Category: gonewildstories

[MF][MF] The Reluctant Holiday Swap

My submission for the November 2020 contest.

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TL;DR, if you read [this story](https://www.reddit.com/r/gonewildstories/comments/ixw8ue/mfmf_wedding_reception_swap/), you heard about Anna’s and my first time swapping with another couple. But it wasn’t *my* first time swapping. I only shared the details of my first swap with Anna after our time at the wedding with Sarah and Dan, and I eventually came clean about my numerous exploits when I was in college and thereafter. To my surprise, Anna was into all of it, and wanted to explore further (those stories for another time). What happened here took place when I was 23 years old, so a *very* long time ago, and in college, when my girlfriend Lee (not her real name) swapped with a couple named Doug and Jeannie (not their real names) after a work holiday party.

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Lee was the first girlfriend I had who pushed the envelope sexually. I wrote before about Tami (not her real name) and a car chase, but my relationship with Lee was something different. Lee pushed all of the boundaries sexually, and our relationship, while toxic like eating paint chips, definitely cemented my interest in being open to new sexual experiences, no longer feeling guilty about being a sexually charged individual who grew up in a conservative and Christian household, and even through the most trying of circumstances — solidified what I liked, and what I didn’t like, sexually. Read more »

[F]etch [m]e a beer

She lost a bet. She thought Biden would get over 380 electoral votes. Now she had to get beer for our apartment. This does not sound like a harsh payment, but I would have my due as an evil bastard.

She walked out of the door with narrow, precise steps. A gray pencil skirt ended just above her knees. I watched her ass sway as she kept her balance atop of four inch heels. She stopped, and turned slightly to reach back and close the door. I missed her smile as she was wearing a highland tartan face mask that covered the bottom two thirds of her face. It tented slightly in front of her mouth. She waved and headed out.

The store is only a few blocks away. She should not be out for long. I opened up phone and made sure the app controlling the vibrator stuck in her cunt was live. I checked a pattern on the phone… soon she would be receiving short, sharp pulses, long pauses, and then intermediate vibrations on her clit on a forty five second cycle.

I texted her.

A moment later, she sent back a single word: “GREEN” Read more »

First long term relationship ended with the best orgasm of my life [MF]

This is my first attempt at ever writing anything like this so I appreciate any feedback!

Back at the beginning of my college years, I started dating a girl I knew from high school, let’s call her Brittany. We were teammates in some co-ed sports in high school so we knew each other pretty well, but we didn’t start dating until after high school.

This was my first serious relationship I had. As such, it was the first girl, outside of a random one time handjob a few years before and some kisses in middle school, that I ever did anything physically with.

Hence on our first date, we made out in the back seat of my car (a common place for our adventures as 18-19 year olds) and I was so sloppy that I remember having to wipe off saline at different points. Sexy I know.

We eventually progressed to activities with our clothes off, with a couple months in our relationship me eating her out (and tearing a hole in her underwear while doing so lol), me getting my first blowjob shortly after, until the end of our freshman years where we went on a trip together for the first time where we lost our virginities to each other. Read more »

Gyms are back open and for my first day back as a personal trainer, I spent the whole day fucking my client [MF]

So here we had a full-on lockdown which last a few months, but couple weeks ago things opened up and from this weeks are sort of back to normal.

Now this client of mine is a 44 year old business married woman that runs her own company and makes high six figures. And I’ve basically been like a gig all for her for the past 2 years.

She always four times my hourly rate, and we usually fuck for at least 90 mins with out “sessions”, but for this day, she made me book out the whole day for her and paid me that rate x 3.

So this slut of mine told her secretary in the morning she isn’t feeling well and won’t be working (they’re all working from home as Is she but she said she wont be doing any tasks) but if there’s anything urgent then she can bell her.

So she lies to her husband and says she’s heading over to open her office in the city and sort things out since no ones been there for a while, and that’s exactly what she does. Except she takes an inflatable bed there as well, which we barely used. Read more »

[F]un with [M]y belt, her cuck, and more – Adventures with Missy [MF]

I’m going to go a bit out-of-order with this story — as I’ve posted in the past of the first meetup I had with Missy… a married business professional that’s around my age. But we just got to see each other for some playtime about two weeks ago, and I had to get this story out while it’s still relatively fresh in my mind.

 

Here in the Midwest, COVID is definitely rearing its head again. So Missy and I have both been doing our share of social distancing. But we decided that while neither of our spouses know, we’re allowing each other into our bubble. And by “bubble”, I just mean that we still will meet up to fuck in secret whenever we want. ;-)

 

Anyway, a couple of weeks back — we agreed that too much time had passed by and we both needed some time together. I have access to an apartment during the day, and we arranged our schedules so we could cut away. I always enjoy playtime with Missy, and she let me know that while she loved time over Daddy’s lap whenever we met… she’s started to wonder what it would feel like if I used my belt on that amazing ass of hers as well. So in the buildup of the week, I made sure to send her lots of pictures of me holding that belt and slowly removing that belt as I undress… as I knew exactly what it would do to her. Read more »

[FM] When I was penetrated onstage in front of an unsuspecting audience (with extra details added from my r/sluttyconfessions post

