Man from Craigslist

Man from Craigslist

I had heard about Craigslist from people before, and that it was a great way to post classified ads, and meet people. I checked it out a couple of times, but never saw anything from Guam until recently. It had been a couple of years since I had really checked, but just two months ago I looked and found all kinds of ads. I noticed most (if not all) of the W4M ads were bogus and usually for professionals. There were several M4M ads though that sounded legit. I began to peruse the ads almost daily and even left a few of my own in different categories.

I received plenty of responses from people to an ad I posted indicating I was new on the island and looking for fun. I talked to a couple of different guys and some of them were possibles, but only one really struck my fancy. He was attached and needed discretion as much as I did. I am sure they all did, but this one was worried about where we could even meet because he was worried about being seen by somebody walking into the place. I wanted a guy that would worry about being seen as much as I would.

We emailed each other back and forth for some time. Our schedules made it very difficult it seemed to find time to meet. Finally, one day when we were both really horny, we set up a time and a place. I suggested we meet at the Video place that wasn’t too far from my work because I had been there before, and the place had individual rooms instead of booths. The lady that ran the place was very friendly with me because she saw me in there so often. It was a very convenient place to meet people. The guy was a little nervous about going there though because it was on the main road. I convinced him to try because there was a back door and nobody had to see you going in.

I got there a little late that day, and thought he would be in there. I didn’t see any cars in the back, so I didn’t know if he was really there. I went in, got a movie, said hello to the owner, and got my room. It turns out there was nobody there that day. I waited for about 30 minutes and enjoyed a very good movie with black women and white men (One of my favorites), and ended up jacking off. I left and wondered what happened to him. I couldn’t call him to find out because we had never traded phone numbers and had only communicated by email. I had to wait until the next day to email him, because I only did so from my work computer so my wife would never find it on our computer. When I got into the office, I logged onto my mail account and saw that he had emailed me. He said he could not find the place and it turns out he was looking in the completely wrong part of town. I asked him if he wanted to try again, and he said yes so we set up a time that day at the same place.

That day was one of the days that I had the urge to put on a pair of stockings. I liked doing it every now and then, but didn’t do it that often on Guam because it was so hot. I went to the Navy Exchange as soon as it opened to buy a pair, and found a really nice, sleek, black pair. I was always a little nervous to buy them there because I was afraid I would run into somebody that saw me buying them who might ask my wife about them. I was especially nervous that they would notice the size because I had to buy the larger size, and nobody would believe they were for my wife. Regardless, I bought them, and rushed back to the office to put them on. They always felt really good on my legs, under my uniform. I kept them on all day long, finished my work, and finally left the office to meet at our designated time. I got there a little late again, and did notice a strange car in the back parking lot. I went in, got my movie, and when I got into the room, noticed there was somebody in the room next to mine. The lady set up my movie, and then left and I stripped down to my stockings. I left the door partially open for anybody to see, and for my friend to come in. I waited about 5 minutes when I noticed the guy at the door. I waved him in and then he came in and shut the door. He was a good looking guy, which was cool. What was really cool was when he took off his clothes, except for his underwear, and I noticed his big bulge. He had said he had a decent sized cock, but he was just being modest. When he took his underwear off, I saw it was a really good sized one, and it looked very tasty. I walked up to him and started rubbing his cock and let him caress my stocking-clad legs. We did that for a little while and then he sat down on the bed at which point I gladly kneeled down on the floor between his legs. I played with his cock a little before I put it in my mouth. It was a nice fit. It was still a little soft which motivated me to suck it to make it hard. I must have been doing a good job because it swelled up really nicely as it became erect. I bobbed up and down on it, and would every now and then take it all into my throat. It was hard to do, but I did it. I sucked for a while and then stopped when he told me to get on the bed.

The rooms came with a shower and towels which worked out well. I took one of the towels and laid it on the bed for me to lay down on. He just watched me with his hard cock hanging down between his legs. I put two pillows at the head of the bed and then laid my body down on top of the towel. I told the guy I where I had put the rubbers and lube I had bought earlier but he didn’t get them right away. He got down on the bed too and began sucking my cock and licking my ass. I was worried about him sucking my cock because I thought I was going to bust a nut really soon. Whenever I would get close, I would push him away from me and I think he understood what I was saying. He sucked for several minutes and then climbed on his knees. Without getting the rubbers, he started rubbing his cock on the crack of my ass. It felt really, really good, and I was tempted to tell him just to shove it in without a rubber. I was tempted, but didn’t do it. His cock seemed to swell even more while he was doing that. I looked down at is as he was poking at my ass and wondered how it would fit in my ass. He finally stopped and in a surprising move, grabbed my thighs and pulled me down on the bed a little. Now my head wasn’t resting on the pillows. I layed there looking up at him as he climbed forward and put his cock back into my mouth. It had a smell of ass on it, which wasn’t bad, but I hadn’t really ever smelled my own ass before. As I layed there sucking his cock, I soon learned why he wanted to do it in this position. Eventually I didn’t have to bob my mouth on his cock because he began rocking his hips. His cock was sliding in and out of my mouth as I layed still. He was fucking my mouth and it felt good. He started out going really slowly, but then picked up his pace. I began gagging on his big cock, and had to stop him a couple of times but always let him go on. He seemed to be enjoying it so much that I thought he would cum in my mouth. Luckily, he didn’t want to.

He quickly stopped fucking my mouth and climbed off the bed. I just layed there with my head on the bed, and my stocking clad knees up in the air. He reached into the drawer where the condoms were and got out the box of 3, and the lube. Luckily I was able to buy the magnum condoms because he was going to need them. I was only able to find KY jelly though and hoped it would work as well as some of the other gels. He climbed onto the bed between my knees and opened the bottle of ky jelly. He squirted a little bit of the jelly into his fingers and onto the base of my balls, causing it to run down the crack of my ass. As he held the bottle in his left hand, he began smearing the jelly all over my ass. I have to admit it was pretty cold, but it also felt very good. He then took two fingers on his right hand and began spreading the jelly into the crack of my ass. That felt really good. Not only was his cock big, his fingers were also very fat. As he was using his two fingers, I began to moan a little and began to softly tell him how much I wanted him to fuck me. He just grinned at me, and then took a third finger and began to work it into my ass. I had never had three fingers in my ass at the same time before. He worked his fingers in and out of my ass as he gently rotated his hand back and forth. I was really enjoying it. He seemed to be liking it as well and I thought he was going to try to put a 4th (and then who knows what else) finger in. I didn’t think there was anyway I could do that so I was glad when he stopped. I looked up at him and watched him as he wiped his hands off on the towel on the bed. He then picked up the box of condoms, opened it, and took out one. It was a good thing he wiped his hands because there was probably no way he could open the package with KY jelly all over his hand. With his big hand, he ripped open the package and pulled out the magnum condom. He looked closely at it to see which end was up and then placed it on the tip of his cock. As he began rolling it on his cock, I wondered if it would fit over his mushroom shaped head. I also wondered how it would feel in my ass. He got it over the tip, and then rolled it all the way to the base of his cock. He looked ready to go but I know he needed more lube. He had done this before too you could tell because he also realized he would need more lube for his big, fat cock to go into my ass. He squirted some of the ky jelly on the length of his cock and then smeared it all over his condom. He inched forward between my legs and squirted KY jelly on the crack of my ass again. He scooted forward a little bit more and started rubbing his condom covered cock against the crack of my ass again. I was ready for it now.