My Adventures with Older Men

By Rob Perez

Published on Aug 7, 2008

Gay

Thank you to all who read my story and enjoyed it. I was very flattered by all your comments. Keep them coming.

Well continuing on with my adventures, I'll continue with my second adventure with Jim. The summer continued on. I eventually got a part time job at a coffee shop to make some money. I always made time for Jim, and I'd have my visits with him as the summer season wore on. We'd be limited to the weekend with my job. I would always be over on Saturday nights at his place. We'd have our romps, and they were quite fun, with Jim always bringing something new to the table. We fucked in different positions, whether I was ontop or I was on the bottom, or doggystyle. Heck, we even did it sideways. As Jim put it, I was "his boy". He was my "daddy".

I'd also experience new sexual experiences. I finally made Jim blow his load in my mouth one time, when I was sucking him off. We were in a 69 position, with myself on top. Jim was giving me a luscious rim job, and I showed my appreciation by giving him an amazing blow job. Jim's muffled moan, along with the salty but pungent taste of his cum in my mouth gave me the signs that it was a job well done. He'd introduce me to sexual toys, getting me off with a dildo and anal beads. I never had erupting cummings until I was introduced to those toys. I even did the taboo, ass-to-mouth one time. Once while we were fucking, he decided to switch positions. I was in doggy, when he pulled out. I decided to be adventurous, and engulfed his cock in my mouth, to keep it lathered up. Jim immensely enjoyed it. I was timid at doing this, but I always kept my hole clean before I went over to this house. Here when I thought I was going to taste my ass juice, I only tasted vanilla lube mixed with Jim's cock sweat. It was more vanilla, than sweat thankfully.

Summer was drawing to a close in August, when Jim would introduce me to another memorable experience. He had asked me to come by on a Friday night, saying that it was important, and would be best that I come this one time. I managed to switch shifts where I worked, and got the night off. I dolled myself up for Jim as usual, and let mom and sis' know I was going to my "friend's" house. They never knew about Jim, so they all suspected it was my friends from high school. I wore my tearaways, along with a tight t-shirt. Underneath my tearaways, were my sexy tight black briefs, waiting for Jim.

I got to his apartment, rapping on his door. Jim answered, greeting me with a smile and a beer. He invited me in. However, he wasn't alone. I was introduced to his friend, Dave. Dave I was guessing was around Jim's age. He was a slightly chubby, and burly man. He had a hairy chest, from the open plad shirt he was wearing. Dark black hair covered it. He was balding, with straight brown hair to the sides. He had a thick brown beard, that connected to his sideburns. I shook his hand, and he grasped firmly, shaking back. He was a co-worker of Jim's at his job, and a good friend. We all sat down, and had some beers, getting to learn about Dave. They shared stories about work, and nights out at the bars. It was quite entertaining. It was when Dave had mentioned that he heard I was Jim's "boy", that I knew something was up.

I didn't expect Dave to be gay, but then again, after Jim surprised me, I went along with it. I jokingly asked him where he had heard this from. He motioned, nodding his head at Jim. Jim had a grin on his face. Dave then told me he heard about my great fellatio, and how tight my ass was from Jim. I joked, saying it wasn't tight anymore after Jim had his way with it. We all laughed. Dave then conversed with Jim, asking him if all the stuff he told him was true about me. Jim acknowledged everything, from the blowjobs to the sex, elaborating on how good it was. This got me all shy, and blushing. Dave finished his third bottle of beer, putting down the bottle. He remarked that this was all too good to be true. That's when Jim replied that if he didn't believe him, to try this boy out for himself. Dave certainly came out when he replied that he hadn't had had a good twink in a while. At first, this all shocked me. Was Jim allowing another man to throw himself at me, and have sex with me? Was there some underlying communication going on between the two of them? I had some butterflies in my stomach. I was somewhat nervous. However, I was a lightweight when it came to liquor, and it certainly influenced my actions and responses. Dave motioned for me to come over, saying to come and sit down on his lap. I responsed childishly, saying I'd only come over if my "daddy" says so. Jim piped up saying that he thinks I should go and see my "uncle Dave". We all chuckled. Dave jumped in, saying to come over and sit on uncle Dave's lap.

I strolled over and sat down on his lap. I could instantly feel that he was hard. He swigged a sip of beer, and then asked if I give "old uncle Dave" a kiss. I was somewhat nervous. I looked over at Jim. He was rubbing his crotch with his hand. He gave me a look of assurance. I turned to Dave and kissed him. He immediately shoved his tongue in my mouth, and deeply kissed me. He turned, facing away, while my ass was against his crotch. I felt his hand grip my neck, forcing my head back. He started to kiss my neck, while I felt his other hand reach for my crotch. I started grinding on him, giving him a lap dance of sorts. I felt his chubby against my ass. I was caught up in the moment. Dave's hand reached into my pants, and his hand slipped into my pants, through to my underwear and to my cock. I was semi-hard, but once I felt his hand against my cock, I was instantly hard. He began to stroke me, while I felt his tongue against my neck I looked at Jim, and he was smiling, while rubbing his crotch. It was obvious that he enjoyed watching me get pleased. I moaned, while grinding against Dave's package. Dave then motioned for me to turn facing him. He took my shirt off, and his mouth and tongue dove right to my nipples. He licked and nibbled on my nipples, sending me into extacy.

