Gay Erotic Stories

This all started just a week or two after my 21st birthday. I had been living with my Uncle Tom for a few years after mom died and dad left me stranded at Unk’s house. Unk is an older guy, around 59, and 100% Italian. Tom (he doesn’t mind if I call him Tom or just Unk) is about 5’8, 185 lbs, nice looking for his age, too. Oh yes, he is very hairy. I know that he is gay, because he is open about it to me and he and I do play around at times. One night while Tom was downstairs watching TV, I was in his room straightening it up; you know, hanging up clothes, fixing the bed and such. I noticed that he was logged on to a chat room. I had been confused about myself lately because of playing around with Tom and have also been in bed with a girl a couple of times. I found that I enjoyed being in bed with this girl but I also enjoyed all the things Tom and I did. So I decided to enter the chat room and see what went on there. I was only going read what was being said but then decided to sign in. My profile was: “I’m confused and just wanted to talk to someone.” I watched all the hot talk going on back and forth about cock size and who wants what done to them, when all of a sudden I was in a private room being asked if he could answer any questions that I might have. My heart nearly stopped and I didn’t know what to do. So I took a deep breath and responded, “Yes”. Next the man told me his name was Alec. He described himself as around 55, graying hair, 175 to 190 lbs. I filled in the rest and pictured him as handsome, tender, and a nice body (with just a little beer belly), so I introduced myself as JAY. I told him a little about myself, and also my situation with Uncle Tom and this girl. Alec was so supportive and answered many questions. I must have sounded like some back woods guy that had only fucked a knothole in the fence. But Alec was patient and tender with me. We talked for about an hour about the technique of cocksucking, how a blowjob should be given, how to take it easy and be protective if I wanted to take it up the ass. But then I heard Tom coming up the stairs and I ended my talk. There was something intriguing about talking to Alec so that I was playing with my cock the whole time, which had left me with a throbbing hard-on. I was still sitting in the chair when Tom came into the room and immediately he noticed that I was trying to hide my hard cock. He looked at the computer, smiled at me and asked if I needed a little help. I knew what he meant and I was horny enough to accept. I had taken a shower earlier and just had on my robe and underwear, but you can’t conceal a hard 8 incher! Tom came over to the chair, untied my robe, knelt between my legs, bent forward to kiss me ever so lightly on the lips, as his tongue roamed inside my mouth. Meanwhile his hand slid down the waistband of my underwear and he was massaging the head of my cock. I started to ooze precum and he spread it all down my shaft. I tilted my head back and relaxed in the chair when I felt Tom’s tongue licking my pee slit. His hands slid under my ass and I took his cue and lowered my underwear, as he was removing them. His mouth started a suction action and I felt my cock slowly starting to disappear in the warmth of his mouth. Tom has taken my cock other times but this time with the thought of Alec in the back of my mind I felt that he had swallowed my entire shaft. I even felt his moustache brush against my pubic hairs. It was everything Alec said it could be. He worked his tongue all around while my cock was still in his mouth and occasionally lifted his head and licked just the length of my shaft, right down to my balls. He would tenderly take my balls one at a time and inhale them. Then he would lick the inside of my thighs and up just between my balls and legs. Being smaller than Tom, just 160 lbs, 5’6, he was able to place his arms under me and lift me out of the chair and onto the bed. Still with my legs spread apart he lifted my butt all the way up and again with his moist warm tongue started to kiss and lick around the cheeks of my ass until he came to my opening. Then he started to flick his tongue at my hole until it slipped all the way in. That’s when my ass muscles started to pucker and squeeze his tongue. I was ass fucking the tongue that was tongue fucking my hole. It seemed like forever that he worked his tongue in and out. In doing so, he reached around and took hold of my cock and gently squeezed it. Cum started to ooze out. Slowly and gently he started to jerk off my cock. From the base of my shaft to the tip of my head he spread cum with his thumb and forefinger. All the while I was thinking about the advice that Alec had given