He’s Gone Through All His Friend’s Sisters, So Now He’ll Try His Mom

Eddie, Dan, and I have known one another since the second grade. We are all only sons, but Eddie has three sisters, and Dan and I have two each.

As we grew older, we naturally began to take notice of one another’s sisters, and to try to seduce them. Eddie had sex with one of my sisters, and Dan made it with one of Eddie’s; but I beat them both, having fucked all three of Eddie’s sisters at one time or another.

One night not long ago I spent the night at Eddie’s house, and after everyone was in bed, I thought about sneaking down the hall to try to fuck one of his sisters again. Then I had to decide which one I wanted to fuck. Betty, the oldest, had a great pair of tits, but she didn’t like to suck cock. Sarah had a sweet round ass and was a hot lay, but she had a very jealous boyfriend. Nina, the youngest, was the prettiest and had very long dark hair that she loved to rub all over my dick, which got me crazy.

I had just about settled on Nina when I suddenly recalled that Eddie’s dad was away on business, and I started thinking about his mom, which got me even more excited. Eddie’s mom was forty-two and still quite sexy, with big tits and a nice body, and I thought it might be exciting to make it with an older woman for a change. I didn’t know if she would go for it, but what the hell, I thought. Might as well give it a try.

I sneaked down the hall and peeked into Eddie’s parents’ room to see his mom sleeping alone in her bed. She had one slightly plump but shapely leg exposed, and her large chest made a sexy bulge under the sheet.

She must not have been sleeping very soundly, because when I quietly entered the room, she opened her eyes and looked at me quizzically. I was still in my shorts, which I’d been sleeping in. She didn’t say anything, but she looked amazed when I started to get in bed with her.

“Are you serious?” she asked me. “Do you know how much trouble you could be in?” I got a little scared then, thinking I might have made a huge mistake—until I felt her hand searching around for my hard-on. A second later she put an arm around me and kissed me. She pressed one leg up against me, with the other now draped over my thigh, and she let me work her nightie up around her waist. I reached down between her legs to rub her moist pussy through her panties. Together we worked both her underwear and mine down and off and then played with each other as we kissed.

“This is so wrong,” she said between kisses. “This could mean so much trouble for both of us.” I tried to roll over on top of her, but she stopped me. “Wait a minute, young man,” she panted. “If I’m going to let you fuck me, you have to eat me and satisfy me first, understand?”

“Yes, ma’am,” I said in response, and I worked my way down her body between her legs. Her damp pussy smelled and tasted musky yet faintly tart, slightly different from those of her daughters. I licked it and kissed it and used every trick I knew to get her off. When I put a finger in her butt while sucking and licking her clit, she went off like a rocket, pulling a pillow over her face to keep her cries from waking up her family.

As she was still shaking with her climax, I climbed up on top of her and easily stuck my cock inside and began fucking her. She was surprisingly tight for her age and for having had four kids. She felt great, and I soon came inside her. After that she went down on me, and we did it again. Before I sneaked back to my room she said she hoped we could do it again sometime, and I told her I was sure that could be arranged.

One day about six weeks later I went over to Dan’s house, and no one was there but his mom. She’s a little older than Eddie’s mom and a little plain, but not unattractive. I thought, what the hell. Why not try her, too? I told her how nice she looked and kept flirting with her until she was blushing. Then she started telling me how no one paid attention to her anymore, not even her husband.

Well, one thing led to another, and she took me up to her bedroom and let me fuck her. She was surprisingly passionate and showed me as good a time between her legs as any girl half her age ever had.

Recently I found out that one of Eddie’s sisters is pregnant. She told me she’s not sure who the father is—it could be me, Dan, or some other guy—but she’s not about to raise a fuss. Neither is Eddie—he’s been sleeping with one of my sisters now, too—and for sure neither is her mom. So it’s all good.

Z.N., Butte, Montana     image