestruck. I asked him how big it would get when itgot hard and he told me he would show me. He took the “lotion”he had and put some on his hand and poured some over the topof his cock. He started stroking his horsedick and it startedgrowing. I was just watching in awe as he stroked his cockup and down. He told me to go ahead and rub mine because ithad gotten a little softer since I hadn’t done anythingto it in a few minutes. I started stroking and was surprisedthat I didn’t even need any more “lotion”. The lube he hadgiven me didn’t soak into my skin like hand lotion did andmy dick was still very slippery. Now if anybody would havewalked by, they would have gotten the surprise of theirlife. Here was a 19 year old, college sophomore and a 40ishmale in the front seat of a car, in the parking lot of a dorm,in the middle of the night, beating off. I have to admit itwas very, very exciting. I knew it wasn’t going to take longfor me to cum. Precum was already leaking from the tip ofmy cock. He had some leaking too. And then it happened; Ispewed about a cup of cum from my cock and it sprayed on hisdashboard and on my shirt. That must have been it for himtoo because he suddenly sprayed cum all over his hand. Hedidn’t cum as much as I did, so he must have already cum atleast once during the day I figured. After my orgasm finally ended, a little embarrassmentset in. I had cum all over myself, I was in the front seat ofa car with a stranger, and it was a guy to top it off. He waspretty cool about things as he handed me a towel from theback seat of his car to clean up with. I was still very embarrassedthough. I didn’t even notice that he took me back to wherehe picked me up and never even asked me about a place in townfor his studio again, or if I wanted to be in a calendar thatI never saw at the bookstore. I hopped out of the car and practicallyran to my girlfriend’s dorm. I guess because I did feel sobad about having done something with a guy, I wanted to dosomething with her right away. I quickly got over my guiltfeelings as I was screwing her. After I got over the initialguilt, I thought about it and the whole experience was prettyexciting and I have to admit that that same night, I had imagesof the guy’s big dick in my head as I was screwing my girlfriendfor the third time. She probably wondered how I kept goingthat night. I also have to admit, I did keep an eye out forthat car any other time I was in the dorm parking lot.
My First Time
My first Time
Everybody has read a story about a first time and they all
seem too unbelievable, but mine really happened this way.
I was 19 years old and at the age when my dick was hard all of
the time. I had never done anything with a guy at that point in
my life and really never thought about it. I was working at a Convenient
Store downtown and had to pass downtown to get back home after
closing at midnight. The newspaper had recently run a few stories
about a section of town behind the only gay bar in town and how
there was a road that
ran behind the bar where guys would pick other guys up. The story
ran because young guys (under 18) were turning tricks there and a successful
lawyer in town had just been arrested for having sex with one. I
used to always drive past that part of town and noticed cars driving
slowly back there, but never really paid attention to it. However,
there was one time where I was driving home late and pulled up beside a
car with a sexy, drunk black lady in it and had gone home with her and had a
wonderful night of hot sex. Needless to say, I always kept my eye out
when I passed through town.
What I learned after several times was that guys would circle
the block and look for other guys either coming out of the club, or
also circling the block. I started doing this also but was always too nervous
to even look at the car that pulled up next to me. On this one
particular night, I had a few beers in the store after closing so my courage
was up and my inhibitions were down. I circled the block a few times
and looked to my left at one of the lights and there was an older
gentleman, about 45, that pulled up next to me and was waving at me. I
didn't know what to do, so I just pulled away and circled the blocks a
few more times. I was bravely drinking beers in the car so I was becoming
more and more brave so that when the same car and the same guy pulled
up next to me one more time, I waved back. He waved for me to follow him
so I did. We pulled into one of the many deserted parking lots
downtown and rolled down our windows to talk. It was your normal bull-
shit chit chat, but at least I was not so nervous that I drove away like I had
in the past. He seemed like a nice guy and that made things easier
for me. He asked if I wanted to follow him, so I said sure.
We turned south from downtown and headed the way I would
normally head to go home. About half way there, he turned into a nice
neighborhood and eventually into a nice, big house on a nice street.
I followed him into his house and we sat in the kitchen and began chatting.
He asked me if I wanted a drink and I jumped at the chance because I
had run out of beer and since the drinking age was 21 and I was only 19,
I couldn't get anything else that night. After one drink in the kitchen,
he suggested going to the basement to watch a movie. I knew
he meant porn movie so I followed him into his basement. We got comfortable
on the couch when the movie began and I can say that was the first time
I had ever seen a gay porn movie. Between the alcohol (I wasn't drunk,
but pleasantly buzzed) and the movie, I was getting very, very
horny. Being 19 also helped me get horny really quickly. We sat there for
a few minutes watching the movie and drinking our drinks and I was getting
hornier and hornier. We finished our drinks so he took my empty glass
and went upstairs to refill both glasses. While he was gone, I thought
this was the chance to make a move so I stripped down to nothing and
sat back on the couch. My big 8" cock was standing at attention and I
rubbed it slowly as I watched the video.
He must have been surprised when he came back down into the
basement, but you couldn't tell. He set both of the drinks down on the
table and came over to suck my cock. It felt fantastic and I offered
no resistance. I had gotten blowjobs before from women, but
guys' mouths are different somehow. They seem more moist and warmer. It
felt fantastic. He stopped after a few minutes though and suggested getting
more comfortable on the floor. He took the blanket off the back
of the couch and spread it on the floor for us. I sat on the floor and he took
off his clothes. I was shocked when I saw the size of his cock. I had
not seen a whole lot of them, but knew mine was bigger than the 6" standard,
and his was much bigger than mine. I guess that explains why
I am so attracted to large cocks now. He came over to me and since
I was already on the floor, I kneeled and began sucking his cock. It wasn't
hard like mine, but it didn't take long to get that way. I sucked like
a total amateur but he must have liked it because he let me do it for
a little while. He was close to cumming I guess, but he didn't want
to cum in my mouth. He told me to stop and to kneel on the floor. I wasn't
totally naive, so I knew what he had in mind and it excited me. What
I didn't know though was how much a big, thick cock like his was going
to hurt. He was very, very nice about it and could tell I had never
done it before so he took his time working it in my ass. I don;t know
what kind of lube he used, but it was good, because his cock was very,
very slippery. He kept telling me to relax, which helped quite
a bit, until eventually he had his cock all of the way in. He just left
it there for a short time and reached around to play with my cock. As young
as I was and as horny as I was, I was going to cum very quickly. He obviously
knew that because he would work me to the point of cumming and
then stop touching me. While he was doing that, he began pumping his
cock into my ass very, very slowly. Before I knew it, he stopped playing
with my cock and was slamming his cock into my ass like it was a woman's
pussy. It felt really, really good. He stopped after a while though
and pulled out of my ass. Since this was back in the early 80's and the
pre HIV knowledge days, he had no rubber on. He then laid on his back
so I could see his great big cock as hard as a rock and just about
reaching his belly button. He told me to come over to him and he held his
cock up straight with his hand and then told me to sit on his cock.
Since I was lowering myself onto his cock, I controlled the pace this
time but it didn't take long before I had it all the way back in. He took
his hands and put them on my hips and began helping me bounce up and
down on his cock. Doing this way was great because I controlled the
pace and I could see his face. I could tell he really, really enjoyed
it. It felt great to me too. It felt so great to both of us, it didn't take
long before I felt like I was going to cum. I could tell from his
face, he was about to cum too. I bounced up and down, he groaned more
and more and before I knew it, I was cumming. He was cumming too so
it was wonderful. I shot one of the biggest loads I had ever shot
and got it on his face, in his hair and on the blanket we were laying on.
I couldn't tell how much he came, but it sure felt like a lot. The orgasm
finally ended and I just sat for a second while my legs recovered. My dick
got soft and so did his. It plopped out of my ass and took some of his
cum with it. I didn't know what else to do so I just stood up and
he got up with me. He could tell I was a newbie so he told me to wait
for a second and he went into the downstairs shower and got me
a warm, wet towel to clean myself with. I wiped my ass over and over to
make sure I got all of the lube and then gave him his towel back.
At that point, I was feeling a twinge of guilt and didn't know what to
say so there was little conversation. I told him I had to hurry home
so I got dressed and began to leave. He was a pretty nice guy
so he was really cool about it and he even gave me $40 to keep. I wasn't
expecting that, but it was very, very nice for a 19 year old working part time
and going to school in the early 80?s. I didn't make a habit out of
taking money from guys from then on, but I sure thought about
it. I continued cruising through that part of town the entire
time I lived there but never did see that guy again. I just have to say if there
was ever a perfect guy for your first time, it was him. He sure did
set a lot of standards for me though but that's not so bad. If anybody
is lucky enough to find somebody like this for their first, congratulations.
I just wish I could go back in time and do it all over again.
Everybody has read a story about a first time and they all
seem too unbelievable, but mine really happened this way.
I was 19 years old and at the age when my dick was hard all of
the time. I had never done anything with a guy at that point in
my life and really never thought about it. I was working at a Convenient
Store downtown and had to pass downtown to get back home after
closing at midnight. The newspaper had recently run a few stories
about a section of town behind the only gay bar in town and how
there was a road that
ran behind the bar where guys would pick other guys up. The story
ran because young guys (under 18) were turning tricks there and a successful
lawyer in town had just been arrested for having sex with one. I
used to always drive past that part of town and noticed cars driving
slowly back there, but never really paid attention to it. However,
there was one time where I was driving home late and pulled up beside a
car with a sexy, drunk black lady in it and had gone home with her and had a
wonderful night of hot sex. Needless to say, I always kept my eye out
when I passed through town.