me. Always relax, move in rhythm with your partner, enjoy what I was doing, go along with the one I’m with, whether it was my girl or my Uncle. Unk then asked me if I wanted him to try to fuck my hole. Unk’s cock was much longer than mine, about 9 inches and thicker. He was cut so I knew his cockhead would go in hard and firm. I wanted to feel his cock inside me. He had asked at other times but I was too afraid of being hurt. With the promise of being gentle, I agreed. Unk always kept Nivea Cream by his bed so he squirted some on my hole and his finger. He worked his finger in and out of my ass so that it would help me to loosen up. The anticipation of his cock being in me was overwhelming. I almost shot my load just thinking about it and how Alec said it would feel. I believe it was at this point that I realized I no longer had any need for my girl. I found what I needed and wanted, and I knew that I wanted to learn how to return the pleasure. So I put some cream in my hand and started to rub it over Tom’s already stiffening cock. I could feel Tom’s cockhead swelling up in the palm of my hand and the vein just under his cockhead was getting harder and harder. He too was ready to shoot his load but I wanted to try to get some, if not all, of his cock up my asshole. Tom kept massaging my hole with the tip of his cock and pressing up against it. As he pressed I tried to spread my cheek with one hand as I guided his cock with the other. Tom never let go of my cock and kept massaging it. He pressed hard and with one plunge, his entire cockhead was in me. I jumped and he stopped until I relaxed, asked if I wanted him to withdraw but I said no. There was no turning back now: I had his cockhead and I wanted his entire cock up my ass. He tried to ease the situation by talking to me. He just let his cockhead go in and out until my hole got used to his thickness. When I felt I was ready I asked for a couple more inches. So in went inches one and two. He worked his cock in such a way that I never felt any pain except for that first thrust. Always listening to the back of my mind about Alec’s advice, relax and don’t fight it. Then Unk went in further with inches 3 and 4. I wasn’t sure I would be able to take anymore until I felt his cockhead rubbing against my prostate. I had no idea of the feelings you encounter while having your cock massaged while your ass is being fucked simultaneously. All the time Unk was concerned about hurting me, but the pain was also pleasurable. Tom said he was going to insert another two inches; I said I was ready. As he started to go in I ran my hands up his hairy chest and started to fondle his hard nipples. It must have taken him by surprise because he let out a moan of pleasure and tightened up so that his cock went in more than 2 inches. It was almost all the way up my ass by now. I went from one nipple to the other twitching them and running my fingers through his hairy chest, and down his stomach which was hard and had washboard ribs since he works out at the gym. I needed to cum and fast now, but I wanted to take all of Tom’s cock first. I reached and grabbed hold of his hips and told him to pound my ass. He started going in and out faster and faster, more and more, and his balls were now slapping against the crack of my ass. The faster his cock went in and out, the faster he jerked off my cock. I couldn’t hold back any longer and told Tom that I was about to cum. He was also getting ready to shoot his load up my ass when I started to pulse cum all over. I squirted up to my chin and cheek and droplets even touched my lips. I was still cumming when I felt the first squirt of Tom’s cum shoot into my hole. My hole was so full with his cock that cum started gushing out and down the crack of my ass. I felt him inside of me and for the first time I knew what it would be like to have sex with my uncle all the time. When we were both through, Tom slowly pulled his cock out of my ass. He said for me to close my eyes and just lay back in the same position. I couldn’t imagine what was coming next until I felt him licking my asshole and cleaning out all his cum. Then he took my cock in his mouth and licked all the residue from my pee slit and up my belly to my chin and cheek. Once he licked me clean, he held my head in his hands and gently lowered his lips to mine and said any time I wanted more he would always be there for me. I knew from then on Alec would be my mentor. He had said that he was in that chat room all the time, so I knew I could reach him when I wanted to. I wanted to learn everything that he could teach me so I could have cyber sex with him online and with Uncle Tom at home in the real world. (More to come about Alec)