The following story is a work of Fiction. A wish of the author's imagination, but will probably never happen. The work is of the erotic nature and has explicit gay sex. If you are not allowed by law to view this story or are offended by such material close out now. Copyright 2012
Email me with any feedback or story ideas that you would like me to write about.
This is the second chapter of a book I am compiling. Each chapter is a different story, but all are written by me and are adapted from ideas of mine, or personal experiences.
This is Chapter Four: "Craigslist: No Strings Attached"
This story is an actual account of my first time with a man. This is exactly what happened. I still get hard thinking about my first time! Enjoy!
CRAIGSLIST: NO STRINGS ATTACHED
I had just gotten back to my house for the night from a hard day at work, and I was feeling pretty aroused, so I did what I like to do most nights, get online and read some erotic stories. Now I am married, but my wife works nights so I am home alone all night, so I can do as I please. Being said that I am married, the kind of stories that I like to read usually fall under the category of gay erotic fiction. There is something about the sexual acts of two men that really gets my juices flowing. My nights usually start with a hot story about a high school kid and his teacher, or someone's first time, or something like that, and that usually leads to beating off for several hours to gay porn. I like to edge myself and hold out until just the last moment, when I can cum so hard that I give myself a facial of hot, creamy man seed.
Tonight was no different, and I started looking at the stories that were classed as fleeting encounters. This was my first time reading a story out of this section, so I wasn't really sure what I was going to be reading about. The first one, a story of a young man getting blown in a movie theater, was not very long, so I went looking for another story that was a little longer, and would provide a few more details of the event in question. I know that most of these stories are creations of fiction, but these seemed to have a little more realistic flair to them, and several that I looked at said they had been created out of personal experience. I finally settled on a story that was pretty long, so I figured it would have ample chance to get my dick hard!
The story started out with a description of the guy, and how he had little experience with men; I liked that part of the story line, because I had absolutely no experience when it came to actually being with a guy. I had always dreamed of what it would be like, but never knew how to go about actually finding a guy to hookup with. As the story went on, it made several references to a website called Craigslist which I had never heard of before, so I didn't think that much about it. The plot consisted of the main character finding a guy on this website, Craigslist, to hookup with.
I finished the story, and decided that, instead of going straight to the porn sites like I normally do, I would Google this Craigslist thing and see what it was all about. The idea that a guy can go on there, and, within an hour, find someone to hookup with really interested me; this sounded like just the thing I was needing. So I typed it into Google, and up popped this website. I poked around in it for a while before finding the section on personals. I had no idea that there were so many people looking for hookups in my area. There were woman looking for men, men looking for women, and both sexes looking for partners of the same sex, which is what I was the most interested in. I started reading all of the personal adds that were posted. There was so much in them that I had no idea what it stood for. NSA, HWP, FWB, etc. It was all meaningless to me, so I had to Google those as well. This idea of no strings attached (NSA) sounded really good to me. I decided that I would reply to one and see what it got me.
I started by replying to one add that said he was a 23 year old male looking for someone to mess around with who was discreet. This sounded like it was written for me, so I replied. Not more than ten minutes later, I got a reply from this guy asking what all I was into. I didn't know what I was into, so I made up some stuff about liking to suck cock, kiss, and jack off. He replied asking if I was a top or bottom, which is a question that I had never really given much thought to. Whenever I was fantasizing about the porn I was watching, I always imagined myself as the person getting fucked up the ass, which I assume would make me a bottom. I replied telling him this, and he replied back almost instantly that he was a bottom so we wouldn't make a good match, but he thanked me for my interest in his add.
I tried this same process several times with the exact same results. I found out really quick that most of the people that were looking for a hookup on Craigslist were bottoms looking for a hot top boy. I was just such a person. I decided that I would like to see who would reply to me if I posted an add, so I got up the courage and started deciding what I would put in my add. I noticed that several of the adds had pictures attached to them, but several didn't; if I wanted to get more attention, I should probably post at least one picture with my add to raise my odds. I got out my camera and snapped a few pictures of myself in the bathroom mirror. I thought they made me look pretty good. I was 25 years old, five feet eleven inches, and weighed in at one hundred and eighty pounds. I worked out every day, so I was pretty built. I had thighs and abs of steel, and a tight bubble butt that would make any man stop and look. My calves were bulging, along with my cock in my jock strap that I thought would look sexy in my add.
After I had uploaded the pictures to my computer off of my camera, I sat down to try and write up the add that would attract the best possible guy for a hookup for me. I decided to try out all of the abbreviations that I had learnt.
Bottom Boy Seeking Hot Top Boy for NSA Discreet Fun! 25y/o I am looking for someone around my age to have some fun with I am a bottom that is looking to get pounded I have a tight ass and I love to suck cock If this sounds like fun, reply with stats and pic Put "NSA" in the subject like so I know you are real.
This add was a combination of several that had caught my eye that other men had posted. I wasn't sure how it would work, but I decided that it wouldn't hurt anything, so I put in my pictures and submitted it. It didn't take long for the emails to start coming in. The first was from a guy who said he was 66. This was my first realization that a lot of guys that browse this site were probably old men. Sure enough, the next five replies were just about the same, all from men 55 and up, which is the exact group of men I was NOT looking to hookup with at that time.