What I learned after several times was that guys would circle
the block and look for other guys either coming out of the club, or
also circling the block. I started doing this also but was always too nervous
to even look at the car that pulled up next to me. On this one
particular night, I had a few beers in the store after closing so my courage
was up and my inhibitions were down. I circled the block a few times
and looked to my left at one of the lights and there was an older
gentleman, about 45, that pulled up next to me and was waving at me. I
didn't know what to do, so I just pulled away and circled the blocks a
few more times. I was bravely drinking beers in the car so I was becoming
more and more brave so that when the same car and the same guy pulled
up next to me one more time, I waved back. He waved for me to follow him
so I did. We pulled into one of the many deserted parking lots
downtown and rolled down our windows to talk. It was your normal bull-
shit chit chat, but at least I was not so nervous that I drove away like I had
in the past. He seemed like a nice guy and that made things easier
for me. He asked if I wanted to follow him, so I said sure.
We turned south from downtown and headed the way I would
normally head to go home. About half way there, he turned into a nice
neighborhood and eventually into a nice, big house on a nice street.
I followed him into his house and we sat in the kitchen and began chatting.
He asked me if I wanted a drink and I jumped at the chance because I
had run out of beer and since the drinking age was 21 and I was only 19,
I couldn't get anything else that night. After one drink in the kitchen,
he suggested going to the basement to watch a movie. I knew
he meant porn movie so I followed him into his basement. We got comfortable
on the couch when the movie began and I can say that was the first time
I had ever seen a gay porn movie. Between the alcohol (I wasn't drunk,
but pleasantly buzzed) and the movie, I was getting very, very
horny. Being 19 also helped me get horny really quickly. We sat there for
a few minutes watching the movie and drinking our drinks and I was getting
hornier and hornier. We finished our drinks so he took my empty glass
and went upstairs to refill both glasses. While he was gone, I thought
this was the chance to make a move so I stripped down to nothing and
sat back on the couch. My big 8" cock was standing at attention and I
rubbed it slowly as I watched the video.
He must have been surprised when he came back down into the
basement, but you couldn't tell. He set both of the drinks down on the
table and came over to suck my cock. It felt fantastic and I offered
no resistance. I had gotten blowjobs before from women, but
guys' mouths are different somehow. They seem more moist and warmer. It
felt fantastic. He stopped after a few minutes though and suggested getting
more comfortable on the floor. He took the blanket off the back
of the couch and spread it on the floor for us. I sat on the floor and he took
off his clothes. I was shocked when I saw the size of his cock. I had
not seen a whole lot of them, but knew mine was bigger than the 6" standard,
and his was much bigger than mine. I guess that explains why
I am so attracted to large cocks now. He came over to me and since
I was already on the floor, I kneeled and began sucking his cock. It wasn't
hard like mine, but it didn't take long to get that way. I sucked like
a total amateur but he must have liked it because he let me do it for
a little while. He was close to cumming I guess, but he didn't want
to cum in my mouth. He told me to stop and to kneel on the floor. I wasn't
totally naive, so I knew what he had in mind and it excited me. What
I didn't know though was how much a big, thick cock like his was going
to hurt. He was very, very nice about it and could tell I had never
done it before so he took his time working it in my ass. I don;t know
what kind of lube he used, but it was good, because his cock was very,
very slippery. He kept telling me to relax, which helped quite
a bit, until eventually he had his cock all of the way in. He just left
it there for a short time and reached around to play with my cock. As young
as I was and as horny as I was, I was going to cum very quickly. He obviously
knew that because he would work me to the point of cumming and
then stop touching me. While he was doing that, he began pumping his
cock into my ass very, very slowly. Before I knew it, he stopped playing
with my cock and was slamming his cock into my ass like it was a woman's
pussy. It felt really, really good. He stopped after a while though
and pulled out of my ass. Since this was back in the early 80's and the
pre HIV knowledge days, he had no rubber on. He then laid on his back
so I could see his great big cock as hard as a rock and just about
reaching his belly button. He told me to come over to him and he held his
cock up straight with his hand and then told me to sit on his cock.
Since I was lowering myself onto his cock, I controlled the pace this
time but it didn't take long before I had it all the way back in. He took
his hands and put them on my hips and began helping me bounce up and
down on his cock. Doing this way was great because I controlled the
pace and I could see his face. I could tell he really, really enjoyed
it. It felt great to me too. It felt so great to both of us, it didn't take
long before I felt like I was going to cum. I could tell from his
face, he was about to cum too. I bounced up and down, he groaned more
and more and before I knew it, I was cumming. He was cumming too so
it was wonderful. I shot one of the biggest loads I had ever shot
and got it on his face, in his hair and on the blanket we were laying on.
I couldn't tell how much he came, but it sure felt like a lot. The orgasm
finally ended and I just sat for a second while my legs recovered. My dick
got soft and so did his. It plopped out of my ass and took some of his
cum with it. I didn't know what else to do so I just stood up and
he got up with me. He could tell I was a newbie so he told me to wait
for a second and he went into the downstairs shower and got me
a warm, wet towel to clean myself with. I wiped my ass over and over to
make sure I got all of the lube and then gave him his towel back.
At that point, I was feeling a twinge of guilt and didn't know what to
say so there was little conversation. I told him I had to hurry home
so I got dressed and began to leave. He was a pretty nice guy
so he was really cool about it and he even gave me $40 to keep. I wasn't
expecting that, but it was very, very nice for a 19 year old working part time
and going to school in the early 80?s. I didn't make a habit out of
taking money from guys from then on, but I sure thought about
it. I continued cruising through that part of town the entire
time I lived there but never did see that guy again. I just have to say if there
was ever a perfect guy for your first time, it was him. He sure did
set a lot of standards for me though but that's not so bad. If anybody
is lucky enough to find somebody like this for their first, congratulations.
I just wish I could go back in time and do it all over again.
An Older Woman
AN OLDER WOMAN
I realized the other day I hadn’t written a story in a while while I was talking to somebody about living in San Diego. Again, like my other stories, this is a true story.
I had been stationed in San Diego for a while now and had several exciting sexual adventures. I wrote about one that included me and a couple in Del Mar. As with my adventure with the couple, I was living with my girlfriend in the La Jolla area. She was fun, but I always seemed to be looking for more.
I was gassing my car at the Shell station at UTC one day and noticed this attractive, older woman gassing her BMW next to me. She looked at me and smiled so I smiled back. When she finished putting gas in her car, she came over to me and told me I looked like Campbell Scott. For those of you that don’t know who that is, he is the son of George C Scott and he has done several movies. I asked her if that was a good thing, and she said it was a very good thing. I thanked her and told her she was a very beautiful woman herself. She asked me if I was busy (and of course I said no), and if I would like to go to the McDonalds next to the gas station for a cup of coffee. I wasn’t much of a coffee drinker, but I told her I would gladly join her. I ended up getting a diet coke instead.
We sat and chatted for about an hour. She was 50 years old (I was only 26 at the time) and divorced. All 3 of her kids were older and moved out and she was able to live in a very nice home in Encinitas, along the cliff line, because she received a nice alimony check every month from her ex husband. She also sold real estate which brought in a nice chunk of change for her too. I talked about growing up in Kentucky, and being in the Navy. I talked about everything, but my live in girlfriend. We got along really well and it had to be the nicest hour long conversation I had ever had. She had to leave to go to a house showing, and I had to get back home. As we stood up, she asked me if I was busy the next Friday and if I would like to have dinner at her house. I knew my girlfriend had to work so I got directions to her house and told her I would be there at 7. I also told my girlfriend that I was going out with the guys and I would be home late. She said she would go out with the girls after work. Everything seemed to be fitting into place.
The ship I was on got underway on Monday morning and got back on Friday. Luckily while the ship was underway, I was always really busy, which made the week go by pretty quickly. All I could think about all week long though was how good looking the older woman was. I always had a thing for older women. I wrote about a couple other adventures, from when I was younger, with older women. Now that I was older, I was a little more worldly, and more open minded about a lot of things. I felt like an old pro compared to when I was a teenager. The ship pulled in kind of early at about 2 pm and we all got the rest of the day off because we had been at sea all week long. I was excited because of my date that evening, and because it was my “virgin weekend”. That meant I didn’t have duty the entire weekend. I hurried home because I was so excited and was met very warmly by my girlfriend. She didn’t have to be at work until 5 so we spent all of her available time in the sack. We both had a lot of sexual energy to burn after being apart all week. I was a little worried about burning too much of my energy, but I was only 26 so I had a lot of energy to spare. We even did it once in the shower while she was trying to get ready for work.
She finally finshed getting dressed for work, and headed out. I followed her down and had a bite to eat in La Jolla next to where she worked. I didn’t eat too much because dinner was coming, but I did had to eat something because I was famished. I got back to the apartment at 6, cleaned up a little bit and headed out at about 6:20. I hoped traffic wouldn’t be too bad and I must have gotten very, very lucky because it was moving very smoothly north of my apartment. As usual, I got to her place a little early after looking for it a little while. I noticed it right away once I got on her street because the house was huge and I recognized her car in the driveway. I didn’t want to appear to anxious so I waited at the end of her block for a little bit and then pulled into her driveway a little after 7. She must have expected I would be late because of the traffic and being a little late didn’t seem to bother her at all. She opened the door to let me in and gave me a big hug and kiss on the cheek like people from California tended to do. All I could think about during the hug was how great she smelled, and how firm her boobs were. She seemed to be squeezing me harder than normal purposely so I could feel her tits. She was very successful. She offered me a glass of wine and asked me to go on the back patio with her. She said she had made spaghetti and the sauce was on the stove just waiting to be served. We walked on the back patio which was fantastic. Even though it was dark, you could still see down the coast all the way to La Jolla. You could also feel the breeze blowing on you. For those of you that have not been to Southern California, the evenings can get pretty cool so the breeze I was enjoying was pretty cool that night. Maybe she planned it that way because as we were chatting and drinking our wine, she snuggled next to me and asked if she could stand there like that to stay warm. Of course since I was a gentleman, I quickly said she could so she wrapped her arm around mine and we stood there drinking and chatting. We were outside for two drinks (two for her, three for me) and then decided it was time to eat. I was glad I had snacked earlier. She poured some red wine in the glasses on the table and then brought out and served the spaghetti with a salad. The meal was great, the conversation was fun, and the more wine was fantastic. We finally finished eating and then went into her fantastic living room to talk some more with a glass of wine for each of us. I sat on the loveseat and she turned on some music, and started a fire. The fire felt great because the living room opened up onto the patio and the screen door was open letting in the cool, crisp night air. Maybe she had planned it that way because she sat down on the love seat next to me and then asked if it was ok to cover ourselves with a blanket to help stay warm. We talked some more and just as I thought that’s all we were going to do, she reached over and kissed me. I guess she thought I wasn’t going to make the first move. I found out differently.
