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A Lesson From a Younger Man

by Jeffrey


I'm a 38 year old man, 5’9” 150 lbs, muscular, good looking, successful and alone. Since college, I have always been in long term relationships, and somewhere down the line, my girlfriends would dump me, not knowing exactly what went wrong. I don’t think it was about sex, since I have a 6 inch dick, thick and cut, and I always make sure that I get them satisfied. Although I have a nagging thoughts of experimenting with men, I am not sure that it was obvious to my girlfriends that they walk out on me. But all of them have told me that I am so distant at times. The closest homosexual experience I had was when I went to a highway rest area in New Jersey. I was taking a leak in one of the stalls, when a guy, around my age and build showed me his erect penis. I didn’t show mine, but he jerked while I watched. I was astounded and I froze as he continued to beat. As soon as he came, I immediately left the bathroom, and when I got in my car, this guy got in a police car. I was so terrified that I almost ran over the garbage can. And then came Zack, a new hire in Bill’s group our new energetic 23 year old statistician, with great personality and nice demeanor. Although he doesn’t work under me, I often ran across this zannny sweet young guy. He’s about 6’2, 210 lbs, an ex college football player, and a part time body builder. And yes, he’s very good looking kid. He has a dark brown hair, blue eyes. HE mentioned humbly to me once that he used to model, and he brought be a page from his home state’s newspaper. Clad only in a boxer brief underwear, a girl standing behind him, I could not get over the size of his chest and thighs, not to mention the good size pouch in front. I was so turned on by that picture, that I thought about it that night and beat off of it. For some reason, Zack got out of his way to be friendly with me. Once a week, we would have lunch in our cafeteria, and we talked about everything under the sun. And then we progressed into running buddies, then gym buddies. I go to the gym to stay defined, so I do less weights than he does. There were no indications that this boy is gay, because he has dated a lot of the girls in the offices, and maybe because I am just naïve about homosexuality. I get a lot of benefits from those physical activities we did together, but I have to admit, the greatest benefit for me is seeing him in those short running shorts. He has an awesome legs, and real big hefty butt, not just according to me, but I have overheard it from the girls in their offices, and the two openly gay men in our company. We ran together one Saturday afternoon, getting ready for a 10 k run. There was a late company barbecue get together that we were going to after our run, so we planned for him to get showered at my place. He went in first. I was trying to imagine this boy naked, and my dick got too hard thinking about it. When it was my turn, I was slowly jacking myself off in the shower when he barged in to the bathroom. I turned my back so he wouldn’t see my hard dick. “Sorry for barging in but I need to put my contacts on”… “Uh… that’s ok” I replied with my back to him. My shower has this glass window and he could see my back entirely. “You have a nice body for an older guy, you know.” “Gee… I ‘m only 38 you little prick” I was done taking a shower, and my hard on was gone. I reached for my towel, wrapped it around my waist and stepped out. He only has a towel around his waist too, a little shorter than mine. “Uh… I didn’t mean like that… from behind you look like 26, or 27” “So you are a butt expert. How did you earn that experience?” “By touching them” he said, and then he grabbed his dick. “And by fucking them” he added. I am now speechless, unable to move from my spot. I wasn’t too sure if I heard him right, or was I getting too old to hear what he was saying. He proceeded by rubbing his dick over the towel, and I noticed that his dick is starting to respond. “You see, younger guys are expected to have some nice, tight ass… it’s great to fuck them… but what’s better are men who are near their forties and never been with a man before and never been fucked before…” he took a step closer to me. I took a step back, but he was only a foot away from me, and by back leaning against my wall. “So Craig… have you been with a guy before?” he placed his right hand on the wall, cornering me. I shook my head. “So I can safely say… no one has entered your ass before?” “Uh huh”… with that, he dropped his towel, revealing an 8 inch erect penis, and thick. His pubic hair is thick, that starts from his navel down to his balls. I have not seen an erect penis other than the guy in the stall, but in this occasion, the dick si about a half an inch away from my navel, and it’s huge. And I started to realize the implications if I touch his dick. “Craig… I’m sorry but I’m not into this” And then he grabbed me and then kissed me. His dick rested on my lower abdomen, and his tongue probed inside my mouth. He pulled my towel off, making my dick touch his. It was all so good but I had to stop it. I pushed him gently away from me. “I find you very attractive, but we can’t do this. I may not be your boss, but we work with each other” “Don’t fool me Mr. Underwood… I know you’ve been staring