I confess I've done a lot of sexual stuff throughout my life but very few things I regret. This is not a regret.
My father was a bigamist and had so many wives we lost track. It wasn't a Mormon thing; he never had more under a roof than one at a time, but there were multiples at the same time in different states.
One stepmother and I hated each other. Hated her daughter, my stepsister, as well and the feeling was mutual there. Their existence pretty much was to make my life hell. My revenge on them happened when I was fifteen, stepsister was fourteen, and step-mother was in her mid-30s.
Bit of background: stepmother wasn't a knockout by any means. She wasn't fat but wasn't fit. Smaller tits, unshapely ass, and a bit of a paunch in her stomach. Step-sister was definitely better off as she had a nice tight body, great ass and cute but almost nonexistent tits. My father was the meal ticket the stepmother had always wanted and was afraid of losing that.
One day after school I was on the phone with a girl in the den and the stepsister came in. Stepmother was a stay at home type who always slept throughout most of the day, even past the time the stepsister and I would get home from school. Found out later she was a druggie (no heroin but definitely coke, crack, weed, alcohol, etc) and it comes into play in my revenge.
Anyway, the stepsister came in and was drunk off her ass. Vodka. She was being loud, obnoxious, and a real bitch. She proceeded to tease the hell out of me, showing her tits and ass, telling me I'd never get anyone like her. I hung up the phone and tried to get her to go to her room to sleep it off, but it wasn't happening. She stripped naked in front of me, touching herself and repeating I'd never get anything like her. My cock got hard, seeing her in all her glory, and she noticed. She laughed and struggled with me to get my pants off, taunting me that I "probably have a small cock", followed by "doubt I'd even be able to feel it".
I don't know what came over me but I responded, "Want to see it? I can prove it's not small." She sarcastically said yes and I stripped, hard cock out there. She stopped laughing and mocking but didn't do much else. No real reaction but staring at it. I moved up to her, my cock brushing her belly, looked her straight in the eyes and said, "Now let's see if you can feel it..."
I grabbed her, turned her around, forced her head onto the desk, and entered her from behind. I fucked her like mad. Relentless, aggravated, hate filled pounding. Between groans and other sounds she'd let out a weak "mommy" now and again. The whole thing was heightened by the fact that her mother was just down the hall.
I pulled out and came all over her ass. She stayed bent over the desk for a few minutes as I got dressed and grabbed a smoke. When I looked at her again she had tears in her eyes. She told me she was a virgin and I took her virginity. I asked her if she liked it. She said "yes" in a whispered voice, face down as if in shame. We didn't talk about it again the rest of the night.
The next day after school she came into the room again. I for sure thought she was going to confront me or tell me she had told her mother but she didn't. She asked if we could do it again, just like last time. She was stone cold sober this time. I bent her over the desk and took her again. This time she was letting out more than just groans; she was moaning and getting into it. I came on her ass again and this time she stood up and kissed me. We spent the next month fucking every day after school and squeezing a few times in during the nights and weekends. She wanted to try everything so she gave me head, I fucked her in the ass, and we screwed all over that house. Always it was me being the aggressor and dominating her.
One day we were having sex in the bathroom. I had just finished cumming on her face and she was sucking my cock clean. The door opened and her mother was in the middle of asking if she as okay as she'd heard noises. Her mother stopped and saw her daughter with my cock halfway down her throat, cum dripping down her face. To say her mother went ballistic was an understatement. After all the yelling and threats died down my stepmother told us she was going to think whether to tell my father. A few days went by and nothing was said but the idea of it hang over my head.
The stepmother, as I stated, was a druggie. When my father was out of town on business trips she'd bring her druggie friends over and they'd get high and drunk in her room. One of her druggie friends was an older woman, mid-40s, who was a total butterface. Amazing body but just a messed up drug and prostitution face. She'd given me the once over a few times before but her looks were filled with something a bit more this time and I figured the stepmother had told her what had happened.
The stepsister had gone over to a friend's house for the weekend so I was home alone with the stepmother and her druggie whore friend. They had been getting high and drunk all day. At about 1am I woke up to the druggie whore sucking my cock. When she noticed I was awake she stopped long enough to tell me that the stepmother had indeed told her what happened and she had to see for herself what her "niece" had been fucking. She sucked me until I came in her mouth, cleaned me off, then sat on the bed. She asked if it had been fun fucking my stepsister. I told her yes. She told me that she started doing what she did because her dad fucked her, but that she secretly enjoyed it and thought that the stepsister and I should be able to continue fucking since we both enjoyed it so much.
She stopped talking for a moment, a smirk coming across her face, when she blurted that she had an idea. She told me to stay in my bed until she came back and got me. I didn't know what she had planned but I grabbed a smoke and did as I was told.
About thirty minutes later she came back in, completely nude but with a strap-on on. She told me to follow her.
We got to the stepmother's bedroom door, which was wide open, and I saw that my stepmother was tied up and blindfolded in a doggystyle position. The druggie whore whispered to me that her and my stepmother would spend most of their days getting high, drunk and fucking; always the druggie whore fucking my stepmother with her strap-on. She told me to stand at the door and watch, jerking just enough to keep me hard but not cumming. The druggie whore went into the room and started fucking my stepmother.
About ten minutes into it the druggie whore pulled out and came back over to me. She told me it was my turn. I told her this was a bad idea but she said, "Her and I talk. She's told me hundreds of times how she wants to fuck you. Hell, since she found out you were fucking her daughter she's had me pretend to be you. Trust me."
I stood there for a minute, bewildered. While the stepmother wasn't as hot as the daughter I wouldn't have said no to fucking at this point in my life, yet I was still afraid of the consequences of fucking her. I also wasn't exactly trusting of a druggie whore. She whispered to me, "either you get over there and fuck her or I'm going to bend you over and fuck you with this." She stroked and shook her strap-on with a sneer on her face.
I decided "what the fuck" and mounted my stepmother from behind. I fucked her with the same fervor I had her daughter. My stepmother was screaming and yelling and moaning and enjoying it. The druggie whore came over to watch closely and after a bit she motioned for me to flip my stepmother on her back. I did so, reentered and kept fucking. Just as I was getting close to cumming the druggie whore leaned in and whispered to me to cum inside my stepmother. The look on my face told her I was afraid of knocking her up, so she followed with a "it's ok". I don't know why I trusted her in that moment but I don't think I cared at that point, I was too focused on my orgasm. As I reached climax the druggie whore yanked the blindfold off my stepmother, grabbed her head and forced her to look at me. I shot my load into my stepmother's pussy as a look of total shock was on her face. She hadn't even had time to properly react.
I pulled out and sat back on the bed. The druggie whore told my stepmother that now that she'd had my cock too she couldn't say anything about my fucking her daughter. My stepmother was pissed for a moment but then relented. She agreed that I could resume fucking her daughter if I fucked her too. The druggie whore added in that I had to fuck her too whenever she was over.
For the next year and a half I fucked my stepsister, stepmother and the druggie whore. The stepmother and stepsister never did anything to each other but more than enough times one would watch as I fucked the other. The druggie whore and I would switch off on fucking both at the same time. The druggie whore eventually buried her strap-on in me quite a few times before finding out that I'd already had that happen before and that I'd been taking cock in my ass for quite a while by then. Stepmother took a few turns with the strap-on in me as well.
Eventually the marriage between my stepmother and father ended and I never saw them again. The druggie whore got a few more years out of me, turned my ass out a few times when I was down and out and passed me around to some friends, but those are stories for another time.