The kiss was a good one. She skillfully probed my mouth with her tongue, and also used her hands all over my body. The way she was rubbing her hands on my chest, it seemed like a teenage boy trying to get some tit action. I had on a button down shirt with my shorts, that she somehow managed to unbutton as she was kissing me. Her hands were still a little cold from holding her glass of wine and they made my nipples harden as she rubbed across them. She felt my nipples hardness and began pinching them a little hard. I yelped once and she pulled back to ask me if it hurt, and I said no so she just smiled. Now that our lips were unlocked, she stood up and walked over to close the sliding door. I sat there and waited for her and took another sip of my wine. When she returned, she didn’t sit back down on the love seat, but sat on my lap, facing me. She unbuttoned my shirt all the way down to my navel and put both of her hands inside my shirt. She began tweeking both of my nipples as she leaned over and kissed me again. It felt fantastic. She then pulled away from my lips and started kissing my cheek on the way to my ear and my neck. I just sat back and enjoyed every moment of it. As she was nibbling on my ear and neck, she pulled one of her hands from my shirt and worked her hand down towards my cock. She was kissing my neck, rubbing my nipple, and groping my crotch as she sat on top of me as if I was the woman and she was the man. Now I know why girls liked it so much. She asked me if I liked that and I could barely speak, but I got the word “Yes” out of my mouth finally. She must have liked that answer because she squeezed my cock even harder. She asked me if I really liked it, and I repeated my answer again. She stood up and told me to follow her.
She grabbed my hand and led me down the hallway to her room. Once we got there, she told me to lay on the bed while she changed into something else. Since she didn’t tell me to get undressed, I only pulled my shirt tail out of my shorts, and laid on the bed. I looked around the nicely decorated room and noticed she had some exquisite tastes. It wasn’t too long before she came out of the bathroom and totally surprised me. She was wearing a man’s button down shirt with a tie loosely around her neck, and a hat on her head with her hair pulled up under the hat. It looked pretty cool. She asked me if I liked it and if she looked like a man. Even though I knew she was a woman, I did have to admit, she looked a little manly wearing those clothes. It was pretty sexy. She asked me how much I liked it and what I would do to see her out of the clothes. I told her I would do anything. She just smiled and went back into the bathroom. All kinds of thoughts were running through my mind while she was in there about what she had in mind. I didn’t have to wait long because she came out of the bathroom and surprised me even more. Now she had men’s pants on with her shirt tucked in and a little moustache on her face. She also had a bag of something that I didn’t know was in there. She told me to stand up and walked over to me and kissed me. It felt a little strange with her moustache but it was also very exciting. As I was kissing her, I started to reach up to fill her tits and she just smacked my hand away and said “not now”. She kissed me again and then pushed away from me. She gave me the bag and told me to open it. I looked inside and it was full of women’s clothes. I asked her what they were and she said they were for me. I reached inside and pulled out a short dress, a pair of what turned out to be stockings (not pantyhose), and a nice pair of lacy, thong panties. At the bottom of the bag was a large, dark wig.
I asked her if she really wanted me to put those things on, and she said yes, that if I was willing to do anything, I should put them on. I did remember saying that and I was so extremely turned on, I was willing to do anything that night. As I began taking my own clothes off, she just stepped back and watched. My shirt was already unbuttoned and hanging out, so that came off easily. I had taken my shoes off at the door which left my shorts and my boxer briefs. I pulled my shorts down and she just eyed my now hard, 8” cock. I took my briefs off and threw my stuff on the nightstand. I reached over on the bed and picked up the panties. I slipped them on and they seemed to fit perfectly. I asked her how she did that, and she said she sized me up that day at McDonalds. Then I sat down on the bed and picked up the stockings she had bought. She told me the seams went up the back of my legs. The stockings had a nice elastic top that I slipped up my leg, being careful to keep the seam on the back of the my leg. She had to tell me how to work them up my leg so they would reach my thigh so that I would do it without putting a run in them. It was a slow process, but I finally got my right stocking on. It looked kind of funny because of my hairy legs, but the white stockings looked cool because they matched my white panties. They felt fantastic. I reached over and grabbed the stocking for my left leg and was able to slip that on pretty quickly this time. I stood up and looked at myself in the mirror and it was pretty sexy. She was just smiling. I picked up the dress to put on and she asked me again if I knew how to put it on. I thought I just stepped into the dress, and she told me it was easier to slip it over my head. I slipped it over my head and again it fit perfectly. I was amazed that she was able to do that. I pulled the straps on my shoulder and smoothed out the dress. I stood up and again saw myself in the mirror. It was a strange transformation. I sat back down on the bed where I could see myself in the mirror and put the wig on. It wasn’t that hard. She did have to even it out, but she didn’t have to adjust it that much. Then she reached into her pocket and pulled out a tube of lipstick. She told me not to worry, because she would put it on for me. It was a bright red color that matched the red dress very well. Now she told me to stand up and put the high heels on. They were the biggest pair of high heels I had ever seen and she said they were hard to find, but she found them. I put them on and just about fell down, so she grabbed me and helped me gain my balance. She told me to stand still while she walked into the bathroom and brought out a little footstool. I didn’t know what it was for, but realized she needed it to even our heights. Finally, she stood on the stool in front of me, and began kissing me.
Because of the high heels, I was still a little taller than her, but she didn’t seem to care. She held my face with her hands and kissed me softly, then very hard. She began nibbling on my ear again, and even bit my neck a little. Her hands were fondling my chest again until she slipped the straps on the dress off my shoulders. She pulled the dress down a little exposing my nipples. She kissed down from my neck to my nipples and began nibbling on them. Her nibbles included bites which were a little painful, but also very stimulating. She stepped down off the stool, which made her a lot shorter than me, but put her mouth about chest level. She nibbled and sucked on each one of my nipples and moved her hands down my body. She held me tight in her arms with her hands on my ass. She squeezed my cheeks and rubbed a finger on the crack of my ass. I was really getting turned on. She moved her hands down to the bottom of the dress and pulled it up a little exposing the cheeks of my ass. She caressed my ass with her left hand and moved her right hand around to my cock. The front of the panty didn’t cover my cock that well and she rubbed my the tip of my cock that stuck up over the top of the panties. While she was doing that, she used her left hand to pull the string of my thong out of the crack of my ass. She was just rubbing the crack of my ass with one hand and stroking my cock with the other. I didn’t think I was going to be able to take it any longer. That’s when she stopped. She pushed me back on the bed and made me lean back.
I felt like such a slut at that point (which I loved). I was leaning back with a dress bunched up around my waist, stockings on my legs with high heels on my feet, and a woman (that looked like a man) between my legs. She was between there nibbling on my thighs, and just licking on the tip of my cock as it stood up over the panties. I desperately wanted her to take my entire cock into her mouth. She began licking at the front of the panties and my cock as if they were a pussy. It felt great and I didn’t want her to stop (except to take my entire cock into her mouth), but she stopped and told me to turn over on my stomach. I did that and was still laying on the bed with my feet on the floor and she pulled the string of the thong aside and began licking my ass. She licked it with the width of her tongue, and probed it with the tip of her tongue. She must have done it before because she was able to get quite a bit of her tongue into the crack of my ass. That felt great too. She stopped to tell me to turn back over and then asked me if I liked her licking my pussy. I told her it felt fantastic, and she told me that now I had to take care of her. I was looking forward to that because I love licking pussy!
She stood up and then called me a slut. I told her I was a slut and for her to use me. I kind of got the feeling that is where she was going with the role playing. She then kicked off her loafers and unsnapped her pants. That really turned me on. I was looking forward for her to pulling her pants down and showing my a moist, shaven pussy. She slipped her pants off and even had boxers on under them. When she pulled her boxers down, she really surprised me. Under them, she was wearing a large, strap on dildo. She asked me if I liked her cock and I told her I loved it. She told me if I liked it so much, to suck it and then climbed on the bed, straddling my chest. I grabbed the dildo with both hands and began sucking it as well as I could. It really must have turned her on, because she was moaning as I slobbered on her cock. I sucked on it for a few minutes and I even think she came and then she told me to stop. At that point I didn’t know what she had in mind. She walked into the bathroom and came out with a towel and then layed it on the bed. She told me to lay back on the pillows so my ass was on the towel. As I was doing that, she reached into her nightstand and got out a tube of something. I didn’t know what it was then, but now it would be pretty evident to me. She climbed on the bed, between my legs and slipped my panties off me. She sniffed the crotch and licked it to get all of my precum off. Now I layed there like a total slut with no panties, a big hard on, a dress bunched up around my waist and a woman with a big cock between my legs. She opened the tube and squirted a clear liquid onto her fingers. She began rubbing it onto the dildo until it was really well covered. She then squirted a little more onto her fingers, reached between my legs and began rubbing it on the crack of my ass. It was cold, but it felt great. She got a little more from the tube, rubbed it onto her fingers and then stuck her fingers in my ass. The entire time, she kept calling me her little slut. It was such a turn on.
