Category: gonewildstories

My [F]irst Time With [M]y Best Friends’ BF.

In order to make the title make sense: this is about me fucking my best friends’ boyfriend while she and my SO watched. Also, this got a little long. Sorry. There’s a TL;DR at the bottom.

The moment I went from not doing it to doing it was when he kissed me as they watched and this thought popped into my head: “If he’s with Krystin, he *must* be really good in bed.” Why hadn’t I thought of that sooner? Knowing Krystin as well as I did, I knew Matt had to be amazing in bed.

Allow me to clarify that it wasn’t the thought that he’d suck in bed that kept me from following through on the full swap idea we’d all been kicking around for a while. But that thought brought the idea into a different perspective for me. Not doing it could mean I’d be missing out on something really good. Read more »

[MF] From inexperienced dork to hot and passionate, 10 years later (Part 2)

This is Part 2 of the story, [you can see Part 1 here](https://old.reddit.com/r/gonewildstories/comments/bg9ez8/mf_from_inexperienced_dork_to_hot_and_passionate/).

As I mentioned previously, Lucy and I didn’t see each other in person again until about 10 years later. Neither of us had changed our phone numbers during that period, so one afternoon, I got a text from Lucy out of the blue. She had, again, broken up with her boyfriend, and wanted to hang out and catch up (notice a pattern here?). We made plans to go play pool at a local bar, since I had recently moved back into town near her for work, and met up around 8 that night.

Once we both pulled up to the bar and got out of our cars, I was amazed to see she was even more sexy than the last time I’d seen her in person. She was wearing a snug t-shirt, with her perky little breasts just hinted at with a bit of cleavage. Lucy was, as usual, wearing jeans that showed off her tight ass. She gave me a big hug, and I asked her to spin around for me so I could get a good look at her, which she was happy to oblige. I was floored by just how beautiful she is, and that she was interested enough in me to initiate contact and rekindle our friendship (and maybe more). Even though I had been with several more partners, long term relationships, etc., had women tell me I was “hot,” I had never really gotten over the ugly duckling syndrome I developed in high school, so it was just surprising that she was attracted to me. Read more »

Getting frisky with my gf while her sister sleeps next to us [MF]

This just happened over the weekend, and I’m still mildly in shock.

So, a bit of context: my (M22) gf (F21) and her family where taking a trip to the beach over the weekend and invited me along. There where only two rooms, a master bedroom which my inlaws shared, an a room with two bunk beds in which we sleept. The arrangement, at least to the eyes of her parents, was that my gf would sleep on the top bunk, I would sleep underneath, and my gf’s sister (F18) would sleep on the bottom bunk next to ours. My sister in law is very chill about us, so my gf told her she would sneak down to my bunk during the night, which she agreed with no issues whatsoever.

Now a small description of them: my gf is absolutely stunning: brownish-blond hair, hazle eyes, slim figure, small breasts, petite waist, huge ass, and slim legs. She is 5’2, barely 100lbs, and super kinky. My gf’s sister is pretty much her clone, except she is a bit taller (5’4), with a smaller ass and less waist line.

Now back to the story. Read more »

Fucked me so good.. [FM]

He really came home with one thing on his mind, I had no time to prepare. We have a long black bondage rope for no apparent reason honestly but it found use when he made a beautiful looking bow tie around my wrists. Immediately he grabbed my garter belt (pic somewhere on profile) it’s his favorite thing for me to wear. After I was strapped up he pulls me up from my knees on the bed and bends me over so my ass sits right above my feet. I was already wet and I could feel his fingers just sliding up and down my pussy, the butt plug he’s teasing me with was probably soaked by now. I reached around and started stroking him, letting him get nice and hard going back and forth licking my fingers to make him just as slick as me. He likes a messy girl.

Just two fingers at first slowly pressing my gspot and the vibrator suddenly started on my clit. Going through the settings to tease me he made sure to hold it hard against me making SURE I came hard on his fingers while the plug settled. Working his fingers to get me ready I waited for him to slide into me post orgasm haze, where all I could think about was how full I was about to be. Read more »

[M]eeting the [f]riendly Neighbor [Long]

So a bit of backstory first: I moved for a new job to get back closer to home, but had the opportunity to slow play finding a place as there was a house in the family from a relative who passed away years back. It was on a quiet little lake and was perfect for summer trips, but for now it would be my crash pad while I sold my house and found my next one.

