Lessons From Cousin Larry

This took place twenty-six years ago when I was 15 but I remember it very well. I had been playing around with my cock for years but never long enough to orgasm or ejaculate. I used to get horny though. Sitting in class and watching the girls used to make my undershorts wet. One time when I got up from my desk someone pointed to my pants and said I had peed in them. Not so, it was too much pre-cum from staring too long at all those tits and nice asses. I had wet dreams too. At the time I thought it was like lots of pre-cum but in your sleep. But I had never jacked off 'all the way'. One weekend my older cousin showed me how. And a few other things too. Larry was 19 at the time and had just joined the Navy. My parents were away so I was staying with my aunt and uncle. I was given Larry's room because he was away. While I was there, Larry came home for a weekend leave before he shipped out to the Far East. So that weekend we shared his room and bed. I was both impressed and a little intimidated by Larry, him being 17 and in the Navy. After we went to bed he bragged about all the women he had sex with and how they went at it all night long. He kept saying that he needed a lot of sex. He said he could show me 'a few tricks'. When he asked if I jacked off I said quite a lot (although at that point in time, I had never experienced orgasm or ejaculated). He told me that he just had to jack off and did I mind? I didn't care. After all, it was his room and his bed. So he pulled down his boxers. It was the first time I had seen anyone hard other than myself. Larry's cock was average length, I guess, but it was very thick, likely over two inches or more across. That may have made it look shorter. The head was really thick. In comparison, my cock was about the same length as his, maybe even a bit longer but much thinner. Larry was circumcised (I'm not) so he got a jar of Vaseline. I got hard and started to stoke right along with him. Until that night I had never actually experienced an orgasm or ejaculation. After a few minutes I began to feel tingling, deep in my belly. And in my cock and balls too. The nice sensations continued to build up like never before until suddenly I was into my first full-blown orgasm. Man was it powerful. The final rush came on so suddenly I didn't know what was happening. I went over the edge and ejaculated all over myself. It was a real shock. I'll never forget the intensity of that very first time. A minute later Larry shot a load all over his belly too. I cleaned myself as best I could but wanted to take a shower because I still felt sticky. When I got back to the bedroom Larry had fallen asleep. The second night started out much like the first with Larry talking about women. Then he asked if I would like to "play donkey". I didn't know what that was but it turns out he had anal sex in mind. I was hesitant but said okay. We were both naked. Larry stacked both pillows in the middle of the bed. He had me lie face down with the pillows under my belly. That made my ass stick up. Then he got on his knees, straddling me from behind. I must have been nervous because I remember my legs were closed tightly together. Larry said it would feel really nice. I felt him gently but firmly spread my legs apart. He knelt in between my outspread legs, preventing me from closing them again. I felt him grease my asshole with the Vaseline and feel it with his fingers. It felt strange but nice too. Then he asked if I was ready for him to push his cock against my ass hole. I was still hesitant because his cock was so thick. He said he was well greased and that he'd go real slow. Larry moved closer to my crotch and placed his cockhead up against my tight asshole. At first I couldn't relax at all so he just kept pressing against my greased asshole. Then he leaned completely forward over my back, so he was like lying on me but supporting his weight with his elbows and knees. All the time he kept pushing a bit and grinding his cockhead very easy against my greased asshole. He said he did this with lots of women and they really liked it. He asked me to relax and let his cock go in "just a little bit". Then he told me to push down hard like I was going to the toilet. That didn't make sense but I did as he asked and pushed out as hard as I could. Suddenly his whole cock slid right into my ass. What a sensation that was! My asshole was really stretched by his cock. I could feel his belly and thighs right up against the cheeks of my ass so I knew his cock was all the way in. He stayed motionless for awhile waiting for me to get used to it. Easier said than done. The initial shock of having this thing in my ass gradually passed. I didn't adjust to the idea completely but I must have relaxed enough because it didn't hurt, it was just tight. But it was uncomfortable having something sticking "in" when I was so accustomed to pushing "out". After a couple of minutes he started to slowly move his cock in and out. The Vaseline did its job and he was soon sliding easily, thrusting like there was no tomorrow. I can't say that it felt good for me but the action of his cock moving inside me, made me ejaculate. Cum shot out of my cock onto the pillow. It felt like I had both peed and shit myself. Larry let out a heavy moan and shot his load up my ass. I felt his full weight as he collapsed on me. I squirmed to get from under him. He pulled out and flopped over on his back, still panting and telling me how nice it was. I felt I had to get to the toilet right away or I'd mess the bed. Larry said it was just his load of cum that wanted out. I went to the bathroom and sure enough, blobs of Larry's cum splattered out into the toilet. I decided that this experience was NOT enjoyable for me no matter how much Larry liked it. When I went back to the bedroom Larry asked me not to tell anyone about this. I agreed. Did he think I going to admit this to my aunt and uncle or my parents? My friends? His last night at home, Larry and I took turns masturbating each other but no more anal games. I sucked his cock for him. I remember taking his fat cockhead into my mouth. He must have been really excited because he ejaculated in a few seconds. I spit out his cum because it was really bitter. He sucked me too but not long enough for me to ejaculate. He said my cockhead smelled 'musky' and didn't taste good, because of my foreskin. He said I should wash my cockhead every day to keep it fresh. Otherwise, he said, girls wouldn't suck me. Larry left for his base the next day. I became a lifelong fan of masturbation after that. The weekend experience with Larry was my only sexual encounter with a male. He was stationed at a naval base in Asia for a time. He eventually moved to Australia after his stint in the navy and we haven't met since that weekend. Twenty-six years later and I'm married---for the second time round. My partner and I do all sorts of sex. She enjoys games with the vibrator but I always shy away from taking it up my ass. She likes anal sex though, either the vibrator or my cock so long as I go very slowly to start. I've told her all about my experience with Larry when I was a teenager. Unlike Larry, she likes the 'musky' smell of my uncircumcised cock. She says that my cousin wasn't much of a connoisseur.