at my crotch since I started and I know you always wanted to suck my cock… so just do it, ok?” and then he gently pushed me down, leveling my eye to his dick. He grabbed my head and guided it slowly to his dick, my mouth half open, unsure of what to do next. With his right hand on the back of my head, and his left on his hard dick, he pushed his hips, making his dick go in my mouth. “Now make a slight seal Mr. Underwood, make your tongue touch my dick” and so I did, and then he pushed his hips in and out. His dick is so big that my jaws were getting tired fast. “Now, I’ll stand still, while you suck my dick… like the way your girlfirend’s did” and so I imagine how my ex-girlfirends sucked my cock. It was not easy, and I could feel that I am dribbling, making slurpy sounds. “Good Craig… just avoid the teeth… yeah, keep sucking…” He placed both hands on my shoulder, as I suck his cock, and then he moaned. “Oh Craig… I getting there man… I’m gonna cum” and I felt his young cum hit my throat, and kept pumping. I didn’t know what to do with his cum and then he said “Swallow it” I heard him ordered, and I did. He picked me up and led me to my bedroom. He had me lay down on my bed, and then he went down on me. He sucked my dick better than the women I slept it. I could learn a lot from this kid, I thought to myself. And then I felt it coming. I instinctively tried to push his head away, but he did not move away. And I blasted 6 or 7 times in his mouth. He kept sucking until my dick hurt. “And I’m ready for the good part” he said. I didn’t know what he meant by that, and then he lifted by legs high, and dug his tongue down my chute. I ate pussies before, and I really couldn’t figure out what the pleasure was, but this was unbelievable. My dick got hard right away, and I couldn’t believe that I have a young man eating my ass out. But there was a price. After he got my ass really wet, he pushed my legs closer tome and he positioned himself on top of me. I now realized that we are having an intercourse and I am about to receive a real big hard dick. “It’s gonna hurt at first… but it’ll get better” he said. He didn’t even wet his dick, and I could see that he is a pro at this. He first placed a pressure at my hole with his dick, and with his weight, he brought himself down. His dick passed through the ring, and he instantly covered my mouth when I started to release the moan of pain. HE didn’t move for a few seconds, making me feel how he had invaded me, and then slowly he pushed his dick inside me, burying everything inside me. And then he started to move his hips back and forth, and I am quite amazed how he balanced himself over me, without crushing me while he pushes down. I could see us from the mirror behind him, how his beautiful body meets mine, and his cock has stretched my ass open. And then he pulled his cock out and I saw asshole, like a big open hole. And then he placed me on my knees and then he rode me. He held my hips as he thrusts all the way in. And then he switched me to my sides, him still behind me, and my left legs up. “I’m going to make that hole loose at every possible angle Craig… and the next time I fuck you , it wouldn’t be too painful when I enter you again.” He’s a lot younger but boy he could fuck. He grabbed my dick and started to jack me off as he fucks my ass. It didn’t take long, and before I could say I was coming he said “I think you’re baby, I could feel your ass tighten… Oooh, come” And I came. We then switched position, back to the first one. Now he was really pounding me hard, that my back was starting to hurt. His face, and chest was covered with sweat, and his hair dripping. And then he pushed his head back, and yelled. “Take all my come…”and then he pushed so deep and held that position for a few seconds. He pulled his dick out and told me to squeeze my ass. I saw from the mirror his cum coming out of my ass. He licked all of it and then spit it to my face. Then he stood up, put his clothes on and left.

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3 Gay Erotic Stories from Jeffrey

A Lesson From a Younger Man

I'm a 38 year old man, 5’9” 150 lbs, muscular, good looking, successful and alone. Since college, I have always been in long term relationships, and somewhere down the line, my girlfriends would dump me, not knowing exactly what went wrong. I don’t think it was about sex, since I have a 6 inch dick, thick and cut, and I always make sure that I get them satisfied. Although I have a

Der kleine Lehrling

Heute möchte ich auch mal eine Geschichte zum besten geben. Diese Geschichte ist wahr und hat sich erst vor kurzem ereignet. Ich bin von Beruf Lehrausbilder in einem Hotel und bin für die Lehrlinge im Restaurant verantwortlich. Zum Beginn diesen Lehrjahres wahr ich noch auf einem Barkeeper und Weinkursus bevor ich wieder in den Betrieb kam. In meinem Betrieb weiß keiner das ich

The Crystal Bowl

Jeffrey was anxious for the workday to end. It was on 15 separate occasions that he had gone to the bathroom to perform the duty his master had commanded. And he was excited that he had accomplished the task. It was earlier that day when Jeffrey arose to greet the new day that his master had whispered his devious idea softly into Jeffrey’s ear while gently pulling and squeezing his

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