I was 17, and an older woman who was my first sex, got me introduced to a friend, fucked her, then dating/fucking her daughter & fucked her gay son
It wasn’t all at once. My friend Mary introduced me to Hanna. Hanna was 35, divorced, had a 15 year old daughter and a 17 year old son. Hanna would come over to Mary’s, and Mary would give me BJs in front of her, had me eat her pussy, then offered Hanna a good pussy eating. She agreed and I went to her trimmed, black haired pussy. Hanna had D cup tits that sagged more than Mary’s B cups and mary was 44. But she also had dark nipples and big areolae and I liked it. I sucked on them, stroked them, sucked on her pussy and made her cum multiple times. Half way through her third she was saying that she needed it, for me to fuck her, put my cock inside her. I looked at Mary and she nodded yes. Hanna was pretty stoned and drunk but I fucked her. She came like she’d been without forever, and indeed I found it it had been 4 years. Hanna and I would meet at Mary’s we’d have threesomes but mostly Hanna wanted just she and I. She’d take me out on dates, and sneak me into her room at home her son usually out somewhere her daughter hold up in her room. I’d give her all she wanted. I finally got her to give up her butt to me. She’d only been fucked by 5 guys including me and her husband. One guy before him, and two during her marriage at her husbands request. She’d never done anal and as Mary taught me I was super gentle. Eventually Hanna met someone her age and stopped coming by to fuck me.
A month later, Mary introduced me to a girl close to my age. Her name was Sherry and she and I dated. Mary didn’t do anything sexual in front of her, as she was too young. Sherry and I got together and really liked each other. Eventually I found out she was 15, but with her pretty face, and tight body, she looked like she was in her 20s. She wasn’t and her dark haired pussy was virgin when I fucked her. I was also the first BJ she’d given, that was after we fucked a few times. Then her saying she was spending the weekend with friends, by Sunday night when she went home, her butt had been fucked 3 times as well. Her mom found out she was fucking and stopped her coming out for a while. We had to be super sneaky to even meet much less fuck.
It had been 6 weeks since I’d fucked Sherry and I was at a party. It was a mix of gays, lesbians, and a few straight people. I couldn’t find anyone but in the kitchen there was a nice looking guy with a perfectly hot ass and legs, no hair on them, from the waist down her looked like a girl, to tell the truth with his long hair from the back he looked like a girl. He was bent over with his arms on the counter holding a beer, casually drinking it while guys were lined up fucking him. After I watched two guys fuck him, I took off my pants too and stood in line, there were two more before me. It was my turn, cum dripping out of his fucked asshole onto the tile floor. I came up and shoved it in and fucked. I finally got to get off inside someone, it’s been too long. Later, I saw him again out by the pool. I went out and was talking to him, he’d cleaned up, and other than being stretched his asshole was still looking good, and hot. I was hard again and he noticed. We went up to a bedroom and we stayed the night, me fucking him three more times, and I sucked him off once. In the morning his wallet fell out of his pants, opened to a picture of a girl. It was sherry, that was his sister.
Later I told Mary about it, that I’d fucked a brother and sister, and she broke the news to me. She didn’t know the son, but Sherry was Hanna’s daughter. I’d fucked mother, daughter and son. I got hard and fucked the shit out of Mary for the weekend.
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