I unbuttoned Dave's shirt, exposing a hairy chest. His pink nipples stood out from the hair, and I instantly put my mouth towards them. I sucked on his nipples, as he pushed my head down on them. Dave then whispered in my ear if I wanted to suck his cock. I was nervous, because Jim was there. However, when I turned to Jim, I noticed that his hand was down his pants. I take it that he was turned on by watching me please somebody else. Then again, it was almost like a live porn show for him, and even I would've got turned on. I stood up, and Dave tore off my pants, exposing my briefs. Dave stood up and followed suit by dropping his pants, exposing his white briefs. Dave took another swig of beer. I got on my knees, and slowly slid down his briefs, exposing a hairy bush, with a hard uncut cock nestled amongst it. Dave wasn't that big, however, what he lacked in length, he made up with girth. The tip of his cockhead stuck out, beat red from the blood swelled in it from his hard-on. I pulled back his foreskin, exposing his cockhead, and I instantly engulfed his head. I licked all around it and then started to bob, taking his cock in my mouth. His hand grasped my head, and forced me down, to deep throat him. He moaned in pleasure, saying what a good boy I was. All the while I was doing this, I hadn't noticed that Jim had pulled his cock out from his pants, and was jerking off watching me suck Dave off.

Dave stopped me and stood me up. He immediately pulled my shorts off, exposing my hard-on. His rugged hands grabbed my hook, jerking me hard. He again shoved his tongue in my mouth, tickling my mouth with his beard. He motioned me onto the couch, getting me to kneel on all fours. Dave said he wanted to taste some boy-pussy, and spread my cheeks wide. His tongue dove into my asshole, and I moaned in pleasure. He spat on my hole, lubing it up with his saliva. He continued giving me a rim job. I giggled a few times, because of his beard tickling my ass. He kept spitting, and eventually lubed his fingers, and proceeded to shove a couple of stubby fingers in my ass, which got me moaning again. All the while, I watched as Jim jerked himself off, watching this all. After a while though, Jim could not take any more of the show he was watching, and wanted to join in. He got up, dropping his pants and underwear to the floor, and took his shirt off. Jim came over to the end of the couch I was facing, and motioned me towards his cock. I knew what to do.

I instantly took Jim's cock in my mouth, and began sucking. My moans were all the while muffled, as Dave continued to eat and finger my ass out. Jim grasped my head, as he fucked my mouth with his cock. I was in extacy. Eventually, Dave wanted to fuck me. Because of the size of the couch, both myself and Dave had to go to the floor. Jim got onto the couch, sitting down, while I got on all fours. Dave got behind me, and lubed his cock up with his saliva. He proceeded to shove his cock into my ass. It took a bit, but he eventually got it in. It was the first ever time I was bare-backed. Dave fucked me hard, while I continued to suck Jim off. He was certainly rough and rugged. He kept asking me if I liked it, and I replied with a muffled "mmm hmmm". It certainly wasn't the most pleasant of fucks, but my tight ass did the job for Dave. It wasn't long before he came. Dave pulled out of my ass, letting out a loud grunt, and shot his load all on my lower back. I moaned in pleasure. Jim motioned me to get up and ontop of him. I got up from the floor. My knees were achy from kneeling on the hard floor. I got ontop of Jim. He positioned his cock over my hole. I helped guide him in. Jim whispered in my ear saying he'd show me who my daddy really is.

Jim's cock slid into my open hole. I went lowered myself as far as I could go. Surprisingly, my ass nearly engulfed his entire cock. I let out a moan. Jim pulled me in and kissed me deeply. My tongue intertwined with his. I wanted Jim so bad that night, and it seemed that he just washed away the stain Dave put on me. He licked and sucked my nipples, and all the while, his cock was in my ass, and we hadn't started fucking yet. I finally started to get it going, rocking back and forth and eventually bobbing my ass up on down on his cock. Jim grasped my cheeks, and then further got the motion going, starting to fuck me hard and fast. I moaned loudly, moaning out "oh daddy" a few times. Dave meanwhile was sitting in the armchair, watching us, while swigging back another beer. I eventually couldn't take no more. My cock swelled, and I let out a big moan. I came onto Jim's stomach and chest. The white of semen, stained his dark hairs. I told Jim I wanted him to cum in me. I told him to "cum in me daddy". This must have turned Jim on immensely, because he gripped my cheeks hard, and finally as I came down, he let out a huge moan. His cock pulsed in my ass. I pulled Jim in, kissing him deeply. He erupted his cum into my ass, and I felt it's warmth, warming the inside of my cock. He must have came ten to twelve times. Jim just held me there for a few moments. I eventually got off of him, feeling his cum ooze out of my ass. Some of it slid down my leg.

We'd all clean up, and have another round of beers. That would be followed up with another round of sex.. This time I sucked off Dave and Jim, switching between both of them My sucking eventually got Dave off, and I let him cum on my chest and around my mouth. He wasn't the sweetest load I've tasted. I would eventually follow-up with Jim. It took awhile for him to cum, but I decided to take in his load, letting him splash my mouth and tongue with his cum. His cum was definitely the sweetest I've ever tasted. Dave would eventually leave, leaving me and Jim alone. We'd go to his bedroom, and layed down for a bit. Jim held me, and it felt good. Eventually I'd leave around 2:30 in the morning. It was technically my first threesome experience, but certainly wasn't the best. Me and Jim would share one more memorable moment, which I'll share in my next entry.

Next: Chapter 3


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