Date: Thu, 14 May 2009 23:08:37 -0400 (EDT) From: Kevin Wilson Subject: One-on-One with Andrew Gentlemen, This is my second story I've submitted. I received some positive feedback from the first, and a few questions about whether I would be writing more or not, and I've finally gotten around to it. This is a true story about my first one-on-one encounter with another man. Names have been changed to protect the privacy of all parties involved. Hope you enjoy. It had been about a year since my last (and first) homosexual experience. I had taken part in a group/circle jerk event, and enjoyed it very much, but had not been able to find a similar gathering since. I still wasn't sure if I was comfortable in a one-on-one scenario, but it was looking like that would be my only option. On more than one occasion I browsed craigslist and even posted a few times looking for the right person for the right encounter. It wasn't until I met Andrew that I found what I was looking for. He was in his early 40s, which worked for me because I was looking for someone with a little more experience and patience to work with me. I was 21 and working for the summer. My workplace had me on strange hours, so it was hard to plan something ahead of time. Andrew was flexible with his schedule, and we talked a bit online first. We traded a few pictures and talked about what we were each expecting from this meeting. I made it clear that I was still very new to this game, and while I wanted to experience and try many things I wasn't sure if I would be comfortable with them when the time came. He was very understanding, and told me that whatever I was cool with was what would happen -- nothing more, nothing less. We set up a day that I would meet him on my lunch break from work. He lived near my workplace, so there wouldn't be a problem. The next few nights I enjoyed masturbating to the thoughts of what would happen -- his pictures came in handy too. The day arrived, and I was equally as nervous as I was excited. My lunch rolled around and I started making my way to his place. I really wanted to do this, but at the same time I was considering calling it off, the cold feet creeping in. I walked down the street where he asked me to meet him and I didn't see anyone that I thought matched his description. There was one guy standing across the street that looked a little similar, but it was hard to tell from the face picture he gave me. I didn't know what to do. I just kept walking down the street until I came to the next intersection, then turned around and walked back. This time he had moved over to my side of the street and walked over to me slowly. "Greg?" he asked. "Yeah. Andrew?" I took his extended hand and shook. He was in his early forties, about my height at 5'9", a little heavier than my 150 lbs at maybe 180. "Come on inside and we can get started", he said, leading me to the door to his building. We walked down to the elevators in silence. I was really nervous about what was going to happen. The elevator doors closed before I spoke again. "I'm really nervous about this", I confessed. He reached up and put his arm around my back, resting his hand on my shoulder. "Don't be nervous. Just relax. This is going to be fun." The elevator stopped and we walked down the hallway to his apartment. It seemed like forever since I walked past him on the street, but in reality it had only been minutes ago. We walked in and he said I could leave my shoes by the door. When we spoke online we had discussed that it would be hot for him to undress me, so that's what we did. I walked in to the middle of his bachelor apartment where he was waiting for me. He didn't waste any time as he lifted my shirt up and over my head, throwing it to the floor behind him. He lowered his mouth down to my chest, playing his tongue over my nipples. He spent a few minutes at that before suggesting we move to the bed. We made our way over and he sat me down at the edge. He unbuckled my belt and opened my zipper. He slid my jeans down, adding them to my shirt on the floor. He started to work on my chest and neck again with his lips and tongue. I reached down and pulled his shirt up and off before he slowly pushed me back onto the bed. He climbed on too and our lips met for the first time. This was the first time I'd ever kissed another man before, and it felt amazing: More forceful and strong, and the feel of his stubble whenever our faces brushed was surprising. I pushed him back to lie down, and moved my mouth down to give his nipples a try. I tickled over them, one at a time, with my tongue while my hands slid up his stomach, across his chest to take hold of his head and pull it in for another kiss. We rolled over, back and forth, a few more times, mouths interlocked. We finally came up for air, and to rid ourselves of our remaining clothes, first Andrew removing his pants and boxers. I got my first look at his dick, 6.5 inches and cut. It looked fantastic. My first instinct was to reach out and take hold of it, but he jumped in and slid my boxers down, adding them to the pile. He wrapped his fingers around my 6 inches and started stroking. His hand felt so warm against my rock hard cock. He leaned his head down and started playing with the head of my throbbing dick with the tip of his tongue. It felt fantastic, sending jolts of pleasure through my body. I closed my eyes and let him take the wheel. He started taking more and more of me into his mouth with each suck. I took a hold of his dick as he sucked and starting stroking. A minute or so later he was as rock hard as me, and I was dying for a taste. I directed his head off of my cock and rolled him onto his back. All of my mixed feelings about going through with this earlier in the day were completely gone by now, and I moved down to suck my first dick. I opened my mouth and lowered it onto his cock. I didn't