14 comments/ 77907 views/ 2 favorites First Cock By: funthensome FOR THE MOST PART. THIS IS A TRUE STORY. IT'S MY FIRST LITEROTICA STORY, SO BE NICE, ENJOY, GIVE ME FEEDBACK. THANKS GUYS. I am a fiend for masturbation. I like to fuck, but it's hard to find pussy without commitment. I would normally masturbate online in this wonderful digital age. I used to go on yahoo and pretend to be a girl named Jenny who was the biggest slut imaginable. I got so turned on describing to guys in chat rooms how good it felt to suck their dicks and take their cum that I started to get a little curious. I set up a new ID and made myself a slutty little profile that would turn on a gay guy the same way Jenny did the straight boys. Sexual innuendos and double entendres. I went into the gay chat rooms and started my hunt. "Hey room, 20/m 5'9 160 brown, brown built, 8 cut" I typed. I learned from the guys IM-ing Jenny how to put it as concise as possible. I was immediately bombarded by IM's. Dirty ones. From guys of all ages. They were way too detailed and graphic for what I wanted in a first time. I didn't want anal, I just wanted to suck. I mean, anal... if I'm feeling comfortable I might, but I wanted my choice guy not to have high expectations of what he would get so that I could still bitch out if I had to. The men in the chat rooms sent me such hot offers but I couldn't get myself to do it. I chickened out and jerked off. Every time. Then one day someone contacted me from searching profiles. His name was 'TopGuy'. His profile said he was 40 and he had a hot picture of his cock sticking straight up. "Hi." he typed. "Hi... nice cock" I responded "Thanks, do you have a picture of yours?" he asked. I looked around online and found one that looked like mine. No face on the pic. I sent it to him. "That's a hot cock you got there yourself." He told me. Even though it wasn't mine, I felt proud. I started jerking off to him immediately. "Thanks," I told him, "I'm rubbing it right now." "You should come do that at my place." I felt my body tremble... I really wanted to do it. "Are you sure you're content with just stroking one out?" I asked him, "I've never done this before." "Yeah! Absolutely!" 'GREAT!' I thought, 'he won't push me.' Fear and arousal got the better of me and I couldn't hold it in anymore. I shot a load up across my chest and I signed off immediately. I was pissed at myself. The first nice guy online at the same time that I was and I blew it. I went a couple days after that looking at pussy shots when I jerked off, but I couldn't stop thinking of TopGuy's dick. A week later, I had two days off in the middle of the week. Very rare. I went and hung with my friends but came back home cause I was too horny. It was two thirty in the morning when and pussy wasn't cutting it. I started thinking about his cock again. I hoped I would see him online. I sent him an e-mail. "Sorry, I came too fast last time. I chickened out and I left. I really wanted to do it too." I wrote. Ten seconds later I had new mail. He was online right this moment. I was frozen with adrenaline. I didn't have a hard on yet and I decided I wouldn't start stroking yet. Maybe it's time I went to meet him. I opened his e-mail. "No problem bro, just let me know when you're in the mood again. I can get boned up in a second." I couldn't resist. The tension was killing me. I responded. "Could you do it right now?" I asked. "Meet me at the library in twelve minutes. I want to meet you and we can go back to my place." I lived five minutes from the library. It was so close. I was salivating. I wrote back. "Okay." I told him. "I'm leaving now". He said. I put on a shoe in the other room and ran back to my computer and sent an e-mail that said "wait... hold on..." I waited. There was no response. I looked at the clock. Nine minutes. I got extremely nervous and put my other shoe on. I started shaking. I walked to my kitchen and took a quick swig of Jack to stop the shaking... it barely calmed me. I walked back to see if he responded. I had six minutes. I stared at the wall and then I grabbed my keys. I pulled into the library parking lot and parked. A second later, a truck pulled in and parked next to me. The town was otherwise quiet. I got out of my car and walked around to his passenger side. He opened the door and I climbed in. "Hey, you must be Johnny," he said. I forgot I gave him a fake name, but I rolled with it. "Yeah. Steve?" "Nice to meet you," he said. "You too," I replied. "You're cute." "Thanks." I said. "Are you sure you want to do this?" "Not entirely," I told him. "You want to leave?" He asked me, "it's fine if you do." I looked at him and my eyes scanned down to his crotch and having seen what was under the pants in the photos, I had to do it. "No. Fuck it! Let's go!" I said. He smiled "Okay, follow me." I got back in my car and followed him to his place. It was a part of town that I never really went into. More of a residential area, not the normal college town stuff. We went into his place. "Go have a seat on the couch," he told me. I did. I kicked my shoes off. He came around and sat with me. "Here," he said, "I got something for us." He turned the TV on and a porno was playing. It was some ridiculous scenario with two guys and a girl. Let me say right here that I hate stories of people fooling around because a porno comes on... but this did happen this way. I was already hard