The house was about 1.5 hours from family and friends, so I didn’t have a lot of people I knew and being in a really small, off the beaten path, area there wasn’t much to do. For something I expected to last a few months tops, that was fine. The only real problem was that I didn’t have a washer and dryer, so instead of staying at the house, I was frequenting trips home to visit with family and friends (and do my laundry). Read more »

My wi[F]e fulfilled a fantasy

My wife has always had a fantasy of being with a significant others best friend even before we got together. So of course the fantasy made her find my best friend James that much more attractive after meeting him. She would talk about getting turned on at the thought of him fucking her, specially loved the thought of being in the middle of me and him in a threesome.

One weekend James texted me asking if we wanted to come over to his house for a cookout saying he was going to invite a few other people over. We thought it would be fun and joked about how that night could be her chance to live out her fantasy. We waited till about 7 o’clock that night to leave the house but had to stop and get the liquor. My wife put on her cheeky red one piece swim suit and we headed out the door. We arrived to his place after stopping to get liquor and we went to the back of his house to his new underground pool. Read more »

[MF] Mother in law joint masturbation.

Last week after running all new newer lines at work, I had gone home to clean up. When I got to my house the remodeling company was still working on my bathroom so I sent a text to my mother in law who was still at work asking if I could borrow their shower as they weren’t done with ours yet. She said to go ahead and see myself in as she was just getting off work, so I rounded up clean clothes and went over. After a day of digging around in the mud nothing feels better then a nice hot shower. I got to their house and went to the restroom, stripped down, and got in the shower. I had been in there for maybe 10 minutes, cleaned myself, and was just taking advantage of the hot water when I could see something through the smoked glass shower door. It kinda startled me a bit as nobody was home when I arrived. I slid the door open slightly to look out and my mother in law was sitting there on the toilet with her legs spread apart with the lid down. She was barefooted, in shorts, and a tank top that showed her nice tits. It caught me off guard and I said that I was just finishing up and would be out of there in a minute. She smiled and said “why rush”? My cock was halfway hard at this point and I slid the door open a little more to give her a glance. She caught my drift and said “ looks like someone is excited” (which I was). She had asked me to stroke it for her and I happily obliged. I pumped a shot of conditioner into my hand and started rubbing my cock for her. As it progresses she had undid her shorts and pulled them down to her ankles. She took her shirt off and threw it on the floor. Her nipples were hard and her vagina was surprisingly well manicured with a short landing strip. She asked me if I would cum for her which I replied “if you do for me”. She immediately started to run her middle finger up and down her wet slit and massaging her clit. I knew I wasn’t gonna last long, so I asked her to join me. She sat there moaning as she worked her fingers in and out of her now wet pussy with one hand and stimulating her nipples with the other. I told her I was about to cum and started pumping cum from my cock onto the shower walls. She immediately let out whimpers as she came and pulled her fingers out of her freshly finger fucked cunt. Sitting there in a pool of cum she smiled and said that she needed that. She cleaned up and walked out. I finished in the shower and got out, dried off, and dressed. When o walked out of the bathroom to leave she thanked me and told me she will see me again soon. I’m hoping to get in her next time.

Putting her to good use… [MF]

We’re at an artsy bar-b-que party with a bunch of friends and random strangers. I leave for a while to run an errand and when I return I see that she’s deep into a friendly conversation with an older guy who turns out to be a neighboring rancher from up the hill. He’s probably in his 60s and he’s very tall, at least six-foot-three, and is in obviously good shape.

Marisa has had a few glasses of wine and with one look I can tell that the guy has been flirting with her, and that he’s a tad bit disappointed when she introduces me as the boyfriend. But I have no problem with them chatting and carry on meeting people around the party and grazing the food table.

It’s interesting to see her standing next to someone so much taller, since me and her are almost eye-to-eye with me just a smidgeon over six-feet, and Marisa clocking in at five-eleven. But what’s most obvious is how the old boy is hypnotized by her cleavage, his gaze keeps magnetizing there with his head periodically jerking upwards out of the trance. It doesn’t hurt that she’s wearing a low-cut top that leaves little to the imagination regarding the pleasures to be had between her triple D’s. Read more »

Picnic was a lot better than expected with wife and sister-in-law [mff]

**TLDR: Wife wanks me off while her sister watches and masturbates too.**

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**Boring prologue**

The wife and I decided to make the most of the exceptional hot Easter weather and have a picnic over the park. While we were getting ready to go, her sister Kate phoned and before long was invited to join us.

I would have much preferred to spend the day fucking Kate but now she is loved up with a fella, the wife insists she is out of bounds. See my previous posts for my sexploits with her. Anyway, we were soon over the park walking to a quieter spot away from too many kids and large families. Luckily families tend to stay close to the carpark because of the amount of shit they have to have with them and also access to the toilets. Read more »