[MF] How I Started Fucking My Sister-in-Law

I’m a 55-year-old MWM, and I’ve been extremely lucky to have had plenty of erotic encounters and continue to have them to this day. I’m not trying to sound boastful; I just know and appreciate that I’ve been very lucky, and happy that woman of all ages still seem to be attracted to me. And, sadly, I’ve always been pretty much of a hound.

I haven’t enjoyed cheating on significant others over the years, but in the end, I can’t help myself; if a good-looking woman is ready and willing, I can’t say no, unless the risk is plainly too great. I have exercised some judgment over the years, just not a lot of fidelity.

It’s not emotional, though. I guess I have what I’ve heard other people call a high sex drive, or an over-active libido, or maybe it’s an addiction: but I just love to fuck different women. Been married twice, still am, but there has always been a woman, or women, available to fuck on the side. Some are married, some not, some my age, some younger, a couple a lot younger.

The only people who know anything about this promiscuous behavior are the women I’ve been with. Except, of course, they don’t know about each other, and life will continue on more smoothly if it stays that way. Right now, I’m not sure where the urge to tell some of these stories comes from. I guess I feel like I want to get some of them off my chest, and I’m reading the tales of other folks doing that very thing here, so I thought I’d give it a try.

Anyway, one of my longest and filthiest extramarital relationships was with my sister-in-law, Alice, and this is about how it started. She wasn’t my wife’s sister but married to my wife’s older brother. She was three or four years older than me. One night at some family gathering (big family, always lots of drinking), not long after we had all married, I made a pass at her when I was pretty drunk and we were alone in my in-laws’ kitchen. (That’s the kind of thing I tended to do often when I was drinking.) I was talking to her in a very flirty way and moved in to kiss her. She dodged it, fended it off, but didn’t seem angry.

Next day, sober, I was freaked out about what I had done and sure she was going to blow the whistle on me. Because, if you’d have met this woman, you would have found her to be one of the most buttoned-down, stick-up-the-ass snobs. I mean, she was very attractive, very long and lean with long blond hair. But she could be such a stuck-up-seeming bitch so much of the time. And she had more than a bit of a temper.

Except, she didn’t blow the whistle. I apologized to her on the low-down and she brushed it off, said don’t worry about it, forget about it. But SHE didn’t seem to forget about it. In fact, from that point, when all of us were together, I always caught her giving me the lingering look, until she would catch my eye, then hold it for a couple beats before looking away. I realized that idea was in *her* head now; she was thinking about it. Still, MY thought was, “No way. Bad, bad idea. Totally fucked up.” Little did I know that she was already as frustrated with boring, vanilla, married sex as I was.

Three or four months go by. Every time we’re together for dinner or family gatherings, I’m constantly feeling this weird sexual tension with her. One day my brother-in-law, her husband, calls me and says, “Hey, we’re leaving for vacation on Friday. Can you give Alice a ride to the airport and drop her off and just keep her car at your house? She’s coming straight from work to meet me there, and we don’t want to have two cars parked at the airport.” At the time, I worked from home as a freelancer and my wife had an office job. Sure, I say, no problem.

Alice is supposed to show up at like 3 o’clock in the afternoon, but instead she shows up an hour sooner. Dressed in business suit, typically buttoned up, high-collar blouse, mass of thick, blond hair up in a conservative bun, heels. She asks me if she can use the upstairs bathroom to change into something casual for the flight. We go upstairs, she goes into the bathroom; I go across the hall to my office to just kind of wait for her to finish.

No more than five minutes go by when I hear the bathroom door opening. I come out into the hallway, and she’s standing there in the doorway, hair down, completely naked.

This was the first time, since I’d made that pass at her months before, that the two of us were completely alone together, and with very little chance of anyone showing up. I had thought that something might happen this day—thought a lot about it—and wondered if I should initiate it. But the thought of doing so made me extremely anxious. I didn’t know if I had the nerve, even though for months I’d been fantasizing about what it would be like to fuck her. Or, I thought, maybe we should just have that obligatory brief chat: something along the lines of, “Hey, plainly I’m attracted to you and you’re attracted to me, and it’s fun to think about, but we really can’t do anything like that.”

Now, she was standing their naked and I was standing there fully clothed; this was not the tableau for such a chat. And, I have since come to learn over the years, that that particular “chat” is more of an aphrodisiac than not, and is usually the kind of thing two people agree on—“you’re right; we can’t do this”— right before they start fucking.

I walked right up to her, put one hand on her bare ass, took her bare tit in the other and started kissing her. Then it was like we were trying to devour each other. I start sucking on her tits while she’s working my jeans open, and then she’s on her knees, plunging her mouth back and forth the length of my cock. I’m both as nervous as all fuck and completely turned on to see this prissy, stuck-up bitch on her knees servicing my hard dick with her mouth. I kept fondling and squeezing her tits, bucking my hips.

After a few minutes, I pull her up and try to pull her into the bedroom. She says, “I can’t fuck you in your own bed.” Next thing I know, she’s on her back on the hallway carpet, legs spread, both of her hands firmly gripping my ass while I’m fucking the shit out of her. I’m propped up, looking down at her, pumping away, and she’s grunting, flexing her hips up to meet my thrusts in and out of her super wet cunt. She’s whispering, “uh… yeah… fuck me… uhh…”

And I did. In for a penny, in for a pound. I’m fucking my sister-in-law on the floor. I wasn’t sure how long I should fuck her. Would she come this way? I knew a lot of women didn’t come from intercourse, but some do. I didn’t want to finish before she got off from this. And I wasn’t in any hurry to finish, either, because now that I’d taken the plunge, it was fucking hot. A good, meaty, lustful fuck. I hadn’t had one like that in a while. But I was paranoid as well as turned on, and after about ten minutes of hard pounding, I told her that I was going to come. She says, “Come in me… come in me.” I put my entire body weight down on top her, reach underneath and grab her ass with both hands, pull her up until I’m balls deep, and start grunting and shooting my load into her, pumping her pussy full of cum.

We stay that way for half a minute, sweating and panting. I hoist myself up and gently pull my cock from inside her and I remember, vividly, a quantity of white cum stream from her slit and onto the hallway carpet. What the fuck did I just do?

She went back into the bathroom, ran water for a while, dressed. We shared a sort of awkward drive to the airport, I dropped her off, and she flew off on vacation with her husband and some of my jizz still in her pussy, I imagined.

Things only get sluttier from there. I ended up fucking her for ten years.

Source: reddit.com/r/gonewildstories/comments/h0cbfa/mf_how_i_started_fucking_my_sisterinlaw