when he started playing the film. But it was nice to have something to break the silence. I never saw much of the movie; my eyes were glued to him. He sat down next to me. I didn't know what to do or how to start so I rubbed my hard dick through my jeans. He looked at me and smiled. He started rubbing his cock through his shorts. I pushed it further. I unzipped my jeans and just rubbed it through my briefs. He liked this. I pushed the head out the top, past the elastic. He saw this as the go-ahead to pull his own cock completely out. I looked at it and I turned to him. "Can I touch it?" "Only if I can touch yours," he told me with a smile. He reached across and pulled my dick out of my pants. I rubbed his dick, stroking it. Not sure what I was doing. It was the first time I touched another guy's dick. It was smaller than mine. It was probably about five and a half inches long. I was sporting a decent seven. I stroked his cock for a while. He leaned his head back in ecstasy. "Is this really your first time?" he asked. "Yeah." "Fuck, you were born for this then." He stroked me and I almost came. I stopped him. I wanted it to last. I was having fun at this point. I was excited. I could feel my mouth salivating again. I looked up at him. "Can I suck it?" I asked him. "Oh god, please do." I got on my knees on the floor in front of him. I kept massaging his balls with one hand and stroking his shaft with the other. I licked around the head up the underside of his prick. I slowly took him in my mouth. I went slow at first, going as deep as I could. He ran his fingers through my hair. I knew I was doing something right. I would suck and then lift my mouth off to lick it all over. He pushed my head down to his balls and had me suck them. "Your balls taste so fucking good!" I went back up and took his shaft. I continued, up and down on his shaft. Flicking the head with my tongue. Exploring the ridges of his cut skin around the head with my tongue. He was getting close, I could feel it. I was so excited. He pulled me up and had me straddle him while he pushed my head to suck his nipples. Then he brought me up and kissed me on the lips. I had only kissed guys as a joke before... never out of passion. This was hot. I liked the rugged feel of stubble against my lips. I didn't realize he positioned himself below and lined his dick up to my asshole. I reached back and grabbed his dick. The wet head pressing against my puckered hole and grabbed his dick. "I don't want to be fucked, not tonight." I started stroking him with his cock wet from my spit. I didn't lift off of it, the head of his cock was still putting pressure on my asshole. I jerked it off against my asshole. The head started pushing in a little. I ignored it and kept stroking. It was hard to ignore, it felt good... but I wasn't going to be fucked that night. He was getting close to cumming. Very close. He knew I wouldn't fuck so he took what he could get. "Get up," he told me. I did and I kept stroking him. He pushed my head down on his dick. It smelled like my ass but I said nothing and took it in. Deep. It wasn't deep enough for him. He pushed me down on it. I gagged but was careful not to bite. He stood up and I sat my ass on my heels, still on my knees and he held my face. I held his hips, but let him guide me. He started thrusting himself in and out of my mouth, pulling my head the way he liked it. He fucked my face. He fucked it hard. I was anxious knowing he was going to cum at any second. I was curious what it would taste like, how it felt to get a bullet of cum shot in my throat. He moaned hard and pushed himself deep in my mouth. He came in my mouth fast. I didn't realize that so much cum would come so fast. It filled my mouth and spilled out around the edges and down my chin a little. He slowly withdrew. I felt it spurt another stream inside. He pulled it out and shot one last spurt in my face. I swallowed his warm seed. He wiped the rest from around my face, collecting it on his finger and without being asked, I licked it off. I was happy. I would have been done too, but I stood up with a rock hard dick and forgot that I never came. He smiled and he started stroking me. He didn't want to suck me and I didn't want him to. I was the whore that night. I came against his thigh almost immediately. I dropped to my knees and licked my cum off of his thigh. If I knew I tasted that good, I'd be having desert every time I stroked off. "Thank you," I told him. "No, thank you!" he said, "When are you gonna be able to do this again?" "Just look for me online," I told him. (I never know when I'm in the mood for cock. I didn't want to lock myself down). I picked up my clothes and left. When I got home, I was already hard again. I got in my shower and stroked one out to the memory. I decided it was something I definitely wanted to do again and I sent him an e-mail again the next day. Maybe I'll tell you more about it later. I need to go finish myself off right now. First Cock Came From Old Friend It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decided to surprise him by dropping by unannounced and see if he was home. Jim lives in a small two bedroom, one bathroom house but with a lot of land to go with it. I pulled up the long driveway, got out of my car and walked up to the front door. When I knocked on the door, I noticed it was no closed all of the way since it popped open. I hollered