start by teasing the head like he did mine. I slowly slid my lips down his dick as far I could. It was both exactly what I imagined and like nothing I could have dreamed. This single taste and I knew that I loved sucking cock. I moved my head up and then back down, deeper than before. I had nearly all of him in my mouth. His moans told me he was enjoying it as much as I was. I picked up the pace a little. I could feel every inch of his dick as I bobbed up and down, sucking up any and all of his pre-cum juices. I pulled my head all the way off, giving him a little break so that we didn't finish this too soon. He took that as his cue to take over, so we moved back to our first position and he resumed his sucking, with more energy than before. He took my dick all the way down to the base of the shaft. He held it there for a second or two before sliding all the way up and all the way down again. He repeated this deep sucking for the next few minutes. I was so close to the edge by this time. A combination of the excitement and his masterful work on my dick was too much to hold it back. I told him I was going to cum. He took his mouth away from my throbbing cock and told me he wanted it on his chest. I rolled over and climbed up onto him, straddling his hips. It took only a few more strokes before I fired my load. "Oh fuck", I sighed as I continued stroking, spewing over and over again onto his chest and stomach. His hands were rubbing up and down my thighs the entire time. He took a hold of my dick now, slowly stroking the last few drops out. "Oh god", was all I could say as I tried to catch my breath. My body was completely drained; it was all I could do to not collapse on top of him. A minute or so later I had recovered enough to be able to continue. I'd gotten off, but I still needed to return the favour. I slid myself down, positioning my head right above Andrew's dick. I took it into my mouth again and started to suck. "Wait", he uttered, "I want to try something else." At first I thought he wanted to try taking my ass for a ride. Going in to this I didn't think I would be comfortable with taking a dick up my ass, but at this point in time I probably would have gone ahead with it. It turns out that's not what he had in mind. He brought me back up to the head of the bed and rolled on top of me, his dick resting on my stomach. He started thrusting, his dick sliding across my stomach. The giant load I had left all over him was starting to lube up the whole operation, and soon he was gliding back and forth with ease. I could hear him whisper, "I love this body", into my ear in between kisses. He continued kissing me, and then moved to my neck. He was pumping harder and harder, faster and faster. Our breathing became so fast and deep I could barely hear myself think. My hands were sliding up and down his back and ass one second, hugging him tighter the next. I could feel his breathing change, and he started to moan, "I'm cumming, I'm cumming!" Then I felt it -- the burst of heat as his hot, sticky load fired onto my stomach as he continued to thrust. I felt him shoot over and over, covering me in his juices. The thrusting slowed, and eventually stopped as he collapsed on top of me. I pulled him in tight, kissing his neck. We ended up kissing some more, rolling over so I was on top of him. We lay there for a few minutes, me on top of him. I could feel his dick sandwiched between us, right next to mine. I could feel his cock getting hard again next to my hardening cock, and I guess he was thinking what I was because he was the first to speak. "Are you good to go again?" he asked, longingly. I couldn't help but let out a little laugh as I answered, "Definitely, you?" "Yeah." I rolled back to my side of the bed and started jacking my dick off, getting it fully erect in no time. Andrew was doing the same. He grabbed a bottle of lube from beside the bed and lubed up his hand and my dick for me, then lubed himself up. We lay there beside each other, jerking ourselves off at first, then taking turns jerking each other off. We ended up kissing again, our tongues searching out each others mouths, while we stroked. I lost track of the time as this happened, but it couldn't have been more than a few minutes before I felt myself edging closer. I told Andrew I was close, and he abandoned his own dick to finish mine off. He stroked faster and faster, talking to me the whole time. "Oh, yeah, you gonna shoot a big load for me? Come on, give me another load." It didn't take much of that before I was firing another one off. I shot a load larger than I would have thought after cumming as much as I did not too long ago. He jerked me until I was empty again. I took up his member again, giving him long, hard strokes. He told me to use my cum as lube. I ran my hand across my stomach and chest, scooping up my juices. I used it to coat his dick and resumed my work on him. He was close to the edge, and started thrusting his dick as I continued to stroke. He let out a loud moan as he shot his load. His dick was sandwiched between us the first time he came, so I didn't see it happen, but this time it was fantastic. He fired a huge stream of white gold all the way up to his neck, each subsequent shot falling a little shorter until there was nothing left to give. I kept stroking until his dick went completely soft in my hand. He leaned in and planted another long, hard kiss on me before handing me a towel. We cleaned ourselves off, and he collected my clothes from the floor. I dressed while he stood in the nude and watched me. I could feel his eyes on me. I finished tying my shoelace and we said our goodbyes with another kiss. He stood naked in the doorway, watching me walk to the elevator. I gave him one last look and a wave before the got in the elevator car, noticing his once again hardening dick as I stole a last look at it.