After she closed up the tube, she inched up between my legs some more and said I was her little slut, and I needed fucked. Now I knew exactly what she had in mind. LOL. I didn’t know if I could handle her big dildo, but I played along with her and told her I did need fucked. She reached down and grabbed her cock with her right hand and told me to pick my feet up and put them on her shoulders. She aimed the cock at the crack of my ass and began stabbing at it. She was just teasing me. When she stopped teasing she rubbed the tip of the cock up and down the crack of my ass until she hit the right spot. With her left hand on my leg, she held her dildo steady and began pushing. It was right on target, because it started going right into my ass. She was in charge, but she knew it was going to hurt, so she just looked at me and told me she wasn’t going to hurt me and to relax. She eased the tip in and just held it there after it entered. It hurt like hell at first, but luckily she had really covered it in lube and put even more lube in my ass. When she sensed it wasn’t hurting any more, she pushed it in some more which seemed painless. Each time she would push it some more, she would inch forward more on her knees. After some time, she eventually got the entire thing into my ass. It felt pretty good. She took her right hand off the cock and put it on my left leg so that she was holding my feet in the air and she began moving her hips back and forth. The cock started moving in and out of my ass. I felt like a slut being fucked like that and she kept calling me her slut and a whore. She fucked me like that for a few minutes and then pulled the cock all the way out. She told me to get up and she took my place on the bed with her lap on the towel. She was laying on her back with her cock standing straight up with a couple of buttons undone on her shirt now. I was standing on the floor in my stockings and heels still, with a dress bundled around me. She told me to climb on the bed and straddle her. I thought she was going to suck my cock at that point, but once I got there, she pushed me back a little so that the cock was pushing at the crack of my ass again. I knew what she wanted so I raised up a little, reached around to hold the cock and guided it into my ass. It was a lot easier this time. After I sat all the way down on the cock, she told me to play with my nipples as she put her hands on my hips. She told me to pinch my nipples while I bounced up and down. I was bouncing and she seemed to be bouncing me with her hands. It was a great feeling as the dildo was pushing on my prostate gland. I was so turned on! My cock was as hard as ever and sticking straight out and I was about to cum. I told her I was about to cum any minute now which seemed to thrill her. I moved my hands down to the cheeks of my ass and she moved her hands up to my nipples. A little of the lube from my ass got on my right hand as I bounced up and down. I moved my right hand and began stroking my cock with the lube. I told her I was about to cum and she told me to shoot it now. That’s all it took. Between the night of role playing to that point, the gorgeous woman under me, and the dildo pushing on my prostate, I shot one of the biggest loads I had ever shot in my life. Most of it hit her in the face, and some of it got on her tie. I was so tender and my dick kept twitching. I waited for it to stop, and while I was doing that, she had reached under her strap on and was rubbing her clit. She came in about 1 minute. At that point we both just sat still for a moment, until the orgasms had stopped. It felt fantastic. When she stopped cumming, she asked me what I was doing and told me to kiss her. I gave her a big, sloppy kiss, and tasted some of my own cum on her lips. It was strange but good. I started to just lay down next to her and hold her, but she asked me what I was doing. She told me to lick the rest of the cum from her face like the slut that I was would do. I eagerly obeyed her and then layed down. I think we both needed the rest. It was probably some of the best sex I had ever had and I didn’t want to go home. We talked about it and she said I could stay so I called home and said I was crashing at my friends house because we all drank too much. Then I proceeded to have one of the funnest nights I had ever, or will ever, had.
I realized the other day I hadn’t written a story in a while while I was talking to somebody about living in San Diego. Again, like my other stories, this is a true story.
I had been stationed in San Diego for a while now and had several exciting sexual adventures. I wrote about one that included me and a couple in Del Mar. As with my adventure with the couple, I was living with my girlfriend in the La Jolla area. She was fun, but I always seemed to be looking for more.
I was gassing my car at the Shell station at UTC one day and noticed this attractive, older woman gassing her BMW next to me. She looked at me and smiled so I smiled back. When she finished putting gas in her car, she came over to me and told me I looked like Campbell Scott. For those of you that don’t know who that is, he is the son of George C Scott and he has done several movies. I asked her if that was a good thing, and she said it was a very good thing. I thanked her and told her she was a very beautiful woman herself. She asked me if I was busy (and of course I said no), and if I would like to go to the McDonalds next to the gas station for a cup of coffee. I wasn’t much of a coffee drinker, but I told her I would gladly join her. I ended up getting a diet coke instead.
We sat and chatted for about an hour. She was 50 years old (I was only 26 at the time) and divorced. All 3 of her kids were older and moved out and she was able to live in a very nice home in Encinitas, along the cliff line, because she received a nice alimony check every month from her ex husband. She also sold real estate which brought in a nice chunk of change for her too. I talked about growing up in Kentucky, and being in the Navy. I talked about everything, but my live in girlfriend. We got along really well and it had to be the nicest hour long conversation I had ever had. She had to leave to go to a house showing, and I had to get back home. As we stood up, she asked me if I was busy the next Friday and if I would like to have dinner at her house. I knew my girlfriend had to work so I got directions to her house and told her I would be there at 7. I also told my girlfriend that I was going out with the guys and I would be home late. She said she would go out with the girls after work. Everything seemed to be fitting into place.
The ship I was on got underway on Monday morning and got back on Friday. Luckily while the ship was underway, I was always really busy, which made the week go by pretty quickly. All I could think about all week long though was how good looking the older woman was. I always had a thing for older women. I wrote about a couple other adventures, from when I was younger, with older women. Now that I was older, I was a little more worldly, and more open minded about a lot of things. I felt like an old pro compared to when I was a teenager. The ship pulled in kind of early at about 2 pm and we all got the rest of the day off because we had been at sea all week long. I was excited because of my date that evening, and because it was my “virgin weekend”. That meant I didn’t have duty the entire weekend. I hurried home because I was so excited and was met very warmly by my girlfriend. She didn’t have to be at work until 5 so we spent all of her available time in the sack. We both had a lot of sexual energy to burn after being apart all week. I was a little worried about burning too much of my energy, but I was only 26 so I had a lot of energy to spare. We even did it once in the shower while she was trying to get ready for work.
She finally finshed getting dressed for work, and headed out. I followed her down and had a bite to eat in La Jolla next to where she worked. I didn’t eat too much because dinner was coming, but I did had to eat something because I was famished. I got back to the apartment at 6, cleaned up a little bit and headed out at about 6:20. I hoped traffic wouldn’t be too bad and I must have gotten very, very lucky because it was moving very smoothly north of my apartment. As usual, I got to her place a little early after looking for it a little while. I noticed it right away once I got on her street because the house was huge and I recognized her car in the driveway. I didn’t want to appear to anxious so I waited at the end of her block for a little bit and then pulled into her driveway a little after 7. She must have expected I would be late because of the traffic and being a little late didn’t seem to bother her at all. She opened the door to let me in and gave me a big hug and kiss on the cheek like people from California tended to do. All I could think about during the hug was how great she smelled, and how firm her boobs were. She seemed to be squeezing me harder than normal purposely so I could feel her tits. She was very successful. She offered me a glass of wine and asked me to go on the back patio with her. She said she had made spaghetti and the sauce was on the stove just waiting to be served. We walked on the back patio which was fantastic. Even though it was dark, you could still see down the coast all the way to La Jolla. You could also feel the breeze blowing on you. For those of you that have not been to Southern California, the evenings can get pretty cool so the breeze I was enjoying was pretty cool that night. Maybe she planned it that way because as we were chatting and drinking our wine, she snuggled next to me and asked if she could stand there like that to stay warm. Of course since I was a gentleman, I quickly said she could so she wrapped her arm around mine and we stood there drinking and chatting. We were outside for two drinks (two for her, three for me) and then decided it was time to eat. I was glad I had snacked earlier. She poured some red wine in the glasses on the table and then brought out and served the spaghetti with a salad. The meal was great, the conversation was fun, and the more wine was fantastic. We finally finished eating and then went into her fantastic living room to talk some more with a glass of wine for each of us. I sat on the loveseat and she turned on some music, and started a fire. The fire felt great because the living room opened up onto the patio and the screen door was open letting in the cool, crisp night air. Maybe she had planned it that way because she sat down on the love seat next to me and then asked if it was ok to cover ourselves with a blanket to help stay warm. We talked some more and just as I thought that’s all we were going to do, she reached over and kissed me. I guess she thought I wasn’t going to make the first move. I found out differently.
The kiss was a good one. She skillfully probed my mouth with her tongue, and also used her hands all over my body. The way she was rubbing her hands on my chest, it seemed like a teenage boy trying to get some tit action. I had on a button down shirt with my shorts, that she somehow managed to unbutton as she was kissing me. Her hands were still a little cold from holding her glass of wine and they made my nipples harden as she rubbed across them. She felt my nipples hardness and began pinching them a little hard. I yelped once and she pulled back to ask me if it hurt, and I said no so she just smiled. Now that our lips were unlocked, she stood up and walked over to close the sliding door. I sat there and waited for her and took another sip of my wine. When she returned, she didn’t sit back down on the love seat, but sat on my lap, facing me. She unbuttoned my shirt all the way down to my navel and put both of her hands inside my shirt. She began tweeking both of my nipples as she leaned over and kissed me again. It felt fantastic. She then pulled away from my lips and started kissing my cheek on the way to my ear and my neck. I just sat back and enjoyed every moment of it. As she was nibbling on my ear and neck, she pulled one of her hands from my shirt and worked her hand down towards my cock. She was kissing my neck, rubbing my nipple, and groping my crotch as she sat on top of me as if I was the woman and she was the man. Now I know why girls liked it so much. She asked me if I liked that and I could barely speak, but I got the word “Yes” out of my mouth finally. She must have liked that answer because she squeezed my cock even harder. She asked me if I really liked it, and I repeated my answer again. She stood up and told me to follow her.
