Date: Tue, 1 Apr 2008 21:34:53 -0700 (PDT) From: Rob Perez Subject: My Adventures With Older Men Hello to all Nifty readers. My name is Roberto Perez, but most of my friends call me Rob. I am of Latino decent. I am a 28 year old gay male living in the beautiful country of Canada. As to exactly where, I will not share for my privacy. I heard about this website and read some of the stories on here, and some were quite the turn-on. I figured that I'd contribute to the stories, and turn some of the many readers on as well with my adventures with the older male. First off, I'd say that I knew I was gay from a young age. I was always playing with my sister, and played dolls with her along with dressing up in mom's clothes. Heck, she even used to put make-up on me. By my pre-teen years, growing into puberty, I had an attraction more to males. I got along more with females on an intellectual basis, but there was something about the male species that turned me on. I remember the first time changing in the boys change-room at school, and having to had my hard-on that I got from seeing them undress down to their underwear. When I got to high school, things were different. My boyish looks came out, and it attracted the oppositve. I had beautiful black hair, a great tan, a great athletic and slim build, and of course, the boyish look. I managed to go on a few dates with some female students, but I just was not comfortable with them on a physical level. If anything, I became the "male best friend". I did not come out, in fear of ridicule. However, a few female students did notice something was "different" about me. Maybe it was my fashion sense, or the fact that I hung out with groups of girls, discussing their problems. I won't name them, but they helped eased in my outness, and became great friends. All in the while, I was still attracted to males, but for some reason, it was older males. The hot, hunky, and muscular 40 - 50 something types. When we finally got the internet, I was popping onto gay websites, looking at pictures of those hot hunks. I spent hours fantasizing, and soon their pictures became my masturbation fantasies. I think it most had to do with the dominance factor. Of course, I kept my surfing hidden in fear of my parents finding out about my sexual preference. I remember having fantasies of a gym teacher of ours. He was older, and definitely in his late 40's but had this great bod. He once changed in the change-room with the guys and I had to restrain myself from constantly staring as he changed. I even had to hide my hard-on once when he got completely out of his underwear and I saw his cock. My masturbation sessions soon turned to myself fingering my ass, which thus made me a "twink" or bottom-gay. Soon I began making myself like the "twink" type. I ended up shaving my pubic hair, and my legs. I liked the smooth feel, and it certainly made it less messy when I jerked off. I also kept myself prim and proper. It wasn't long before my secret lifestyle would catch up with my family. It was my sister who had noticed my changes. When I made excuses up about my looks, I knew she didn't believe me. I soon eventually came out to her. I thought she was going to rat, but when you build a bond with your sybling as we did, they always have your back. It became our secret for many years until eventually I came out to my mom when I finished college. Anyways, you're probably wondering when I finally had my first experience. Well I was 18 at the time. Our family was going through a tough ordeal. My father had gotten gravely ill. It was a rare disease that not many people get. This affected us in so many ways. Mentally, emotionally, and most of all, financially. Mom had to eventually get two jobs, as my father wasn't working. Me and my sister even had to pitch in with the money we got from our part-time jobs. It wasn't long before he passed. It took a dreadful toll on my mom. I had lost my father, and he never knew the truth about his son. It took months for mom to recover. Mom sold the home, and paid off most of the bills owed from dad's estate and his life insurance. Me and my sister each got a good chunk too of his life savings, which we were to use wisely. We lived in the suburbs, so mom because of her job, moved us to the city near the beginning of summer. We moved into an apartment complex and a busy but nice neighbourhood. The neighbourhood had it's usual riff-raff, but it was decent enough to live in. We were moving boxes into the elevator, when I caught my first glimpse of Jim. A husky built male, with curlyish dark brown hair and a thick brown moustache. He wore a black tank-top, showing off his muscular build, with a nice pair of blue jeans. He exited the stairs and walked out the building. What a man. He almost reminded me of one of the older men I fantasized about on my porn sites, Chad Douglas. I wouldn't get to talking with him, until a few weeks later when I met him in the laundry room. He was doing his laundry and I walked into the room. I had a big load of laundry and he made a comment about that. We got to chatting about of all things, laundry. Nonetheless, it was our first convo. I wouldn't meet him until a week later, when I was waiting for an elevator. He walked in, wearing a nice muscle shirt and another nice pair of jeans. That's when I noticed poking through behind the shirt, his nipples. I could tell that he had his nipples pierced. We chatted about the