I’ll be right upfront and say this is a story I’m not really bragging about. At the time (about four years ago) I had been married about 20 years and my wife had lost interest in me. I still loved my wife, and she loved me – like a brother. So there was no intimacy or affection, and I was in a vulnerable position.
My SIL, who I’ll call Amber, had divorced her abusive husband about two years earlier. She has two boys, the oldest of which had just started college. The event in this story took place about a month after he had moved to college, when my wife and I had agreed to help Amber take a few items of furniture to her son’s rented house, which was about five hours away from where we lived. Unfortunately, the day before we were scheduled to leave, my wife came down with food poisoning and there was no way she could do a five-hour drive. I agreed to go with Amber to help her out, because I knew she wasn’t comfortable driving a truck and pulling a trailer over the mountains.
So Amber and I left town on Saturday morning, got to the house about five hours later, and unloaded. When we originally planned the trip we planned to spend the night at my mother in law’s mountain cabin, which was about 30 miles away from the college town we were in. When my wife had to back out, I said we should just do the whole trip in one day, but my wife and SIL convinced me it would be safer to stay the night in the cabin and drive home in the morning.
So that Saturday we had dinner in College Town and got to the cabin about 8:00. The place is very quaint, but small and really old. There is only one bedroom with a queen size bed and a Murphy bed in the family room. Unfortunately, when we got there we learned the furnace was not working, and it was really cold in there. Oh well, we figured we’d just get out the blankets and warm up with the whiskey and rum in the pantry.
Before I go any further, let me tell you about Amber. At the time, she was in her late thirties. She had ran track in college, but had probably put on about 30 pounds since those days. She was really lean in college, so the extra weight looked good on her. She was about 5’ 5”, dark brown hair and olive complexion, and brown eyes. She was a real 38-year old MILF, and had a passing resemblance to the actress Rose Byrne. I am about 6’ tall and carry about 25 pounds more than I should. Definite dad-bod, but as Amber had told my wife and I several times, I was a DILF, with salt and pepper brown hair and blue eyes. Ever since I had known my wife, we both knew Amber took a special liking to me. As she got older her flirting took on more and more sexual innuendo, and I can’t count the number of times she had spanked or pinched my ass or grabbed my crotch, especially when she drank. She was just an open minded gal with a dirty mind. In fact, once, after she “accidentally” walked in on me right after getting out of the shower, she repaid me by “accidentally” walking out of the bathroom completely naked when I was in an adjoining room, so that we “were even”. I told my wife about all of this stuff and she just said to roll with it, but if it really bothered me she could say something. Of course, I agreed to roll with it.
At the cabin, we were both really buzzing on rum and cokes, and we decided to watch a movie on the TV mounted to the wall in the bedroom. While we were watching the movie, Amber was very cuddly. This isn’t really surprising because it was cold in the cabin and she’s often like this, but I thought it was a little strange considering we were alone in bed in a cabin. We were also both pretty hammered by now. After the movie was done and we had decided to get some sleep, for some stupid reason we agreed that we would both sleep on the queen bed because it was much more comfortable than the Murphy. We would just keep space between us. So I got in bed wearing some gym shorts and a t-shirt, and Amber changed into some pajama shorts and a hoodie.
After about 20 minutes I notice that Amber is very gradually scooting closer to me. I kind of grunted a little and she said it was a lot warmer being next to me, and cuddling isn’t going to kill me. In my drunken state, I wasn’t going to argue, and at that time I hadn’t had sex in about six months, so I was craving female affection. Eventually Amber was right next to me, lying on her side with her butt pressed against my leg. I rolled over so we were spooning, and my semi-hard on was snug up against her ass. In response, Amber took my arm, put it up against her breasts, and grinded her butt on my dick a bit, which was now totally erect. At this point we’d both been given a signal to proceed as desired, so I started squeezing her boobs and then put my hand under her shirt. After fondling her tits and tickling her nipples for a few minutes, I moved lower and started massaging her legs, and eventually her ass. Amber’s moans told me she was enjoying the massage, and she told me she would like it even better if I took off her shorts (she wasn’t wearing underwear!). After doing this for a couple minutes I reach my hand over to explore the front and feel what seems to be about a 1” landing strip, which I just love. For a few more minutes I ran my fingers up and down her labia, then then found her clit. As this was going on, I could almost sense a mental connection with Amber and that we both needed this intimate connection and that it would be our little secret.
So after a few minutes of having her pussy rubbed, Amber sat up and took off her sweatshirt, revealing round, full tits, with just a little sag, and dark brown arreolas and nipples. I helped her get my gym shorts off and then she started stroking my dick, kissed it, licked it, and took it in her mouth.
After a few minutes of this I tell her I didn’t want to come yet, and turned her on her back at the edge of the bed, spread her legs, and dove in. Her pussy was perfect, and even looked a lot like my wife’s, with a dark brown landing strip and wonderful musky scent. After a few minutes she stopped me to get something from her overnight bag, and it happened to be a small pink vibrator. So with the help of my tongue, fingers, and vibrator, it only took a few minutes for her to climax.
She then returned to my dick again, which was so hard it hurt. After a minute, Amber got on her hands and knees on the floor and asked me to fuck her from behind. I had had a vasectomy many years ago, and since Amber hadn’t been with a man in a long time, she told me I could put it in raw (good thing because there were no condoms around). This is one of my favorite positions, and the sight of her round ass, tight pussy, and unreal scenario of boning my wife’s sister doggy style caused me to come in about two minutes.
After this first round we got back under the covers, and it only took a few minutes of Amber lightly tickling my cock before we were ready to go again. Thanks to the first quick orgasm and the six glasses of rum, this time I was able to go pretty long. We tried several positions, and I think she had another orgasm while riding cowgirl style. We finished, both sweating, took a shower together, and slept together naked.
Amber and I never had sex again, but our rendezvous added more fodder to her continued sexual innuendos.
Source: reddit.com/r/gonewildstories/comments/d1rigl/my_night_at_the_cabin_with_my_sister_in_law_f
“she said to roll with it…”
Lovely encounter! Surely you’d both be open to more intimacy like that, or have things patched up with your wife?
LMFAO DILF THAT’S ONE TERM MAN
keep it up
nicely done. any desire to have her as a regular fuckbuddy?
Ever thought that you wife and her sister might have set this up? Seems very convenient that your wife gets food poisoning then persuades you to spend the night rather than drive back.
Awesome! Wish I could do that to my SIL.
Wow, great story, has me ready. Thanks for sharing.
Absolute dream scenario! Can only hope this happens to me one day.
Rose Byrne look alike? Who could resist!
Do you think your wife set you up? Her knowing her sister was into you and her not having an interest in sex. Hmmmmmm????
You and tour wife still together? Did this do anything to help our your love life and relationship?
Why haven’t you you hooked up again?
My.ym
r/ICraveMySIL stuff right here.
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