She grabbed my hand and led me down the hallway to her room. Once we got there, she told me to lay on the bed while she changed into something else. Since she didn’t tell me to get undressed, I only pulled my shirt tail out of my shorts, and laid on the bed. I looked around the nicely decorated room and noticed she had some exquisite tastes. It wasn’t too long before she came out of the bathroom and totally surprised me. She was wearing a man’s button down shirt with a tie loosely around her neck, and a hat on her head with her hair pulled up under the hat. It looked pretty cool. She asked me if I liked it and if she looked like a man. Even though I knew she was a woman, I did have to admit, she looked a little manly wearing those clothes. It was pretty sexy. She asked me how much I liked it and what I would do to see her out of the clothes. I told her I would do anything. She just smiled and went back into the bathroom. All kinds of thoughts were running through my mind while she was in there about what she had in mind. I didn’t have to wait long because she came out of the bathroom and surprised me even more. Now she had men’s pants on with her shirt tucked in and a little moustache on her face. She also had a bag of something that I didn’t know was in there. She told me to stand up and walked over to me and kissed me. It felt a little strange with her moustache but it was also very exciting. As I was kissing her, I started to reach up to fill her tits and she just smacked my hand away and said “not now”. She kissed me again and then pushed away from me. She gave me the bag and told me to open it. I looked inside and it was full of women’s clothes. I asked her what they were and she said they were for me. I reached inside and pulled out a short dress, a pair of what turned out to be stockings (not pantyhose), and a nice pair of lacy, thong panties. At the bottom of the bag was a large, dark wig.
I asked her if she really wanted me to put those things on, and she said yes, that if I was willing to do anything, I should put them on. I did remember saying that and I was so extremely turned on, I was willing to do anything that night. As I began taking my own clothes off, she just stepped back and watched. My shirt was already unbuttoned and hanging out, so that came off easily. I had taken my shoes off at the door which left my shorts and my boxer briefs. I pulled my shorts down and she just eyed my now hard, 8” cock. I took my briefs off and threw my stuff on the nightstand. I reached over on the bed and picked up the panties. I slipped them on and they seemed to fit perfectly. I asked her how she did that, and she said she sized me up that day at McDonalds. Then I sat down on the bed and picked up the stockings she had bought. She told me the seams went up the back of my legs. The stockings had a nice elastic top that I slipped up my leg, being careful to keep the seam on the back of the my leg. She had to tell me how to work them up my leg so they would reach my thigh so that I would do it without putting a run in them. It was a slow process, but I finally got my right stocking on. It looked kind of funny because of my hairy legs, but the white stockings looked cool because they matched my white panties. They felt fantastic. I reached over and grabbed the stocking for my left leg and was able to slip that on pretty quickly this time. I stood up and looked at myself in the mirror and it was pretty sexy. She was just smiling. I picked up the dress to put on and she asked me again if I knew how to put it on. I thought I just stepped into the dress, and she told me it was easier to slip it over my head. I slipped it over my head and again it fit perfectly. I was amazed that she was able to do that. I pulled the straps on my shoulder and smoothed out the dress. I stood up and again saw myself in the mirror. It was a strange transformation. I sat back down on the bed where I could see myself in the mirror and put the wig on. It wasn’t that hard. She did have to even it out, but she didn’t have to adjust it that much. Then she reached into her pocket and pulled out a tube of lipstick. She told me not to worry, because she would put it on for me. It was a bright red color that matched the red dress very well. Now she told me to stand up and put the high heels on. They were the biggest pair of high heels I had ever seen and she said they were hard to find, but she found them. I put them on and just about fell down, so she grabbed me and helped me gain my balance. She told me to stand still while she walked into the bathroom and brought out a little footstool. I didn’t know what it was for, but realized she needed it to even our heights. Finally, she stood on the stool in front of me, and began kissing me.
Because of the high heels, I was still a little taller than her, but she didn’t seem to care. She held my face with her hands and kissed me softly, then very hard. She began nibbling on my ear again, and even bit my neck a little. Her hands were fondling my chest again until she slipped the straps on the dress off my shoulders. She pulled the dress down a little exposing my nipples. She kissed down from my neck to my nipples and began nibbling on them. Her nibbles included bites which were a little painful, but also very stimulating. She stepped down off the stool, which made her a lot shorter than me, but put her mouth about chest level. She nibbled and sucked on each one of my nipples and moved her hands down my body. She held me tight in her arms with her hands on my ass. She squeezed my cheeks and rubbed a finger on the crack of my ass. I was really getting turned on. She moved her hands down to the bottom of the dress and pulled it up a little exposing the cheeks of my ass. She caressed my ass with her left hand and moved her right hand around to my cock. The front of the panty didn’t cover my cock that well and she rubbed my the tip of my cock that stuck up over the top of the panties. While she was doing that, she used her left hand to pull the string of my thong out of the crack of my ass. She was just rubbing the crack of my ass with one hand and stroking my cock with the other. I didn’t think I was going to be able to take it any longer. That’s when she stopped. She pushed me back on the bed and made me lean back.
I felt like such a slut at that point (which I loved). I was leaning back with a dress bunched up around my waist, stockings on my legs with high heels on my feet, and a woman (that looked like a man) between my legs. She was between there nibbling on my thighs, and just licking on the tip of my cock as it stood up over the panties. I desperately wanted her to take my entire cock into her mouth. She began licking at the front of the panties and my cock as if they were a pussy. It felt great and I didn’t want her to stop (except to take my entire cock into her mouth), but she stopped and told me to turn over on my stomach. I did that and was still laying on the bed with my feet on the floor and she pulled the string of the thong aside and began licking my ass. She licked it with the width of her tongue, and probed it with the tip of her tongue. She must have done it before because she was able to get quite a bit of her tongue into the crack of my ass. That felt great too. She stopped to tell me to turn back over and then asked me if I liked her licking my pussy. I told her it felt fantastic, and she told me that now I had to take care of her. I was looking forward to that because I love licking pussy!
She stood up and then called me a slut. I told her I was a slut and for her to use me. I kind of got the feeling that is where she was going with the role playing. She then kicked off her loafers and unsnapped her pants. That really turned me on. I was looking forward for her to pulling her pants down and showing my a moist, shaven pussy. She slipped her pants off and even had boxers on under them. When she pulled her boxers down, she really surprised me. Under them, she was wearing a large, strap on dildo. She asked me if I liked her cock and I told her I loved it. She told me if I liked it so much, to suck it and then climbed on the bed, straddling my chest. I grabbed the dildo with both hands and began sucking it as well as I could. It really must have turned her on, because she was moaning as I slobbered on her cock. I sucked on it for a few minutes and I even think she came and then she told me to stop. At that point I didn’t know what she had in mind. She walked into the bathroom and came out with a towel and then layed it on the bed. She told me to lay back on the pillows so my ass was on the towel. As I was doing that, she reached into her nightstand and got out a tube of something. I didn’t know what it was then, but now it would be pretty evident to me. She climbed on the bed, between my legs and slipped my panties off me. She sniffed the crotch and licked it to get all of my precum off. Now I layed there like a total slut with no panties, a big hard on, a dress bunched up around my waist and a woman with a big cock between my legs. She opened the tube and squirted a clear liquid onto her fingers. She began rubbing it onto the dildo until it was really well covered. She then squirted a little more onto her fingers, reached between my legs and began rubbing it on the crack of my ass. It was cold, but it felt great. She got a little more from the tube, rubbed it onto her fingers and then stuck her fingers in my ass. The entire time, she kept calling me her little slut. It was such a turn on.