Finally I started getting some replies that sounded good, but once I replied to them, I never heard from them again. I was just about to give up when I got the email from Dan. He said that he was horny and looking right now, and that if I was interested, that I should text him, and he gave me his cell number.
I decided I would text him and see if he had any pictures of himself so I knew who I was talking to. He sent me a few that he had taken for just such an occasion. One was of him shirtless in the bathroom mirror, and one was of his cock taken from above, showing the large amount of precum that he left on his stomach when he was hard. I sent him back a few more pictures of me to make sure that he was interested, and asked when he was available.
Now I had not actually been thinking about hooking up with a guy tonight. I thought that I would just try it out and see how it went, and that I would post again someday to actually meet up with a guy. This was until I started talking to Dan. He sounded just like me, he had a girlfriend that was at work and had a limited time to play. He was horny tonight and wanted to suck my cock and fuck my ass.
This type of conversation started getting me really horny really fast. I quickly started realizing that I was not only going to meet up with someone tonight, I was, in all likelihood, getting fucked for the first time. I was so horny by this point that I my cock was leaking so bad, I had a nice wet spot on the front of my jock that had soaked through my gym shorts.
Dan replied saying that he was ready to do this, and that he didn't want to make a big deal about it; all he was interested in was having a good time, and then going our own way. I told him that it sounded perfect to me, and asked where he wanted to do this. He told me to meet him at the park, beside the baseball field, in about 20 minutes, and that he drove a gold Pontiac. I told him what I drove and told him I would be there.
I only had a few minutes before I had to leave to meet him, and I was so nervous I was just about to pass out. I knew that I needed to get a shower and wash my ass before I went, incase it came to that, I wanted to be clean, so I jumped into the shower and washed really quick. When I got out, I brushed my teeth, and threw on some shorts, but decided to go commando (I figured it would make the whole process quicker in the end). I slid on a t-shirt and some sandals and headed out the door. I got to the park, and there was nobody there. I waited for 15 minutes and was just about to pull away from the parking lot when I saw his car. He pulled up next to my car and motioned for me to get in. I locked up my car, got in his car and we headed off for, what I assumed, was his house. We pulled up to a drive way and he got out without a word, so I followed him. I got the impression that he was just as scared about the whole situation as I was.
When I walked into the house, he had already stripped off his shirt and said to follow him. He led the way to the bedroom where I watched him strip off his gym shorts to reveal his panties; he was wearing a black thong. He was so hot. He had a hairy chest, and a rugged set face. I noticed that he was thinner than the picture he had sent me, so they must have been taken earlier and he must have lost some weight. His ass was smooth and his thighs were muscular. He didn't really have abs, but he was definitely fit, and was very muscular, but in a healthy way that made me think he didn't have to try to stay thin.
He wasn't going to waste any time, so I thought I would just go right along with him. I took off my shirt to let him get a look at me. He walked up to be, brought my face to his, and started kissing me. I could feel the excitement between us, it was almost visible it was so strong. He pressed his body up to mine and I could feel his hard cock pulsing already as we stood there making out. I ran my hands over his thick neck and down his muscular back to his ass. It was firm, but not too firm. It was just right. I pulled him into me even tighter, and I heard him moan when our cocks pressed against each other. I was getting so hot already, that I started grinding into him as we stood there making out. He could feel that I was ready to get moving onto bigger and better things, so he pushed me down onto the bed and pulled my shorts right off.
As I was on the bed with my feet hanging off, he started sucking on my toes. I was in heaven. He was running his tongue through the cracks and really cleaning them out. It felt so good. Then he started slowly working his way up my legs and thighs with his mouth. He got to my thighs, that are pretty muscular ,and he starts licking them and biting them. It was so hot I thought I was going to cum right there, but I held off. He finally got right next to my cock and was kissing my hip bone. His had ran up my inner thigh and found my balls. He started squeezing my balls and running them through his fingers. He lifted my legs a little and brought his mouth to my balls. He took them into his mouth and started sucking them and paying with them, teasing them with his tongue. It was more than I could handle, and my body started to spasm with excitement. He must have liked this, because it made him start doing it harder until he finally started working up the shaft of my cock. He got right to the tip, peeled back my foreskin and took all 8 inches of my thick cock into his mouth, right down to the base. With his one swift swallow of my cock, I thought I was going to cum right there, but I held off. I didn't want to give him any reason to stop. He started slowly working my cock with his mouth and tongue, and I could feel the head of my cock sliding deep into his throat and his tight throat muscles clenching my cock and he blew me. My balls were still in his hand, so he must have felt them starting to tighten up, so he stopped sucking my cock and worked his way up to my nipples. This is one of the most sensitive parts of my body. He started slowly circling my nipples with his tongue until he finally latched down on them in a power suck. He was sucking and chewing all at the same time. It was so hot that I was moaning and writhing in ecstasy.
