First and only time with step-sister in law
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Posted:Dec 7, 2016 7:48 pm
Last Updated:Dec 8, 2016 10:37 am
2785 Views
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*This is a true story. The names have been changed, but this really did happen to me and I consider it one of the most memorable sexual encounters of my life.*
So my step brother was in jail. It was his own fault and he'd been there for some time. His wife, "Wendy" was living with my Dad and Stepmom until he got out and they got their own place.
I regularly visited my Dad, sometimes staying the night so I could jerk off to late night Cinemax. Remember, this was back in the days of dial-up internet, so online porn took forever. I would wait until everyone was in bed, then crank one off to whatever softcore feature was on that night. Usually I could manage about two or three loads a night.
Well, my stepmom was working third that night and after several drinks my Dad declared he was ready for bed early and turned in. Their bedroom was in the basement. It was just me and Wendy, which was fine. She was easy enough on the eyes; About 35 or 40, strawberry blonde, a little extra padding around the waist but not much. I had no idea what her breast size was because she always wore oversized sweat shirts.
At that time, I never dreamed she was into me and just wanted her to go to bed so I could ease the pressure in my balls. Well, as things happen to do, our conversation turned towards sex.
"How's your bedroom life with your girlfriend?" she asked.
I sighed. "Kind of on the decline as of late," I admitted. "It was great when it first started, but now it seems like all she wants to do us talk and if we do get to fuck she has to leave right after."
"Once isn't enough for you, huh?" she laughed.
"Not even a little bit."
"Same for me. I swear I can't wait until Jacob gets out. He and I are going to need about a week of alone time just so he can satisfy what I'm holding in."
"A week, huh?" I said with raised eyebrows. "You sure you can handle that?"
"I could handle you."
Whoa. That came so far out of nowhere all I could do was laugh awkwardly. Surely she didn't mean it. She'd never given even so much as a hint that she wanted me. One look at her, though, and I knew there was no joke in her. She was dead serious. All right then, I was game.
I got up, came and stood in front of her and said, "Prove it." Without a seconds hesitation she grabbed my hand and pulled me down the hallway into her bedroom. Once inside, she shut the door and pressed her mouth against mine, feeding me her tongue as my pants tightened uncomfortably. Fortunately, she was on the case.
Her hands expertly undid my pants and as soon as her hands wrapped around my swollen shaft, she dropped to her knees and took the whole thing in her mouth. I'd never been deep-throated before, and the sensation made me groan aloud. Her throat felt like a silken sheath and she applied just enough suction to hold the blood at the head of my member.
I was gonna cum. There was no way I wasn't. Record time. She pulled her head back and my dick came out with a little POP. She stood up with a little smile and pulled off her shirt.
MY GOD! Her tits were huge. Double D's for sure, with pale pink nipples that just begged to be sucked. I wasted no time in taking one in my mouth and she arched her back with a moan as I did.
I don't know how we made it to the bed, but we did and I wasted no time in shoving my cock into her waiting pussy. It was already wet and she wrapped her legs around me, pulling me in as deep as I would go.
I managed a few thrusts before that ole familiar feeling began building up. "I'm gonna cum," I said, trying to pull out. She didn't release her hold on me and instead I felt her pussy muscles clamp down around my dick.
"Do it," she breathed. "I can't get pregnant and I've wanted this for so long." That was all it took. My cock exploded inside of her, filling her with my cum and she closed her eyes with a delicious smile. When it was all done and I was shaking with the after-tremors, she looked at me and said, "So was all that about going several times in one night just bullshit, or are you gonna man up?"
Oh, it was on. Even then, I wasn't one to just take my pleasure and leave. I pulled out just long enough to roll her over, stroked my cock a few times to get it hard again, and popped it back in her gooey pussy. Now it was her turn. I rocked in and out, getting into a steady motion while she breathing became more and more ragged.
"Oh God. Cumming. Cumming," was all she could say and I felt her flex around my dick again, this time involuntarily. She groaned as I had when she first took my cock in her mouth and I kept pushing in and out. I don't know how long she came, but once again I felt my own orgasm building up until I shot another load inside her, this one almost as big as the first.
We lay there a few minutes, my quivering cock still inside her, then went out and got some food at a fast food restaurant. We fucked two more times that night and each one was as memorable as the last.
Sadly, it never happened again. My stepbrother got out early the next week and he and Wendy moved to the coast. I don't see them much except for around the holidays, and there's never a chance for either of us to slip off and have one more go at each other. But I've enjoyed many a jackoff session to the memory of that night, and every once in a while I'll meet Wendy's eye and she'll smile, and I know she's remembering it too.
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