Jim's name to let him know I was there and to see if everything was okay. A few seconds later Jim quickly came around the corner looking scared and surprised. The only thing he was wearing was a pair of shorts and obviously I had interrupted something because I could see he was partially hard and had no underwear on. "Bob, what are you doing here?" When he said this, his eyes were as big as saucers. I told him I was out for a drive and found myself in the area so I decided to surprise him. I asked if it was a bad time for me to drop by and he replied no. He told me he was in the middle of getting dressed and would be back in a minute. I did not want to make him feel weird so I did not mention I could see how his dick was hanging. When he went back to his room I decided to go to the bathroom to take a leak. When I walked in the bathroom I noticed and gay porn magazine on the floor next to the toilet. For years, all of my friends thought Jim was gay but since we never have known him to have a girl friend but never really knew. I felt bad that I had put him into this position but was a bit intrigued. I have never been with a guy and they don't turn me on but cocks do. I love looking at shemale porn and one of my biggest fantasies is to deep throat a real cock and to try anal sex. I love dressing up like a girl and practice sucking dildos and fucking myself with them. Jim took a long time in his room, I'm guessing he was trying to figure out what he would say when he came out. This gave me some time in the bathroom to look at the cocks in his porn magazine. I heard him come out of his room and I quickly put the magazine down, flush the toilet and opened the door. When I did, he was standing there and glanced down at the magazine on the floor. He looked terrible because he knows he was just found out. He quickly turned around and walked to his couch. He sat down leaning forward in a very nervous posture and said he wish I had called first. I apologized and told him not to worry, this is no big deal. That did nothing for him and I could tell he still felt like crap. I figured the best thing to do was to dispense the ten thousand pound elephant in the room. I tried to tell him we have been friends for years and his sexual preference was his business and it didn't matter to me. He lowered his head and asked if I was going to tell anyone what I had seen here today. I advised him I would never do that. Since I could tell this did nothing for his nervous posture I decided to open up to him about my fantasies. I figured it would even the playing field and would be the only way to make him feel better. Plus I figured it would be the right thing to do and if it actually made him relax, I could ask questions I have never been able to ask anyone before. I looked him in the eye and told him I was about to say something that might make him feel better. I said just like you don't want me to say what I saw today, I don't want him to tell anyone what I am about to tell him. Jim had a strange look on his face and even though I had just found out about him, it was still hard to tell him about him about my fantasies. I had never said this to anyone and figured I never would have the guts to do so. I started to pace back and forth and he could tell I was having a hard time with what I was about to say. It got him over his fear a bit and he asked me what was up. I turned to him and said, "Jim, I have never said this to anyone. For years now I have been playing out a fantasy of mine alone at home. Men don't excite me at all but for some reason cocks do. When I was in your bathroom I was looking at your magazine and was loving it. When I'm at home I spend a lot of time dressing up like a girl and looking at shemale porn. I even have a few dildos and practice sucking them and doing myself. I have even gone as far as video tapping myself all dressed up pretending I am a shemale and playing with my dildos. I like it so much I have moved up in size of the dildo because I don't want to just suck a cock, I want to deep throat a cock. I'm mostly using a twelve inch dildo when I play with myself. The farther I can get it inside of me the more it excites me." I quickly looked away after saying that and sat down in the same posture Jim was sitting in. I looked at him and he looked shocked. He asked if I was just making this up to try to make him feel better of if this was for real. I told him I would never make something like that up and it was hard as hell to say it. We both sat there silent for a few minuets trying to figure out where we go from here. Jim opened his mouth and said, "Well this is a strange turn of events now isn't it. You come over to surprise me and we both get surprises we never ever expected. I bet his was not what you had in mind when you came over was it?" I looked at him and told him, "Not in the least." Jim went into the kitchen and grabbed a bottle of single malt scotch and a couple of shot glasses. It was obvious we both needed a drink to relax. As we drank the scotch we slowly started opening up about our sexual preferences. I found out Jim had been in the closet since high school. He has been so much in the closet he has never been with a girl and has only been with two guys. Both of those guys were a long time ago. One was during summer vacation during high school, that's when he found out he was gay, and the other was in college. I told him how I