After she closed up the tube, she inched up between my legs some more and said I was her little slut, and I needed fucked. Now I knew exactly what she had in mind. LOL. I didn’t know if I could handle her big dildo, but I played along with her and told her I did need fucked. She reached down and grabbed her cock with her right hand and told me to pick my feet up and put them on her shoulders. She aimed the cock at the crack of my ass and began stabbing at it. She was just teasing me. When she stopped teasing she rubbed the tip of the cock up and down the crack of my ass until she hit the right spot. With her left hand on my leg, she held her dildo steady and began pushing. It was right on target, because it started going right into my ass. She was in charge, but she knew it was going to hurt, so she just looked at me and told me she wasn’t going to hurt me and to relax. She eased the tip in and just held it there after it entered. It hurt like hell at first, but luckily she had really covered it in lube and put even more lube in my ass. When she sensed it wasn’t hurting any more, she pushed it in some more which seemed painless. Each time she would push it some more, she would inch forward more on her knees. After some time, she eventually got the entire thing into my ass. It felt pretty good. She took her right hand off the cock and put it on my left leg so that she was holding my feet in the air and she began moving her hips back and forth. The cock started moving in and out of my ass. I felt like a slut being fucked like that and she kept calling me her slut and a whore. She fucked me like that for a few minutes and then pulled the cock all the way out. She told me to get up and she took my place on the bed with her lap on the towel. She was laying on her back with her cock standing straight up with a couple of buttons undone on her shirt now. I was standing on the floor in my stockings and heels still, with a dress bundled around me. She told me to climb on the bed and straddle her. I thought she was going to suck my cock at that point, but once I got there, she pushed me back a little so that the cock was pushing at the crack of my ass again. I knew what she wanted so I raised up a little, reached around to hold the cock and guided it into my ass. It was a lot easier this time. After I sat all the way down on the cock, she told me to play with my nipples as she put her hands on my hips. She told me to pinch my nipples while I bounced up and down. I was bouncing and she seemed to be bouncing me with her hands. It was a great feeling as the dildo was pushing on my prostate gland. I was so turned on! My cock was as hard as ever and sticking straight out and I was about to cum. I told her I was about to cum any minute now which seemed to thrill her. I moved my hands down to the cheeks of my ass and she moved her hands up to my nipples. A little of the lube from my ass got on my right hand as I bounced up and down. I moved my right hand and began stroking my cock with the lube. I told her I was about to cum and she told me to shoot it now. That’s all it took. Between the night of role playing to that point, the gorgeous woman under me, and the dildo pushing on my prostate, I shot one of the biggest loads I had ever shot in my life. Most of it hit her in the face, and some of it got on her tie. I was so tender and my dick kept twitching. I waited for it to stop, and while I was doing that, she had reached under her strap on and was rubbing her clit. She came in about 1 minute. At that point we both just sat still for a moment, until the orgasms had stopped. It felt fantastic. When she stopped cumming, she asked me what I was doing and told me to kiss her. I gave her a big, sloppy kiss, and tasted some of my own cum on her lips. It was strange but good. I started to just lay down next to her and hold her, but she asked me what I was doing. She told me to lick the rest of the cum from her face like the slut that I was would do. I eagerly obeyed her and then layed down. I think we both needed the rest. It was probably some of the best sex I had ever had and I didn’t want to go home. We talked about it and she said I could stay so I called home and said I was crashing at my friends house because we all drank too much. Then I proceeded to have one of the funnest nights I had ever, or will ever, had.
My High School Crush
MY HIGH SCHOOL CRUSH
This story is a work of fiction, but the characters are true. A lot of it is true, but the adventure part is my wishful thinking. It may take me a while to write the story because I know that as I write it, I will get very, very excited and may have to have some self stimulation.
I recently started chatting with this girl I had known since high school. I didn’t know her that well, but I knew who she was and always had a crush on her. She was (and still is) a beautiful and sexy young lady. Our chats started out innocently enough, and then led to talking about our spouses and our unhappy relationships. That led to talking about divorce, then getting out on your own again, to beginning to date again, to things that are different about dating now and finally to adult encounters. At the time I had met her, I had been in the Navy for 19 years and had traveled the world. She was married and living in a small Kentucky town. I seemed to have more sexual adventures to talk about and I was glad to tell them. It was very exciting tell her the stories.
I was stationed overseas when we started chatting, and she was still in the small town. I hadn’t been back to visit my family for a while and when I got a chance to take some official travel to the east coast, I took a little time off and visited my family. Since I was on official travel, my wife could not go with me, which always made traveling fun. I spent my first week of my travel working before the last week that I spent in my hometown.
The whole time I was working, I was taking the time to communicate with her. We spent a lot of time chatting on yahoo messenger, emailing, and even had a couple of nights of steamy, phone sex. It was an exciting week, with a lot of anticipation about the following week. We both knew it was going to be an exciting week because we had made plans to get together. Thinking about it and looking forward to it made the week go by really slowly. You know what they say, “a watched pot never boils”. Well, my blood was certainly boiling thinking about our meeting again.
Before I knew it, the week was over and it was time to hop on a plane to go home. We had talked about her picking me up at the airport and both of us going commando, but I had to at least act like I was doing the family thing. I had wanted her to meet me in a short, denim skirt, with no panties and a tight tshirt with no bra. I imagined taking her to one of the restrooms in a far corner of the airport and taking her right there. I pictured the two of us going into one of the stalls together, me unbuckling my pants, sitting down on the seat, and then her mounting me after she lifted up her skirt. There would have been lots of kissing with my hands under her shirt, and lots of fucking, but we would have had to be quiet and fast. There was no doubt I would have been fast because there was so much anticipation and I expected her to be soaking wet from the same anticipation. All of that was wishful thinking though, because my father and brother picked me up and took me home.
I spent the first night in town with my family and catching up on old times. I got up the next day to go to the gym and took the chance to call her and see what her plans were. To my luck, she said she didn’t have any because she had been keeping her night free for me. When I finished talking to her, I grabbed a bite to eat and killed some time with the family before that evening.
We decided to grab an early supper to kick off the night. I had told my family I was going out on the town with some friends I had run into at the gym, and she told her family she was staying with the same. Because of that, we had to drive separate cars and meet at the restaurant. Neither one of us had lived there for a while, but I had been able to visit and knew of several good restaurants where we could eat. I chose an Italian restaurant on the south end of town. I always enjoyed going to Italian restaurants because you can sit and enjoy your meal and enjoy some fine wine along with it. We met in the parking lot and were lucky enough to get 2 parking spots next to each other. As soon as I saw her, I could remember why I had such a big crush on her in high school. She was as hot as ever. She wore a very nice little sun dress with a medium length skirt and it looked fantastic on her. I wore a simple pair of jeans and a long sleeve button down shirt. We gave each other a big hug (and I squeezed extra tight), and a quick kiss on the cheeks and went inside. We asked for a booth in the corner of the restaurant so we could enjoy each other’s company with little distractions. We got into the booth on opposite ends and slid over to sit very close to each other. A waitress came to our table very quickly and took our drink order right away. As soon as she left, I slipped my hand under the table and grabbed a hold of her hand. Her skin was very soft and smooth. I was afraid mine was going to be clammy from my nervous sweating. We chatted for a few minutes and then the waitress arrived with the wine and took our food order. After a glass of the wine, and our conversation, my nervousness was over. Our conversation only mentioned the old, high school days a little, and most of it focused on things she had done away from our hometown, and things I had done since I had joined the Navy. It was very generic conversation at first, but as the wine flowed, we began opening up to each other more and more. As our conversation became more candid, I took my hand from her hand and put it on her thigh. She flinched a little at first, but didn’t move my hand. I took that as an ok to proceed, and as we talked, began rubbing her thigh, focusing on the inner part. I had to stop when our food was finally served, I stopped so the waitress wouldn’t see, and so we could eat. The waitress must have seen some of it though because she had a great big smile on her face.
We began eating our food, and it seemed like we were both eating it with a sense of urgency. It almost seemed like we had somewhere else to go together. There was only a little bit of talking and mostly eating. She asked me if I thought the waitress saw anything, and I told her I hoped she did because audiences were fun. That seemed to excite her. She smiled, began eating again, and also took her foot and began rubbing my leg with it. I told her she had better watch what she was doing or I was going to make her pay right there in the restaurant. She didn’t stop. I figured out how I was going to make her pay.
I switched my fork from my right hand into my left hand (eating with your opposite hand is harder than you think), freeing up my right hand. My clumsiness with my left hand and fork must have distracted her. She didn’t notice me slipping my right hand under the table and on her thigh again. She tried to eat like she didn’t notice and I took that as a challenge. I began stroking her thigh again and this time slipped my hand all the way down to the hem of her dress. I acted like I was doing nothing but eating my meal while I reached under her dress. Her thighs were very, very soft skinned, and firm from working out. I rubbed her thigh like before and inched my hand up her leg until I got to the top. Talking about going commando the day before must have sounded like a good idea to her because she didn’t have any panties on. I felt a puddle on the seat between her legs. I also noticed she shaved that day. She didn’t have a single hair on her pussy. She looked at me and told me she did that just for me. I just smiled and proceeded to finish eating and feeling between her legs. From the expression on her face, she either really liked the meal or was enjoying my fingers tracing her clit and rubbing her lips.
We finally finished our meal and the waitress brought us our check. She asked us if we wanted dessert and we both quickly said no. The waitress took the check and the credit card and took it to the front to clear out. She brought it back and told us to have a fun evening and winked as she walked away. That made me think she had seen something. My date saw it and told me she thought the waitress liked me. I told her I think the waitress may have seen us after all and maybe she liked her. She just kind of blushed and looked away but I got a very erotic image in my head of the two of them together. We walked out of the now very crowded restaurant towards the font door. We had been there a while, but it was still only 8 pm. We walked towards our cars trying to decide what to do. The sun had set and it was dark outside, but we had not parked under a streetlight so it was dark at our cars too. I told her just to get in my car and we would go somewhere together. I walked her around to let her in the car but didn’t open the door for her. Instead, I pushed her up against the car door facing me and leaned into her. I had both of my hands on the side of my car holding me up while she was leaning backwards against the car door. I leaned in to give her a kiss and kissed her hard. My car was between the restaurant and us giving us almost total privacy. We kissed for several minutes as I began to lean my entire body into hers. I was right up against her with the bulge in my jeans pressing against her stomach. I took my hands down from the car to hold her face in my hands. I could taste the wine on her lips still, and smell her Victoria’s Secret bodywash and bodyspray. I don’t know which one was more intoxicating. I moved my hands down from the side of my face to hold her firm ass in my hands, pulling her into me. I was sure she had felt my bulge at first and now I was positive she felt it. I took one of my feet, placed it between her feet and spread her legs a little so I could pull her in tighter. Our legs were intertwined. Her dress was riding up a little from my leg grinding into her crotch. She had her eyes closed as I moved my lips from her lips to her cheek and then her neck. That caused her head to tilt back a little giving me easier access to her neck. I kissed her neck and took my right hand from her ass to her crotch. Reaching down, I was able to get my hand under her dress and felt her creamy thighs again. I began moving my hand upward to her pussy sticking my long, middle finger into her. She gasped! I probed a little and pulled my hand out to my face. Taking a big whiff, I told her I hoped her pussy tasted as good as it smelled. She said she hoped I liked it so I told her to taste it for me. I gave her my hand and she began sucking on my fingers, one by one, starting with my middle finger covered in her own pussy juice. She licked it clean and then sucked on each one of my other 4 fingers. I couldn’t take it any more and told her we needed to get in the car and go somewhere. I stood up straight and looked down noticing the bulge in my pants and the beginnings of a wet spot on my jeans. I told her to look at what she had done to me and she just smiled and then looked around the parking lot. Seeing that nobody was around, she gently kneeled down in front of me which put her face in line with my crotch. I just put my hands on my hips as she reached up and unbuttoned my jeans. I thought the button fly would be hard for her to undo, but she was a champ with it. I had also gone commando, so she reached into my jeans and pulled my stiffening cock out and licked the precum off. She looked up at me and just smiled. I think she liked the taste. My cock wasn’t rock hard at that point, but it quickly stiffened from the feeling of her warm, moist mouth. She sucked on the entire length of it, and would use her tongue to flick the sensitive tip. It quickly stiffened to its full 8” length. I reached to open the car door and she smoothed out her dress. We both climbed in the car and left.
