This is the second part to a story that I submitted to you on Jan 19 2000 entitled "encounter with older man" by Riley, which is currently in your Gay Male "Encounters" section. As usual, you may include my email address with the story. I have received MANY positive emails concerning my stories.
Encounter with an older man, part 2 by Riley
March 2000
I really enjoyed my first encounter with Trelane and wanted to get back together again. I exchanged some emails with him and even talked with him on the phone a couple of times. We finally made a date at his place, for the second Saturday in February.
On Saturday morning, I took great care to make myself presentable for my new friend Trelane. While I was in the shower, my mind wandered to our first encounter, and I remembered how great his cock felt in my mouth. I noticed that my cock was starting to swell just from thinking about this older man's cock. I kept thinking that it was too bad that he didn't want to fuck me, or at least he thought he wouldn't be able too since he was an "older man" and his cock wouldn't stay hard enough. I enjoyed sucking him, and I even enjoyed the way he masturbated me when I was finished sucking him. I made a mental note to just take things one step at a time, and that he might change his mind.
I met Trelane at his door right at 11:30 AM, like we had agreed, and I was kind've shocked because he was naked except for a silver cock ring. He laughed, because I was staring, then he pulled me inside and closed the door. The next thing I knew, I was enveloped in a big bear hug and was being kissed passionately. I felt a little dizzy as Trelane led me to the big couch in his living room. I did notice that all the blinds were pulled and it was a little dark, even though it was bright and sunny outside. I felt Trelane's hands on my clothes and suddenly I was naked before him. I sighed as I felt Trelane's hands roaming all over my body, touching my cock and my ass cheeks, even probing between them and touching my asshole just a little. Out of the corner of my eye, I noticed Trelane slipping his cock ring off and placing it on an end table.
I watched as Trelane sat down on the couch, spreading his legs and looking up at me. I moved to him and knelt down between his legs, looking at his thickening cock. I kissed his thighs and ran my tongue over the hairs, moving up and down, but working my way towards his cock, trying to tease him a little. I looked into his eyes as my tounge found his cock and he really seemed to be having a good time. I slipped the tip of my tongue inside his foreskin while I rubbed his balls with my hands. I gently probed his cockhead for a few seconds, then I slowly peeled his foreskin back and wrapped my lips around his moist cockhead. His cock was really getting thick and hard, and I was having a good time making things happen for him.
I felt Trelane squirming around a little, and it seemed like he was trying to reach my ass. He moved around so that he was lying on the couch and we were almost in a 69 position. I felt Trelanes hands on my ass and noticed that he was gently rubbing my asshole now and then. I continued to lightly suck his cock, because I wanted this to last a long time. I heard a rustling, then I felt something kind've cold on my asshole, which made me jump a bit. Trelane laughed and slapped my ass, which made me jump again. I sighed as I felt Trelane rubbing lube on and into my asshole. I was thinking, "Well, maybe he has decided to fuck me, or maybe he's just going to use his fingers to get me off." He was using his long, strong fingers to really reach deep inside my ass and it was feeling good.
I finally noticed that Trelane's cock was super hard now. I had fallen behind in my cock sucking because I was enjoying the feelings in my ass, plus I was almost dizzy from how fast things were happening. I resumed sucking his cock, and was trying to do it as good as possible. I used long, full strokes with my mouth, and swirled my tongue around the head now and then. Suddenly, Trelane sat up on the couch, and I felt him pulling on me. I thought he was just wanting to hug and kiss for awhile, so I moved up to him and started kissing his lips and face. I heard him grunt a little and noticed that he was pulling me harder now, almost on top of him. My brain finally kicked into gear and I realized that he wanted me to sit on his cock.
Now that I was in on the plan, I quickly moved so that I was straddling his big cock. I slowly lowered my asshole until I felt the head of his cock probing around, trying to find its way inside. I reached back and held his cock while applying downward pressure, and I was rewarded by the wonderful feeling of his cockhead gliding into my well-lubed asshole. I closed my eyes and faced forward, placing both of my hands on Trelanes shoulders. I lowered my ass down kind've slowly, but with a steady pressure. Inch by inch, I felt his big cock invade my asshole. To tell the truth, it did hurt somewhat, but I was glad that he had decided to try it. I felt my asscheeks come to rest against Trelane's skin, and I though that his cock was in all the way. But, I grunted out loud as Trelane shifted and I felt the rest of his cock plunge home inside me.
I finally opened my eyes and saw that Trelane was looking at me, smiling... "How does that feel to you baby?" I nodded at him, smiling, and said, "It feels like I'm so damn full of your cock, but it feels so good too." I started moving my hips and got into a nice, slow fucking motion, and I really enjoyed the way his cockhead felt as it massaged my prostate. I closed my eyes again and felt Trelane pull me closer, then we were kissing as we fucked, right there on his couch. I kept a steady pace for I don't know how long, but it felt so good that I noticed my hips were going faster and faster, then I was cumming all over Trelane's belly, moaning and groaning. Trelane moved now and I could feel his hips bucking underneath me, and he hissed out, "I'm cumming!!!" I really couldn't feel his cum "blasting" inside me, but it seemed that I could feel the warmth of his cum inside me.
We stayed in that position for awhile, and Trelane's cock stayed kind've hard, so I moved my hips some, sliding his cock in and out of my well-used ass. It felt REALLY good and I got into it quite a bit. It seemed that Trelane's cock would soften some, then stiffen some, and I was able to keep a very slow, steady pace as we fucked and kissed. After a few minutes of cuddling, kissing and rubbing, Trelane's cock was pretty hard again, so he laid me on my back and fucked me, my legs spread at first, then wrapped around his back. I was moaning and groaning because his fat cock felt so good in my ass! It felt like Trelane fucked me for an hour, but I'm sure it was nowhere near that long. My ass starting contracting and spasming, and I was suddenly cumming again, and Trelane did too, deep inside me.
I hope to post more of my true adventures for you soon.
Riley