love pussy but over the years I have become more and more infatuated with cocks. We talked and drank for a few hours and both of us were now completely relaxed. I was feeling pretty buzzed by now and was glad this all happened at a time I would not have to drive anywhere. We started talking about porn and I asked if he had any shemale porn. He told me must of his porn is gay but he does have a few shemale CD's. Just then he got up and went to his room. He returned a few minutes later with a CD in his hand and said he thinks I will like this one. It is a compilation of shemales doing guys and getting fucked by them. I walked to the couch facing the TV as he put the video in. He sat next to me as the video started. There was no wasting time with this video. It went straight into hardcore shemale sex. My cock started to rise in no time and it was obvious since I had to adjust myself. After a few minuets Jim asked if I wanted to finally fulfill my fantasy and try a real cock. I couldn't look him in the eye when I responded so I just looked at his crotch when I said yes. He undid his pants, raised his hips and slid his pants off. I looked down and was happy to see he had a large cock. I could tell it wasn't small when I first saw him in his shorts but I didn't think it was that long. It must have been in between eight and nine inched. I didn't waste any time. I leaned over and grabbed his cock and kissed the head. I was surprised hoe soft the head felt on my lips. He pulled off his shirt as I started swirling my tongue around his head. I continued to sucking his dick slowly working up and down his shaft enjoying every moment of my first real cock. "Take your time, I can tell how much you like this by how good you are at it. You must have put in a whole lot of practice time." I decided at that point to show his how much I had practiced. I worked my mouth all the way down his shaft and liked his balls. I pulled back up and to his head and started teasing his some more. I reached down and spread his legs and slid on the floor in front of him. As I work his cock with my mouth I started messaging his asshole. Since it was dry, I pulled my mouth off his cock and started to lube up his ass with my tongue. I started digging my tongue in his ass while I stroked his cock. I then when back to sucking him off while I used my finger to play with his ass. I worked one finger in and moved it around. I could tell he liked this so I liked my fingers and worked a second finger in. He was starting to dry out so he told me to come to his bedroom where he has some lube and a dildo. I stripped as I followed his to his room. He got on his bed and leaned over to his end table pulling out a dildo and the lubed. He commented on how hard my cock was and he could wait to get to it. I asked since this was my first time, could I finish my fantasy before he touches my cock. He was lying back with a smile on his face and easily agreed. I crawled across his bed and as I started lubing up the dildo and asked if he had a second one. He reached in the table and pulled out another dildo. This one I had was around eight inches but the second one must have been a good ten inches. I got on my knees near his head kind of in a sixty nine position but not over him. I asked if he would play with my ass as I got him off. He took the lube from me and started lubing my ass as I went back to teasing his cock. I eased the head of the dildo into his ass then went back to sucking his dick. I took my time working it in and out of him while I took turns bobbing up and down on his cock and deep throating him. He also took his time working his finger in and out of my ass before he added a second the third finger. Once he felt I was loosened up enough, he pulled his fingers out and pressed the head of the dildo against my asshole. It was the same width I was use to so and he took his time so it felt great. The fact someone else was pushing it inside me drove me crazy. I was working the dildo I had in his ass and made sure the timing was as such that my nose hits his pubes when I was all if the way in. I started picking up the pace and he decided to do the same timing so I was airtight and getting pounded as I deep throated him. My cock was starving for attention but I made him promise to leave it alone until I had finished what I was doing. In a few minutes we were working at a furious pace. I could tell he was getting close to cumming because he pushed the dildo in and held it there. He did not have the whole dildo in yet, but he held constant pressure and I could feel my insides were starting to relax and let the rest in. I got that wild feeling when the dildo makes it past the ass and starts working all the way in. Just as he got it in the whole way he started cumming real hard. When he started cumming the head was just at my lips and I realized just in time to start swallowing. I continued to fuck his ass until I felt he was about done the pulled it out. He shot his last load and pulled the dildo out of my ass. I liked him clean and pulled my mouth off rolling onto my back. Jim laid there motionless for a minute while I giggled like a school girl knowing how much I loved my first cock. Jim then rolled onto his side and added more lube to the dildo. He said it was time for me to get a blowjob until he was ready for round two. I spread my legs and smiled knowing this night had a lot more to offer.