I'm not sure this goes in this thread since it is a lot about homosexuality but it's not exactly just that alone. My "confession" does entail my getting involved with mature, married men when I was a teenager. Back then, I was so horny I could fuck a rag doll to death. I met a man at the country club pool where I was employed as a general maintenance kid at 16. When mostly everyone had gone to dinner I remained behind cleaning the pool and removing towels, etc. A man in his 50's began to talk to me and looked at me when I came out of the pool with a rope bag of leaves, checking out my crotch.

In time, I found myself accepting $100 to allow the man to suck my cock, which he did so compulsively that it excited me to have him do it. I fully enjoyed it and did not for one minute think about it. He dug his thumb up my ass and sucked like mad. When I came, he swallowed my cum like a man coming out of the desert. I had never even imagined a scene like this, but of course, was only 16. In time, he told three other men, all around his age, about me. One of them, Ira, pulled out several hundred dollars and stuffed it into my fist. I recall him clearly because he would drop his swim trunks to release his own cock while he sucked me and I lost my breath looking at it. It was not terribly long, probably somewhere between eight and nine inches but the girth was incredible. It had a powerful texture on it, almost muscular.

The big head on his cock was sort of split, naturally, it seemed to me so it formed a strange shape, like a massive mushroom that had grown with a twig in the center. While he sucked me, I wanted to feel it so I took it in my hand and then he asked, "69?" and I had to think for a moment to know what he was saying. I had never heard the term but as he began to lay down on the large towel he placed on the floor I caught on. This was my first cock ever even that I touched. It felt amazing. You could not jerk this man off with just one hand. I could fit only a part of the massive head inside my mouth and had to really open up to take it in. Then, only the head was in, no part of the shaft. Later I imagined myself, a skinny 16 year old kid, sixty-nining a thick-bellied, middle aged man and the image made me laugh.

As we sucked on each other, the man began to make noises and moans. I could tell he was about to cum and I did not want sperm in my mouth so I jerked it as well as I could. My finger tips could not touch each other as I held his massive tool. He shot and spurted with his fire hose all over my hair, brow and cheek as well as my shoulders. I glanced but closed my eyes so none would hit me in the eyes. He had big balls and they must have emptied on me that first time. Later we took a shower together and he soaped up and tried to fuck me up my asshole but as hard as he tried, it was not happening and I was glad because his jackhammer was really indescribable. It did not seem like a cock, it was so thick and powerful looking. Yet, you could not stop looking at it.

This fellow became very friendly and asked me home for dinner. In time, he introduced me to his wife, Ruth, who was perhaps the most sexually wild woman I've met even to date and all this started 12 years ago. She would watch Ira and me 69 and play with herself then Ira wanted me to have sex with her and she began my sex education in earnest. It began while Ira sucked me off in front of her. She would remove all her clothes and hug me, wrapping her legs around mine and humping my thigh as Ira sucked my cock. I could feel the wetness of her crotch as she humped away and began kissing me all over, mouth, cheeks, chin, neck, shoulders. When she kissed my mouth her tongue explored every bit of the inside of my mouth.

The two feasted on my youthful body and they were very rich so I was banking my future. Ira was also friends with the original fellow who blew me for $100, and his friends. On some evenings they would take turns sucking me off and Ruth would prepare herself next to me so I could not ejaculate into any of the men's mouths because I had to fuck Ruth at some point, to completion, where she wanted to feel my cock pulsating sperm into her vagina. Sometimes I would be fucking Ruth and Ira or one of his friends would come by and Ruth and I would take turns sucking them. This was one, crazy, unreal summer at the Country Club and beyond but at the end of it, I had several thousand dollars in my bank account and it helped me much at college. I never worked at the club again and in time it all drew into my past history. I did see Ruth sporadically for around two years after, until I left town to start college and she drained me dry.

In my second year in college I got a phone call from a woman named Naomi, who was 25. I was then 19. She identified herself as the daughter of my "friends" Ruth and Ira. I had never heard of her but she said that growing up she has carefully watched her parent's "hi-jinks" with their friends, as she put it, and because of it had become a compulsive masturbator at age 12. She never discussed any of it with her parents. She was a few years older than I was but we became fuck buddies from almost the minute we met. She's fairly plain looking but we enjoy the exact same past-time. I call Naomi "the nun" because she wears absolutely no make-up except for her eyes, a bit.

One time I rented a nun's habit and she wore it during a far-out fucking session. She wanted me to take photos but I rejected the idea, as good as I thought it was.

The Country Club summer just never stopped paying off. Tell me what you would have done differently if you had been in my spot back then? Naomi and I are still friends with benefits, even today, when she is married to someone
else who is closer but older than her own age, some also rich dude, which I am not. I'm glad she is in my life.





Comments

No comments yet... be the first to comment on this confession!

Comment this

Can't read the image? Click here to refresh