As we left the restaurant parking lot, entering the mall parking lot, I asked her what the fragrance was she was wearing. She told me it was from Victoria’s Secret which suddenly gave me an idea. I told her we should go to VS at the mall so she could point out what she was wearing. She seemed surprised that I suggested going to the mall, but I told her it closed in an hour so we wouldn’t be long. We found a parking spot near the front of the mall and went inside. VS was very near the front which saved us a lot of time from having to walk around the mall. We went inside and you headed towards the body lotions and body sprays. I told you to hold on a minute, and head over to the lingerie with me because I wanted to buy you something to see you in later. What kind of a woman was going to say no to that? We looked around for a minute or two and I asked her what she I liked. She told me to pick it out since I was buying it. I found a really nice embroidered eyelet babydoll in white (see attached photo)
And asked her what size she wore. I guessed a small which was correct. She said she loved it so I told you to try it on. The changing rooms were conveniently in the back of the store next to where we standing. She went inside and I stood there and waited. Since it was late, the girls working there were at the front of the store getting ready to close. We weren’t the only customers in the mall, but we were the only ones in the store. Since I saw there wasn’t anybody else in the store, I looked again at the sales girls who were busy up front, and then snuck into the changing room with her. Luckily this room had a full length door so you couldn’t really see in the rooms. They had the louvered doors so there want total privacy, but since it was a lady’s store, it didn’t need too much privacy. She hadn’t been in there long so she had only taken off her dress. Standing there in her lace, white bra, and matching panties, she looked at me and started to ask me what I was doing in there. She had started to cover herself with her hands out of reaction, but dropped her hands almost immediately. I walked up to her and kissed her again.
Time was of the essence. I knew the store would be closing very shortly, and also knew that she was probably still very wet from our making out in the parking lot of the restaurant. I kissed her and reached into her panties to feel her wet pussy. I was right and she was still soaking wet, so I forced her down to sit on the bench in the room. I knelt down and kissed her some more. Kissing down her body, I licked the tops of both of her tits, squeezing the nipples though her bra. She was moaning pretty loudly. I began kissing my way down her beautiful body, removing her panties as I was doing so. She really seemed to like me tonguing her belly button! I did that for a minute so I could take her panties off. I had to stop to get them past her feet so she could lift her leg into the air and I could slip the panty past her ankle. I just leaned back once I had them off and looked. It was a gorgeous site. This incredibly sexy and beautiful woman was naked in front of me in the changing room of VS, and I was kneeling between her legs. I wanted to tease her some. I told her we should probably leave now and she almost ordered me to lick her pussy! I just grinned as I moved in. Her lips were glistening from all of her pussy juice. I stuck one finger in, and then another. I removed my fingers and put my hand in front of her face again. She took the cue and licked my fingers to taste herself again. I took my hand from her so I could use both of my hands to hold her pussy lips apart. Her clit stood out like a beautiful target for my tongue. I began licking her pussy finally with the width of my tongue from the bottom to the top. I gave her several strokes that she really seemed to like. She was moaning like you hear in one of the porn movies. I could tell she was close to cumming. I went in for the kill. I parted her lips again and began licking the clit in a gentle, swirling motion. Sensing her climax, I pressed hard with my tongue and moved it in an up and down motion. She began to scream which I didn’t think was a good idea. I had to hold my hand over her mouth to keep her quiet. She finally exploded into my mouth. Her nectar was wonderful and it kept coming out. I lapped it up, swallowing as I could. She must have cum for about a minute. I must have drank about a gallon of her love juice. I didn’t want it to stop. When she finally stopped cumming, her body still twitched and I kept licking. That’s when I found out how sensitive she gets after she cums. Pushing my head away was the clue that she was done. I smiled at her and she smiled back. I had to kiss her beautiful face! I kissed her and we smiled at each other again. Out of the corner of my eye I thought I saw some motion but there was nobody there as we looked. She asked me if I thought anybody heard us and I said I didn’t know. That’s when we heard one of the sales girls tell us they were closing the store.
We got dressed and I tried to sneak out of the changing first. I got out and waited for you there. You came out with the lingerie (you never did try it on) so we went to the front of the store so I could pay. Both of the sales girls were there and the gate and already been closed to the store. We apologized for being late but they said it was no big deal. As we started to leave, one of the girls told us they hoped we had fun and to come back again the next night when they both worked again. I knew I was going to take her to a nice hotel and fuck herr brains out at that point so I wasn’t thinking about the next night yet. We had a lot to do together so I had to get started right away. We did talk about it and that may be the subject of my next story!
This story is a work of fiction, but the characters are true. A lot of it is true, but the adventure part is my wishful thinking. It may take me a while to write the story because I know that as I write it, I will get very, very excited and may have to have some self stimulation.
I recently started chatting with this girl I had known since high school. I didn’t know her that well, but I knew who she was and always had a crush on her. She was (and still is) a beautiful and sexy young lady. Our chats started out innocently enough, and then led to talking about our spouses and our unhappy relationships. That led to talking about divorce, then getting out on your own again, to beginning to date again, to things that are different about dating now and finally to adult encounters. At the time I had met her, I had been in the Navy for 19 years and had traveled the world. She was married and living in a small Kentucky town. I seemed to have more sexual adventures to talk about and I was glad to tell them. It was very exciting tell her the stories.
I was stationed overseas when we started chatting, and she was still in the small town. I hadn’t been back to visit my family for a while and when I got a chance to take some official travel to the east coast, I took a little time off and visited my family. Since I was on official travel, my wife could not go with me, which always made traveling fun. I spent my first week of my travel working before the last week that I spent in my hometown.
The whole time I was working, I was taking the time to communicate with her. We spent a lot of time chatting on yahoo messenger, emailing, and even had a couple of nights of steamy, phone sex. It was an exciting week, with a lot of anticipation about the following week. We both knew it was going to be an exciting week because we had made plans to get together. Thinking about it and looking forward to it made the week go by really slowly. You know what they say, “a watched pot never boils”. Well, my blood was certainly boiling thinking about our meeting again.
Before I knew it, the week was over and it was time to hop on a plane to go home. We had talked about her picking me up at the airport and both of us going commando, but I had to at least act like I was doing the family thing. I had wanted her to meet me in a short, denim skirt, with no panties and a tight tshirt with no bra. I imagined taking her to one of the restrooms in a far corner of the airport and taking her right there. I pictured the two of us going into one of the stalls together, me unbuckling my pants, sitting down on the seat, and then her mounting me after she lifted up her skirt. There would have been lots of kissing with my hands under her shirt, and lots of fucking, but we would have had to be quiet and fast. There was no doubt I would have been fast because there was so much anticipation and I expected her to be soaking wet from the same anticipation. All of that was wishful thinking though, because my father and brother picked me up and took me home.
I spent the first night in town with my family and catching up on old times. I got up the next day to go to the gym and took the chance to call her and see what her plans were. To my luck, she said she didn’t have any because she had been keeping her night free for me. When I finished talking to her, I grabbed a bite to eat and killed some time with the family before that evening.
We decided to grab an early supper to kick off the night. I had told my family I was going out on the town with some friends I had run into at the gym, and she told her family she was staying with the same. Because of that, we had to drive separate cars and meet at the restaurant. Neither one of us had lived there for a while, but I had been able to visit and knew of several good restaurants where we could eat. I chose an Italian restaurant on the south end of town. I always enjoyed going to Italian restaurants because you can sit and enjoy your meal and enjoy some fine wine along with it. We met in the parking lot and were lucky enough to get 2 parking spots next to each other. As soon as I saw her, I could remember why I had such a big crush on her in high school. She was as hot as ever. She wore a very nice little sun dress with a medium length skirt and it looked fantastic on her. I wore a simple pair of jeans and a long sleeve button down shirt. We gave each other a big hug (and I squeezed extra tight), and a quick kiss on the cheeks and went inside. We asked for a booth in the corner of the restaurant so we could enjoy each other’s company with little distractions. We got into the booth on opposite ends and slid over to sit very close to each other. A waitress came to our table very quickly and took our drink order right away. As soon as she left, I slipped my hand under the table and grabbed a hold of her hand. Her skin was very soft and smooth. I was afraid mine was going to be clammy from my nervous sweating. We chatted for a few minutes and then the waitress arrived with the wine and took our food order. After a glass of the wine, and our conversation, my nervousness was over. Our conversation only mentioned the old, high school days a little, and most of it focused on things she had done away from our hometown, and things I had done since I had joined the Navy. It was very generic conversation at first, but as the wine flowed, we began opening up to each other more and more. As our conversation became more candid, I took my hand from her hand and put it on her thigh. She flinched a little at first, but didn’t move my hand. I took that as an ok to proceed, and as we talked, began rubbing her thigh, focusing on the inner part. I had to stop when our food was finally served, I stopped so the waitress wouldn’t see, and so we could eat. The waitress must have seen some of it though because she had a great big smile on her face.