Our bodies were already covered in sweat, so when I brought his face to mine and started making out with him again I could taste his sweat on his lips. It was a sweet yet salty taste that made me even more passionate with my kissing and tongue action. At some point he had shed his thong because our cocks were freely grinding into each other at this point. His hips were thrusting up and down, pressing our bodies firmly together. I rolled him over and decided it was my turn to try my hand at some of this. I started sucking his nipples just as he had mine. I was shocked to find that his were even more sensitive than mine. As I was sucking on his right tit, he started moaning so loud about how he wanted it harder. I bit down harder and he screamed with pain and joy all at once. I worked his nipples for a long time before heading down his body. We were still sweating so I could still taste him all the way down to his cock. As I got close to the cock, I was surprised at how it looked up close. I could see all of the throbbing veins that he had, and I could also smell his musky smell. He smelled manly, rough, and sexy all at once. I grabbed his cock with my hand and started slowing jacking him off. I went to work on his balls while working his cock. I started by taking just one into my mouth. They were completely shaven smooth and they tasted like his sweat; salty but sexy. Then I took both nuts into my mouth and started teasing them with the tip of my tongue. I could feel them tighten and relax with his body spasms he was having. I slowing worked my mouth to the base of his shaft and slid my tongue up the vein-covered cock. I started with just the head. It was so big that it almost filled my mouth. It tasted sweet and manly all at the same time. I was already getting a mouth full of his precum when I got the surprise of my life. He grabbed the back of my head and forced me down on his cock. I gagged on it and started choking, but he held me down. I was in panic mode, but it was also very sexy because I could tell that it gave him so much pleasure.
After a while of gagging on his cock, he let me up and he stood up on the bed. I got on my knees and then he grabbed the back of my head again and started fucking my throat. I could feel the head of his cock hitting be back of my throat with every pump of his hips. I was starting to relax and get used to this until he started really fucking hard. It was going too far down and I was chocking again. This didn't seem to stop him though; it actually made him go even faster. I finally had to push him off of me and then he turned around and bent over and I had his ass right in my face. He backed his ass right into my face so I did what any guy would do and I started rimming him. I loved this part of our play! I loved the taste of his ass. I was scared at first that it would taste like literal shit, but it didn't at all. I liked the flavor of his ass so much that I started working my tongue in as deep as it could go. I was making him moan so much and his body spasm so much that he just about couldn't stay standing. Finally he turned back around and we both fell onto the bed making out again, him lying on top of me.
I had my legs wrapped around him and I could feel his cock sliding against my ass. I knew what was coming, and it didn't take long for him to get to it. He sat up, spread my legs and started eating my ass. His mouth was so wet and hot, it felt amazing on my tight pucker. He could tell that I was really tight, and that got him excited even more. He got two fingers up there and I finally started relaxing. He pulled his fingers out and stuck them in my mouth. It was the first time I had tasted my own ass, and I loved it; it was definitely not the last time I tasted my own ass. He stuck his fingers back in my ass to lube me up with my own spit. Then he grabbed a bottle of lube from the side table and lathered up his cock and my ass both. I new what was coming and I was trying to relax. He put one hand on my back to keep me in place, and then he guided his cock to my tight pink pucker with his other hand. I felt the tip pressing on my hole. I took a deep breath, and bore down on his cock and it slid in nice and easy. I was so relieved that it was that easy that I really did relax then. He started slowly thrusting in and out of my ass and it felt amazing. I could feel his cock hitting my p-spot with every thrust. He knew what he was doing, and he was damn good at it. He gradually started speeding up and getting harder with his thrusts. I was really getting into it when he pulled out, grabbed my waist, spun me around and started fucking me doggie style. We were really getting into rhythm now. He was pounding me for what seemed like forever until I could tell he was getting ready to cum. He pulled out, flipped me over again and came all over my chest. Some of his cum flew up and hit me on the face, but most went onto my chest and stomach. He was panting so hard and I was in heaven. He scooped up a big glob of his cum and fed it to me. It tasted amazing. It was sweeter than my own, and it was thicker too. I could feel it stick to my tongue and the inside of me teeth. I wanted the taste to last forever. It was so sweet and nutty all at once.
When he was finally done cumming, he pulled me into a passionate kiss and said he wanted to take a shower with me. We went into the bathroom and got into the shower. He washed me off, and then started washing my cock. It didn't take long for washing to turn into jacking. He was jacking me off and then he started blowing me again. I could feel his throat with my cock and it was amazing. He reached under my balls and started fingering my wide open ass. With three of his fingers in my ass and my cock in his throat, it didn't take me long to cum. He stayed on my cock until he had squeezed out every last drop of cum. Then we shared his mouthful of my cum through a two hour long make out session in the shower. By the time we got out the water was running ice cold, but we didn't care.
When we were finally through, we got dressed and he drove me back to my car. I got out and he left without a word. A little bit later I got a text saying thanks for the great time, and we would have to do it again really soon, and that he would text me. When I got home, I could see the sun rising. I had been at his house fucking all night. It had been an amazing first time!
I had several other encounters with Dan from Craigslist, but none were as hot as the first time when we first met. I think about this often when I am jacking off alone. I will always remember the way he tasted, and the way we fucked that night.