He was young, tied up naked, cum all over him, ass gaping. I took a turn too

Other than 1 time fucking another boy when I was 14 I was with girls ever since. I went to this guys house, I knew him for years. He was always having sex parties, gangbang parties, B&D things, SM things. I'd fucked a lot at his house through some years. Really young, hot high school girls, and even old women. He had one old woman in one room, she was 75, the next room had a woman who was 40, and in the next one who was 22. They were all stoners, and druggies that was for sure. The only one who wasn't was the oldest one, but she was a slut at her age and just wanted cock. He made them all come out of their rooms at the same time. All had cum dripping out of their asses, pussies, and all over their tits, pussy hair, face, in their hair on the head. It had been a night. Then they all recognized each other. It was three generations of the family. The younger ones agreed for the dope, the older one for the cock and a $1000. He made them all lay down on the floor on blankets and continue to get fucked, and buttfucked. The old lady was holding her money, the other two their plastic bags of their choice.

There wasn't an announced party, I just went by to see him and hang out a bit. He told me it was good to come by, he had something for me to enjoy. This usually meant a woman or girl abused, written on, fucked into oblivion and just laying there taking any cock that came their way. This was different. He was 14, owed too much money to someone and my friend bought the "note". To pay, this was the way. First there were 15 gay and bi men, all with huge cocks that gangbanged him all afternoon. By this time it was 8pm. He was lying on the bed, four ropes at each corner were untied from his hands and feet. I went in my friend introduced me and told him he needed to do anything I wanted "or else". The kid was scared that was apparent. I reminded my friend I wasn't gay, and he said that once my dick was in that sweet young mouth, and then his now over used asshole I'd change my mind. "besides as stretched out as his ass is now, it would be like fucking a woman who's had 8 kids or something". Then he left. The boy just looked at me, with pleading in his eyes, he didn't want anymore. "How long have you been here?" he told me about 8 hours. "How many times have you?" and I stopped "I dont' know, they just keep coming and I have to finish them". His look of pleading went to resignation when I dropped my shorts and started pumping my cock. I wiped off the bed, put a towel under the kid. Wiped his face, chest, ass and little cock off. Then I put my cock at his face and he started sucking me. You could tell he was sore from doing it so much. Hard now, I didn't bother with lube, he was lubed enough inside, and even after wiping him clean he was dripping more cum from his over-fucked asshole. I didn't want to look at his face. I rolled him over and stuck my cock in and started pumping him. I was going fast and hard into him. "he's right you feel like an old housewifey pussy" I told him. "I thought you said you weren't gay?" he said back. "I'm not, you're the gay one, you're the one with someone on top of you, a cock inside you getting fucked. " I said back roughly with my hand now at his neck.

I fucked and fucked and came inside that little pert but loose ass. Evidently he had made arrangements with his mom that he'd be gone the weekend. I told my friend and he let me take the kid home with me. His clothes were tattered from being ripped off him, my friend had some stockings, nighties, and panties and I made the kid put them on. At my place, I made him start cleaning, doing the laundry. After a couple of hours I told him to take off his panties, and sit on my lap. That was the way I fucked him again, while watching a movie. I started playing with his nipples, sucking on them he liked that. He didn't like the pinching and twisting but I didn't care. I found an old skirt and shoes from an ex and put them on him. I had him use some makeup and a ribbon in his long blonde hair. Then took him to a store to buy some womens douche. At home I douched so much cum from him I couldn't believe it. We ate, drank, and fucked for the next couple of days. He went back home in girls clothes, and from blowing me a load of cum in his belly, and two more up his ass. I never did hear how he explained it to his mom.