Sister of the Wife(Current Rating 68/100, based on 59 votes)
I bet there's many of you guys out there who have a sister in law who you'd like to fuck. Me too! Although my wife and I have a balls-out sex life - including anal sex - my wife's sister and I have flirted for years. I never figured anything would come of it. I figured wrong.
Now, my wife is short and well-built, shapley but firm. Her sister, on the other hand, gains and loses weight with alarming frequency. When she's losing, she's still not as well built as my wife, but nevertheless sexy. She's about 12 years younger than us.
This past Christmas season, we were all together. You know how those days can kind of drag out with family. I was bent on going out and looking for a particular hard to find wine (this was the day after Christmas) and asked everyone if anyone would like to go along. No one was really interested. Then my sister in law said she'd go if I could take her over to her house that she just sold to get some stuff (she was living back home after selling the house about two months before). I said "cool," and we left.
We hopped some stores and the state store looking for the wine, and gave up. On this day, she was dressed pretty slutty - ragged tight jeans, t-shirt, hair somewhat undone. I certainly had given up hope of ANYTHING ever happening, even after all those years of flirting, and although I did scope her out that day, I honestly never thought anything would ever happen, certainly that day, or ever. I did notice that she was pretty quiet while we store hopped, but didn't think all that much abou it.
So then we headed to the house she just sold. She went straight to the garage when we arrived, and I sort of explored the empty house, dicking around in the rooms, seeing what little was left behind but mostly loose wires and some boxes.
I went into the living room and was messing around with some phone jacks and stuff and could hear her out in the garage. I got bored, messed around with the fireplace, looking through some old newspapers, just sort of killing time. Then I noticed things got quiet in the garage.
I heard the door from the garage to the house open, but didn't turn around or anything - just kept zoning out in the living room, but I did holler out "You done out there?" No reply. I still didn't turn around.
Next thing I knew, I felt two hands on my shoulders from behind, and with a quick turn, she turned me around and, kneeling down, planted a long wet tounge-probing kiss on me! I didn't fight it, of course.
When the kiss was coming to an end, she wispered in my ear, "You want to get naked?" Damn! It was that quick! Years of dreaming of this, then forgetting the dream, suddenly was happening! I told her "Hell yes!"
Quickly we were bare assed naked, standing, and locked in a tight kiss again, my hard and dripping cock stuck in her wasteline and her warm tits on my chest. She knelt down, flipped her hair back once, and wrapped her lips around my throbbing cock, giving me a wet, warm head job for a very long time. I couldn't wait to return the favor!
After damn near cumming in her mouth, I laid her on her back on the floor, spread her legs, and licked and sucked her wet pussy lips, looking up to see her squeezing her nipples and enjoying my tounge probing and lapping her smooth pussy lips. I then licked her asshole, which she enjoyed greatly but, unlike my wife - who I know loves to be fingered and fucked in the ass - I didn't know if she'd want it up the rear. So I didn't push it. I just waited for the signal, you know? A woman wants it in the ass if she gets on all fours and shows the asshole. I'll wait, I thought.
I quit licking her and climbed up to mount her, wanting to finally slid my dick into her pussy. But she got up too, laid me back, and began sucking my cock again, this time REALLY soaking it up with her spit. I just laid there and enjoyed the feel of it, figuring she wanted to climb on me as soon as the blowjob was over.
Sure enough, she finished, and positioned her ass over my cock. And I was ready to have her cunt accept my cock. That didn't happen! Instead, she grabbed my cock, rubbed the head of it around her pussy, let go, reached around from behind, and started rubbing the head of my wet dick around her asshole! "I want it in the ass" she said. I just nodded with a smile and said "Go for it!"
She slowly inserted the head of my cock into her asshole and let out a sigh, removed her hand, and slowly sat squarley on my dick, letting it slide in. Then she began to pump her ass slowly, up and down, as I felt the warmth of her tight ass around my cock. "Oh God does that feel good" I said. She didn't say anything, and kept thrusting slowly and smoothly. Then she got up, got down on all fours, and said "fuck me from behind."
She was asshole ready, so I went straight for the hole, sliding my dick into her asshole as she let out a groan and said "do me, damnit!" I started to thrust deeper and harder as she took the whole thing, moaning and groaning. But not long after I was ready, and told her so.
At this, she pulled away and said "No, I want you to cum in my cunt - I want to feel it shoot in." She laid back and spread her legs, so I mounted her, slid into her pussy, and she started cumming after only a few thrusts, pulling me in with her hands on my ass as we enjoyed one hell of an orgasim that seemed to last forever.
We laid on the floor, smoking cigarettes in the afterglow. "You realize what we just did" I asked her. "It was coming" she said. "Any regrets?"
Well, it's about 4 months after the fact, and no regrets, but we have not done it again. Will we ever again? Don't know.