weather, and how it was a busy day. When I got off on my floor, I wished him well. Instantly, I went to my room, locking my door. I began to fantasize, masturbating about Jim, making a mess of myself. I'd bump into a few more times occasionally the following week. My mind started to ask the question if he was gay. I never saw him with women, but then again, most of the times I saw him were during the day, or during the weekends. One time while I was doing laundry, he walked in with just a tank top and a pair of athletic shorts. Through the shorts, you could make out his package, which seriously got me turned on. I had just finished graduating high school, when I got a grad present that I didn't think I'd get. I had once more met Jim again in the laundry room. We got to talking and started talking about cars. It wasn't really my subject, but I played along with it. He had mentioned that he has a great collection of model cars, and some great pictures of them. He invited me to come up to his apartment if I was ever interested in checking out his collection. I said I'd take him up on the invite. He mentioned anytime during the day or on the weekend was good as he worked mostly nights. I wanted to take him up on the offer, but I was really nervous. I didn't know whether to hit on him because I didn't know if he was gay or not. Nonetheless, I wanted to take him up on the offer, and see what kind of vibe or signals I got from him. Ironically I was coming back in the morning after getting a coffee from down the street, when I ran into Jim. He had come off his shift at work. We got to chatting again, and I mentioned that I was going to take him up on his offer. He said that if I gave him an hour, I could come up and check it out. I agreed, and rushed home. My mom and my sister had left for work, which gave me a chance to get ready. I took a quick shower, shaved in all the right places, did my hair, and got my sexy cologne on. I decided to wear a nice t-shirt and a pair of my slim jeans. I went down to Jim's apartment. I knocked on the door. Jim obviously just got out of the shower. He was wearing a robe and his hair and body was still wet. I was immensely turned on and really had to fight not getting hard. He invited me in, apologizing for his look. He told me to look around at the models and pictures. He had a couple of wall units full of model cars, with several framed pics of a variety of cars on the wall. As Jim strolled back to his, I stared at him, wondering what he'd come out wearing. I perused his models, and Jim came back out. He was wearing a rip sleeves t-shirt, and athletic shorts, showing his hairy and strong legs. I again controlled myself, but I was getting weak. Jim offered me a drink. He pulled out two beers. It was 10:00am and he was already busting out a beer. I was surprised, but I took the offer. He said that this was basically the end of the day for him, and it helped him relax. We sat down, again talking about cars, etc. I got some information out of Jim. He was 45 and he was single. I found out most of his interests, and he seemed like any other guy. One beer eventually led to a second, and I wasn't good with booze. I got a little buzzed, and felt really relaxed around him. It was then that out of nowhere, I blurted that out that he looked good. He was surprised, jokingly, saying that he didn't get that comment everyday, but he had that effect on guys. I was embarassed, and shyed away. I was also a little disappointed, because it confirmed to me he was straight. I said that I had to go and walked to the door. Jim got up and stopped me before I was about to open the door to leave, insisting I come back and sit down. He turned me around face to face. He told me not to be embarassed. I was staring down at his shorts, trying to shy away in embarassment. He gently held my hand and said everything was okay. I apologized again, but again he said not to be. It was then that he tilted my head up, and I was staring face to face. I bit my lip. He told me that everything was okay, and gave me a hug. My package was against his, and instantly I became hard. Whether he felt my hard-on or not remains to be seen. I pulled away, again apologizing because of getting turned-on. Again Jim reassured, but this time he pulled in and gave me a deep passionate kiss. I was shocked at first, but went with, kissing him back. His moustache rubbed against my lips, and our tongues interlocked. In our embrace, I felt Jim's hard-on rub against mine. His hands cupped my ass, pulling me into him. He took my hand and lead me to the bedroom. Instantly, Jim threw me on the bed, climbing ontop of me. He kissed me deeply, and worked to my neck. His moustache tickled my neck in extasy. He lifted my shirt up, exposing my chest. His lips worked down to my nipples, and he vigoursly sucked and kissed them. I moaned in pleasure. I sat up, allowing him to lift my shirt off. I reciprocated, lifting his shirt off. I exposed his hairy chest. His nipples were exposed underneath the light hair, and there was a lovely treasure trail leading to his package. We kissed again passionately and Jim went for my jeans. He unbuttoned them slowly, and slid them off exposing my tight black briefs. Jim kissed me again deeply, with his hands rubbing my package. I sat up and started kissing and licking Jim's nipples, and tugged against his shorts. He got off the bed, leading me to go down on my knees. I slid down his shorts, and