About 4 years ago, when I was 25, I was in a local production of Spring Awakening. For the uninitiated, It’s a rock musical about teenagers growing up in very sexually repressive 19th century Germany. It’s essentially Parents Just Don’t Understand: The Musical lol. Anyway I was playing Wendla the female lead (played by Lea Michelle in the original Broadway cast). The end of the first act is her losing her virginity to her friend. Most productions have Wendla be topless and the actor playing Melchior (Jonathan Groff in the original Broadway cast) show his ass (though the nudity is optional) and because I love being naked and I’m an exhibitionist I of course I happily volunteered to show my tits onstage and my costar agreed to show his ass (I also didn’t wear underwear under my skirt and we were both barefoot). My Melchior was super cute. We’d been flirting all through the rehearsal process and the night before we opened, we fooled around for the first time in my car after rehearsal. We made out while I took his shirt off and kissed his chest. I told him I wasn’t wearing a bra or panties so he pulled my sundress down past my boobs and up over my pussy. Feeling his mouth on my nipples for the first time was heaven because I wanted him to do it for so long and I know he wanted to since the first rehearsal I went topless for. He fingered me off while sucking my nipples and then I sucked him off until he came in my mouth. Opening night, the sex scene came around, I was soaking wet from kissing him and from having my tits out in front of an audience and feeling his toes on my bare feet. When he pulled his pants down and penetrated me right before blackout it was…very real, he thrust his cock inside me for the first time, and I almost came right there onstage. I was not expecting that, he just lost control and stuck his cock in for real. Long story short we somehow behaved ourselves during intermission and finished the show, went to the cast party, found an empty bedroom, stripped each other naked in half a second, we licked and sucked the hell out of each other’s nipples, he sucked my toes at my request, he gave me some of the best oral I’ve ever had until I came twice, and then we fucked hard and fast in missionary and then I rode him until he came inside me. And for the rest of the run he’d stick it inside me for real every night and no one in the audience ever knew. We ended up dating for about a year and we’re still fuck buddies

Plowing my Spanish teacher [MF]

Told this before on an account I deleted so here goes again…

In my early 20s I took a few months to travel in South America. I started in the capital of one country with a month of Spanish classes. It was cheap there and I wanted to learn so I threw down a little extra for one-on-one classes twice a week. I didn’t know just how one-on-one they’d get.

By blind luck I got assigned to the most attractive (well, honestly, the only attractive) teacher at the school. Her name was Aracely. She was a couple years older than me, so mid/late 20s and just the sexiest little thing. About 5’1, brown skin, dark eyes, long thick black hair that went halfway down her back. Cute little button nose and plump lips. And that body. Damn. 5’1 with shapely but smallish boobs and the most wonderfully curvaceous hips and ass and thighs. I was kind of dumfounded that she was actually my teacher. Read more »

I (M)ade my ex g(f) cum in the same room as my parents [mf]

I (M)ade my ex g(F) cum in the same room as my parents

This actually happened a few years ago but I have just found Reddit and getting into it.

Me and my ex were watching a film with my parents in our living room. We were under a blanket and she was wearing a skirt.

As we were getting into the film she kept running her hand over my leg and over my crotch making me hard.

I returned the favour stroking her thigh. She then pushed my hand up her skirt where it rest against her thong. It was soaked through she was dripping wet.

I then move my hand sliding her thong to one side as I inserted a finger into her pussy, she had to bite into the blanket to muffle the moan.

I decided to softly rub her clit as she continued to bite the blanket muffling her moans.

Five minutes later and she told me so was going to cum, I made sure she was biting hard on the blanket as she came. Read more »

[MFF] Our Fun House Guest [Long]

“I got a text from Liz today,” my wife, Christina, said as we were getting ready for bed.

“Oh yeah? How’s she doing?” I asked. Once upon a time, when Chrissy and I had been newlyweds, Liz and I had been coworkers. We both got stuck on the hotel evening shift, I was the manager and she was my desk supervisor.

We spent a lot of time shooting the shit and becoming friends. She normally rode mass transit but lived in my suburb so I soon started giving her rides home and we became closer friends. Liz was smart, and early on as we became more friends than coworkers, she asked to meet Chrissy. We made arrangements to all meet for drinks, and the two were soon friends on social and talking frequently. I said she was smart because while Chrissy hadn’t started getting jealous, Liz headed it off at the pass and earned Chrissy’s trust. Liz and I both had inappropriate senses of humor and low boundaries, so we talked and joked about sex often, but had never crossed any lines. Chrissy and Liz on the other hand tended to get a little grabby and ass slappy when they both had a few drinks together, though that was about it. Read more »

I (25F) honestly did NOT mean to, but I sorta became my apartment’s live-in cock slut whore. But it happened. My first gangbang, anal, and some self-discovery along the way. [MMF]

So middle of last year, I (then-24F) moved to a new city for a job and went looking for an apartment. I landed at this one place that I really really liked, even though the rent was (barely) in my budget. I had three apartment mates – all guys. My first time being the only girl in an apartment full of guys, but they were cool, and the apartment was beautiful & perfect for my commute. Two of the guys – Harry (25) and Tyler (26) – are old friends, while the third, Steve (32), was a random like me.

The story of how it all got started is long and I don’t wanna write it all out, but basically I came home from a date one night really horny after the guy I was with didn’t pick up on signals that I wanted him to take me home. (I’ve been known to be slutty when I’m ovulating.) I was looking really cute and still pretty tipsy from the bar. I wound up sucking Tyler’s cock while he played a video game. Steve came home while I was doing it, watched, and then asked if he could get next. So… I let him. I blew him while he sat right next to Tyler, still playing his game. Then Harry heard about it the next day, and I feel like I can’t leave him out, so I sucked his cock the next morning while he had a cup of coffee. Read more »