We began eating our food, and it seemed like we were both eating it with a sense of urgency. It almost seemed like we had somewhere else to go together. There was only a little bit of talking and mostly eating. She asked me if I thought the waitress saw anything, and I told her I hoped she did because audiences were fun. That seemed to excite her. She smiled, began eating again, and also took her foot and began rubbing my leg with it. I told her she had better watch what she was doing or I was going to make her pay right there in the restaurant. She didn’t stop. I figured out how I was going to make her pay.
I switched my fork from my right hand into my left hand (eating with your opposite hand is harder than you think), freeing up my right hand. My clumsiness with my left hand and fork must have distracted her. She didn’t notice me slipping my right hand under the table and on her thigh again. She tried to eat like she didn’t notice and I took that as a challenge. I began stroking her thigh again and this time slipped my hand all the way down to the hem of her dress. I acted like I was doing nothing but eating my meal while I reached under her dress. Her thighs were very, very soft skinned, and firm from working out. I rubbed her thigh like before and inched my hand up her leg until I got to the top. Talking about going commando the day before must have sounded like a good idea to her because she didn’t have any panties on. I felt a puddle on the seat between her legs. I also noticed she shaved that day. She didn’t have a single hair on her pussy. She looked at me and told me she did that just for me. I just smiled and proceeded to finish eating and feeling between her legs. From the expression on her face, she either really liked the meal or was enjoying my fingers tracing her clit and rubbing her lips.
We finally finished our meal and the waitress brought us our check. She asked us if we wanted dessert and we both quickly said no. The waitress took the check and the credit card and took it to the front to clear out. She brought it back and told us to have a fun evening and winked as she walked away. That made me think she had seen something. My date saw it and told me she thought the waitress liked me. I told her I think the waitress may have seen us after all and maybe she liked her. She just kind of blushed and looked away but I got a very erotic image in my head of the two of them together. We walked out of the now very crowded restaurant towards the font door. We had been there a while, but it was still only 8 pm. We walked towards our cars trying to decide what to do. The sun had set and it was dark outside, but we had not parked under a streetlight so it was dark at our cars too. I told her just to get in my car and we would go somewhere together. I walked her around to let her in the car but didn’t open the door for her. Instead, I pushed her up against the car door facing me and leaned into her. I had both of my hands on the side of my car holding me up while she was leaning backwards against the car door. I leaned in to give her a kiss and kissed her hard. My car was between the restaurant and us giving us almost total privacy. We kissed for several minutes as I began to lean my entire body into hers. I was right up against her with the bulge in my jeans pressing against her stomach. I took my hands down from the car to hold her face in my hands. I could taste the wine on her lips still, and smell her Victoria’s Secret bodywash and bodyspray. I don’t know which one was more intoxicating. I moved my hands down from the side of my face to hold her firm ass in my hands, pulling her into me. I was sure she had felt my bulge at first and now I was positive she felt it. I took one of my feet, placed it between her feet and spread her legs a little so I could pull her in tighter. Our legs were intertwined. Her dress was riding up a little from my leg grinding into her crotch. She had her eyes closed as I moved my lips from her lips to her cheek and then her neck. That caused her head to tilt back a little giving me easier access to her neck. I kissed her neck and took my right hand from her ass to her crotch. Reaching down, I was able to get my hand under her dress and felt her creamy thighs again. I began moving my hand upward to her pussy sticking my long, middle finger into her. She gasped! I probed a little and pulled my hand out to my face. Taking a big whiff, I told her I hoped her pussy tasted as good as it smelled. She said she hoped I liked it so I told her to taste it for me. I gave her my hand and she began sucking on my fingers, one by one, starting with my middle finger covered in her own pussy juice. She licked it clean and then sucked on each one of my other 4 fingers. I couldn’t take it any more and told her we needed to get in the car and go somewhere. I stood up straight and looked down noticing the bulge in my pants and the beginnings of a wet spot on my jeans. I told her to look at what she had done to me and she just smiled and then looked around the parking lot. Seeing that nobody was around, she gently kneeled down in front of me which put her face in line with my crotch. I just put my hands on my hips as she reached up and unbuttoned my jeans. I thought the button fly would be hard for her to undo, but she was a champ with it. I had also gone commando, so she reached into my jeans and pulled my stiffening cock out and licked the precum off. She looked up at me and just smiled. I think she liked the taste. My cock wasn’t rock hard at that point, but it quickly stiffened from the feeling of her warm, moist mouth. She sucked on the entire length of it, and would use her tongue to flick the sensitive tip. It quickly stiffened to its full 8” length. I reached to open the car door and she smoothed out her dress. We both climbed in the car and left.
As we left the restaurant parking lot, entering the mall parking lot, I asked her what the fragrance was she was wearing. She told me it was from Victoria’s Secret which suddenly gave me an idea. I told her we should go to VS at the mall so she could point out what she was wearing. She seemed surprised that I suggested going to the mall, but I told her it closed in an hour so we wouldn’t be long. We found a parking spot near the front of the mall and went inside. VS was very near the front which saved us a lot of time from having to walk around the mall. We went inside and you headed towards the body lotions and body sprays. I told you to hold on a minute, and head over to the lingerie with me because I wanted to buy you something to see you in later. What kind of a woman was going to say no to that? We looked around for a minute or two and I asked her what she I liked. She told me to pick it out since I was buying it. I found a really nice embroidered eyelet babydoll in white (see attached photo)
And asked her what size she wore. I guessed a small which was correct. She said she loved it so I told you to try it on. The changing rooms were conveniently in the back of the store next to where we standing. She went inside and I stood there and waited. Since it was late, the girls working there were at the front of the store getting ready to close. We weren’t the only customers in the mall, but we were the only ones in the store. Since I saw there wasn’t anybody else in the store, I looked again at the sales girls who were busy up front, and then snuck into the changing room with her. Luckily this room had a full length door so you couldn’t really see in the rooms. They had the louvered doors so there want total privacy, but since it was a lady’s store, it didn’t need too much privacy. She hadn’t been in there long so she had only taken off her dress. Standing there in her lace, white bra, and matching panties, she looked at me and started to ask me what I was doing in there. She had started to cover herself with her hands out of reaction, but dropped her hands almost immediately. I walked up to her and kissed her again.
Time was of the essence. I knew the store would be closing very shortly, and also knew that she was probably still very wet from our making out in the parking lot of the restaurant. I kissed her and reached into her panties to feel her wet pussy. I was right and she was still soaking wet, so I forced her down to sit on the bench in the room. I knelt down and kissed her some more. Kissing down her body, I licked the tops of both of her tits, squeezing the nipples though her bra. She was moaning pretty loudly. I began kissing my way down her beautiful body, removing her panties as I was doing so. She really seemed to like me tonguing her belly button! I did that for a minute so I could take her panties off. I had to stop to get them past her feet so she could lift her leg into the air and I could slip the panty past her ankle. I just leaned back once I had them off and looked. It was a gorgeous site. This incredibly sexy and beautiful woman was naked in front of me in the changing room of VS, and I was kneeling between her legs. I wanted to tease her some. I told her we should probably leave now and she almost ordered me to lick her pussy! I just grinned as I moved in. Her lips were glistening from all of her pussy juice. I stuck one finger in, and then another. I removed my fingers and put my hand in front of her face again. She took the cue and licked my fingers to taste herself again. I took my hand from her so I could use both of my hands to hold her pussy lips apart. Her clit stood out like a beautiful target for my tongue. I began licking her pussy finally with the width of my tongue from the bottom to the top. I gave her several strokes that she really seemed to like. She was moaning like you hear in one of the porn movies. I could tell she was close to cumming. I went in for the kill. I parted her lips again and began licking the clit in a gentle, swirling motion. Sensing her climax, I pressed hard with my tongue and moved it in an up and down motion. She began to scream which I didn’t think was a good idea. I had to hold my hand over her mouth to keep her quiet. She finally exploded into my mouth. Her nectar was wonderful and it kept coming out. I lapped it up, swallowing as I could. She must have cum for about a minute. I must have drank about a gallon of her love juice. I didn’t want it to stop. When she finally stopped cumming, her body still twitched and I kept licking. That’s when I found out how sensitive she gets after she cums. Pushing my head away was the clue that she was done. I smiled at her and she smiled back. I had to kiss her beautiful face! I kissed her and we smiled at each other again. Out of the corner of my eye I thought I saw some motion but there was nobody there as we looked. She asked me if I thought anybody heard us and I said I didn’t know. That’s when we heard one of the sales girls tell us they were closing the store.
We got dressed and I tried to sneak out of the changing first. I got out and waited for you there. You came out with the lingerie (you never did try it on) so we went to the front of the store so I could pay. Both of the sales girls were there and the gate and already been closed to the store. We apologized for being late but they said it was no big deal. As we started to leave, one of the girls told us they hoped we had fun and to come back again the next night when they both worked again. I knew I was going to take her to a nice hotel and fuck herr brains out at that point so I wasn’t thinking about the next night yet. We had a lot to do together so I had to get started right away. We did talk about it and that may be the subject of my next story!
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