exposed a huge, cut, cock. My guess it was 8 to 9 inches, and was very wide. He had a thick tuft of pubic hair, that interconnected with his treasure trail, and he had big balls. My hand took his cock, and I kissed the tip, before my tongue started to lick his head, down along his shaft. Soon my mouth engulfed his cock and began sucking Jim off. His hand grabbed my head, and forced my mouth down. I choked a little, but regained control. I took it that Jim enjoyed deep throating, so I tried my best to keep going down as far as I could. Soon, he controlled my bobbing motion, making me bob faster. I looked up, seeing his eyes closed, moaning softly. I took my mouth of his cock, and moved to his balls, sucking his big sack while stroking his cock. He definitely liked being the dominant one. He moved me back to his cock, and started sucking again. He moaned again, enjoying my mouth. He soon stood me up, and kissed me again. He pulled down my shorts, exposing my 6 inches. He pulled me close, allowing his cock to rub against mine. He layed me down on the bed again and began kissing my nipples again. His moustache tickled my chest and he slowly worked down to my throbbing cock. He kissed and licked, all the while jerking it. I was turned on immensely, and moaned in pleasure. Jim then motioned my legs up and cocked my ass in the air. He spread my asscheeks, and his tongue dove into my hole. His moustache and tongue tickled my hole, and I moaned in great pleasure. He kept saying he was getting my pussy wet, and gave me one of the best rim jobs I've ever had by any guy. His saliva lathered up my hole, and at one point he shoved a finger in my hole, which got me gasping in pleasure. I got up and turned on my all fours, begging for more of his tongue. He spread my cheeks apart again, and again he dove his tongue into my hole. I held onto the bedpost, jerking my cock. I moaned in pleasure loudly, not caring about my surroundings or who heard me. Jim pulled his mouth away, and then told me he wanted to fuck me, and asked if I was ready. I quickly responded telling him yes. I was no longer going to be a virgin. Jim reached over to the nightstand drawer, and broke out some lube. He lubed his cock up and lubed my hole up. He slipped this time two fingers into my hole, making sure I was properly lubed up. He positioned his cock on my hole, and I felt the head pressing against it. Soon it slipped in, along with his shaft as he slid into me. I gasped and let out a loud moan. He spread my cheeks wide, and slowly started to pump me. With every pump, I moaned. Though his girth brought a little bit of pain, it brought great pleasure to me. I didn't care at all, and soon he starting pumping in a faster motion. He dirty talked, saying how he loved fucking a tight young twink like myself. I moaned in pleasure, and held myself up holding onto the bedpost. Jim's hand reached around to my cock, and he started to jerk me off. It wasn't long before I let out an OH GOD, and began cumming. I had a big orgasm, and came all over the bed below me. I was still semi-hard after I came, and Jim pulled out. I could feel the cool air go into my hole. Jim had stretched me out good. Jim layed down on his back, and motioned for me to come on top. I got ontop of Jim and slid down onto his cock with ease. Jim asked me to ride him and jerk off on him. I told him I just came, but he said that I'd come again. I rode Jim slowly at first, but worked up a good pace. I jerked my cock while I rode him, and sure enough it wouldn't be long before I found myself cumming onto Jim's hairy chest and treasure trail. It wasn't much but it did the trick for me. Again, I let out a huge moan when I orgasmed again. My ass was sore, but Jim wasn't done yet. I was amazed that he hadn't came yet. He had amazing stamina as well. Jim turned me on my back, and cocked my legs up. My hole was exposed for him, to once more slide in. I felt a mighty thrust, and Jim started to fuck me hard. I loved it. I moaned loudly and Jim kept thrusting in me, while holding my legs up. The sweat gleamed off our bodies. I was in extacy. Finally Jim told me was going to cum. He pulled out his cock and spurted his cum all over my chest. He moaned loudly as he orgasmed. A little bit caught my lip and I got to taste a little of Jim's sweetness. My ass was sore from the pounding I took, and I was beat. Jim retrieved a towel for me to clean up and the mess I made earlier. We finally collapsed together in bed. He held me from behind, kissing my shoulder and neck. He told me that he was bi-sexual, but more gay. He just recently experimented, and had a feeling I was gay. He was nervous to make any moves, because of my youth and that he did not know my sexual preference. However, this was all confirmed for him on this memorable day. We would eventually pass out together. I'd wake up later in the afternoon. I alerted Jim that I was leaving. I put my clothes on and Jim gave me a hug and a kiss goodbye. He said to come by anytime I was "up for some fun". I laughed and left Jim's apartment. I'd get upstairs, and wait for mom and sis to get home. I was in the greatest of moods that evening. I would visit Jim throughout the summer. We'd have numerous romps and fun together. Usually I'd catch him the mornings after work, and sometimes occasionally on the weekend. There were two more memorable moments with him, which I'll share with you all on my next entry. Hope you all enjoyed!!!!