Teen M sold my rear “virgin” hole 6 times now for $

#Gay #Mature #Teen #Virgin

1.7k words | 4 | 5.00393

I am 17 now, still only 5ft. 8in and 135lbs. I have a small waist like a girl, and my pecs aren’t very muscular rather more like A cup tits. My sister always said I had better legs and ass than her, and she is super sexy. I was only 14 when Mr. C, married and 48, had me in his garage. He rubbed my ass in my shorts, and I moved away. He apologized but said I looked better than his wife did when he met her when she was only 16. Two more times working in his garage I let him finally feel my ass. He asked me to take down my shorts (just elastic waist gym shorts). I pulled them down to just below my ass. He lightly rubbed his hands all over my cheeks and then put a finger between my cheeks. I told him no. He asked if I had ever had anything in my butthole before. I had not and I told him so. “We could go really slow, lots of lotion to lube up, and I’d go really slow” he said. I told him no again, that I didn’t want anything in my butt, and I knew he wanted to eventually put more than just a finger inside it. “Yes I do, but I’d be content at first with just a finger, just to feel how tight and hot it is inside you. You might like it” he explained. “I couldn’t, I mean I don’t want to, I’m not gay or anything” I answered. Then he made the proposition.
“What if I gave you $50 just to put my finger in it?”.
“I don’t think so, and how long would you keep it in, and what would you do with it in me?” I asked.
“I could get more money from inside. If I gave you $100 would you let me put my finger in you for 5 minutes? I’d go slow, and we could start counting the minutes after it’s all the way inside you.”
“What would you do, just stick it in me and leave it there?”
“I’d move it around a bit, rub what’s called your prostate, you’ll love that, and maybe pull it in and out a bit”
“No, I can’t”

With that I realized my shorts were still down and his hand was still on my ass, rubbing me ever so lightly, it actually felt really good. The next day I went to his front door, saw his wife and motioned for him to come out on the porch. There I told him, “Only for 5 minutes. I’ll let you do it for $100”. He brought me in the house, his wife was watching TV sitting on the couch. She was in a robe, and it looked like only the robe. It was opened near her chest and I could see a big tit and dark nipple. I kept looking as he told her “Johnny and I are going in the bedroom for a bit, wait here” and she just muttered an OK while looking at me. In the bedroom he yelled out “Honey where’s the lube?” to his wife. “In the drawer on my nightstand” was the answer and he opened it and brought out a tube of silicon lubricant. I was right then guessing that he used it on her butt. She clearly knew what we were in her for, and he told me to take off my clothes. “all of them?” I asked. “yes” I asked for the money and he went out to his wife and came back with five $20 bills for me. I took off my shorts, underpants, tee shirt and asked if I should take off shoes and socks. “Everything” was his answer and off they came. He pulled down the bed cover and started taking off his clothes. I told him “No, no it’s only your finger, not your . . . you know, only the finger”. “I know, but I want to be naked with you when we do that.” he answered. Naked I saw his soft cock which was already 5 inches long, and about an inch or so thick. He turned his clock to face the bed, then laid next to me, lubing me up with the silicone. He put a finger on the other hand to my mouth and pushed it in. Then pushing it in and out of my mouth I felt his cock up against the side of my nip. It was growing hard. I moved off his finger and reminded him it was only the finger and only 5 minutes. “you’ve never had anyone put a finger in you before?” he asked. Again I told him nothing had been in there.

He inserted slowly, there was a lot of lube, he was pushing his hard cock, now much thicker up against the side of my hip, while his finger was making its way slowly into my butthole. I reached back and spread my cheeks for him. “That’s a good boy” he said and pushed it all the way in. “Five minutes” I told him and he rubbed butt, circled his finger inside me, rubbed back and forth on my prostate (he was right it got me hard and felt great) then slowly for the last 2 minutes moved it in and out of me, finger fucking my butt. After the time was up, he got up and brought out some toilet tissue from the bathroom and wiped me up. I hadn’t realized how good it made me feel, I was hard, which for me was only 4, thin inches. He didn’t ask he just took it in his mouth and though I wanted to move away by the time he was only moving on it for 20 seconds I shot off. He got up smiling “That tasted so damn good, you want to try mine?” I told him no, and pulled on my shorts, tee, and sat down to put on my shoes and socks. “Have you ever sucked another boy or man?” he asked. I had not. “Well if you want to try it sometime, I’ll do you, and give you another $100”.

I left, holding my head down other than a sideways glance at Mrs. C to see her tit again. She knew what was happening, in fact maybe she thought he was fucking me, I didn’t want to look her in her eye. He asked me to come to the garage and help work. There he replayed the offer if I sucked his cock. I said I thought that it wasn’t enough, and he brought out $200 and laid it down. With that he pulled down his pants, no underwear, and sat on the couch. It was hard. I took my money holding it for some reason rather than putting it in my pocket. I knelt down between his opened thighs and sucked his cock for him. He warned me he was about to cum, then held my head back a bit so I didn’t get it down my throat and choke. “Swallow it, swallow quick, get it all” and I did. He patted my face lightly, then rubbed it and said I did great. I looked at his cock, it was still in my hand, a trickly of cum from the slit dripping down. I licked it up and tongued the slit. Then I asked him. “You want to fuck me right? How much?” he said he thought I should come up with a figure. Then he offered $500, I told him I didn’t think it was enough, his finger was thin his cock wasn’t and I didn’t know how long it would take for him to finish fucking me, it could be a long time.

It was arranged, $1000 was waiting on the coffee table for me the next day. Mrs. C took me in the bathroom and lubed me up, put me in a pair of her panties and put lipstick on my lips and sent me into the bedroom saying “He did it to me about 40 minutes ago, so he’s going to take a while to finish” then she left the house. He came in, had me lube his cock which was looking even bigger to me now that I knew he was going to fuck me with it. I was on my stomach already, and he rolled me over. He sucked on my nipples, kissed my lipsticked lips, then raised my legs, and hips and slowly pushed into me. I was wincing with the burning. “There it is, that’s why I like to do it this way, I like seeing the girl I’m fucking”. I knew then that is what I was, to him and to his wife, I was a girl he was fucking. After several minutes he was moving in and out and the pain eased. It did take him over 30 minutes but he came inside my virgin butt.

He wanted to do it again, but I told him no, the money was for 1 time only. Every day after he wanted to fuck me more, offering $200 a time this time since it wasn’t my first. But another thing dawned on me. How could anyone tell it wasn’t my first time? I knew other men that made some remarks when we’d work together, I worked around the neighborhood for my spending money. I realized that if some of them wanted to do the same thing to me, I could sell my “virgin” boy butt several times.

Between 14 and 15 I sold my virgin butt to 5 different men. One went up to $2000 if I’d spend the weekend with him. I told my mom that we were working on some stuff inside the house and we’d be late so I was staying over. He dressed me like a school girl, then bought some panties an bra, with little flowers on them and a nightie with chicks and little ducks. I put on make up, lipstick, combed my now long hair, and let him fuck me for my “first time”. Then let him fuck me for the weekend, I got another $300 from sucking my “first cock” too.

Why not, these pervs wanted to fuck a young boy, take his virginity in his mouth and ass. . . I took advantage of them and don’t mind at all

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