Not quite cheating, but still not quite allowed [MF]

Everyone seemed to like my first story involving R, so I figured I’d continue this thread before switching to tales of a different partner.

(And of course, if you’d like to get caught up: [https://www.reddit.com/r/gonewildstories/comments/x0tq33/dorm_room_sleepover_goes_exactly_how_youd_expect/](https://www.reddit.com/r/gonewildstories/comments/x0tq33/dorm_room_sleepover_goes_exactly_how_youd_expect/))

Fast forward a year from the night that I fucked R in my dorm room. I was officially in an on/off relationship with the same girl who was now attending my college. R was single and also very good friends with said girl.

While I moved into an apartment my sophomore year, R moved to a different dorm with one of her old roommates. It was a nice room and there were only two of them, so a far more manageable living situation than previously.

One Friday night, her roommate was gone and so was mine. R asked if I wanted to come over to watch a movie and with nothing else to do, I was down.

At this point, our foray on the futon was the only time we’d done anything sexual. We remained good friends so I went over fully prepared to watch a movie and nothing more. I was presently in an “off” period with my girlfriend, but that was liable to change at any moment. *(We can dive into that relationship some other time because whoooo boy, it’s a doozy.)*

[MF] Her First Vibrator.

A while back my girlfriend(F25) and I(M26) were laying in bed cooling down after long sweaty sex. We began talking about stuff we had done in the past with other people and I asked her if she had ever used or owned a vibrator, or had someone use one on her. She began to blush and became very nervous. I consoled her a little and then pressed for further information. Turns out she’s never tried a vibrator. I began to tell her about it. How in the past when I was younger an ex GF of mine used to love when I held her little pink bullet vibrator on her clit while I fucked her and how hard it would make her cum on my cock. This intrigued my girl very much and turned her on a little bit.

I started to touch my girl while telling her we should try one out and that I would order one for her right then. She got nervous and expressed her concerns. However I hopped on Amazon and started showing her different sex toys. This was eye opening for her as she had never really dove into this realm before. We browsed for about an hour, I explained to her what different types of toys are used for and answered any questions she had. She eventually decided on a pink wand style vibrator. I clicked buy with next day shipping and we waited.

[M]y wi[F]e and I had out first Soft Swap last night

About 2 weeks ago, my wife and I (30 and 31, respectively) are we’re out on a date day in our city’s downtown area, and we met this really nice couple (M33, F24), Dave and Emily. Dave was taller, light facial hair. Emily was tiny, 5’4 tops, 90 pounds soaking wet, and skinny. Im 5’8 subtle dad bod but by no means heavy. My wife is about 5’6, slim with a nice round ass and perky tits. We ended up hitting it off and added each other all on FB. A week goes by and out of nowhere, he texts my wife and asks if we’re swingingers. His girlfriend was Bi and wanted to experiment more with girls, via my wife. My wife was super interested and with my agreement, pressed forward. Long story short, they came over and before that, we all agreed to take it slow and just see where the night went

I let my girlfriend dress me and she did not like it [FF]

*I wouldn’t have this fight today. I was immature and childish. Dress however you want.*

I can’t remember a time when M willingly wore an “appropriate” amount of clothes. There could be snow on the ground and she’d be in knee high boots and a crop top.

As an adult looking back, I respect the subversion of expectations. As her girlfriend, it bugged the fuck out of me. Call me a bad feminist, but I was insecure and didn’t like that she was constantly getting attention.

I fucked up one night.

A guy grabbed her and I had to physically drag her outside to stop her from punching him… Again. Instead of being a supportive girlfriend and friend, I shrugged and mumbled that he was probably “confused.”

She scoffed, got in my face, and looked me up and down. “Say it, Viola. Say the phrase on the tip of your damn tongue.”

“I don’t know what you mean.”

“Say I’m asking for it.”

I didn’t respond. She mumbled something about how I was worse than that asshole and didn’t text me for a few days.

[M][fiction/fantasy]My girlfriend is turning me into a sissy cuckhold.

My girlfriend and I have been together for about 5 years. About a year ago, the sex got pretty vanilla. It seemed neither of us were really into it. She suggested we spice things up a little, and recently she’s began incorporating toys and lingerie.

It started with my going down on her using a dildo or vibrator. Then she started using some anal plugs (on herself). This helped the sex life, but she kept wanting more. There was some voyeur stuff, she posted some risqué photos online. But about a month ago it took quite a turn.

She bought a chastity cage for me. She said she just wanted to tease me a little, and would take it off after foreplay. So she locked me up, then made me go down on her. Use her dildo on her, and I brought her to right before orgasm, and, as promised, she unlocked me and we fucked. It was fun, but her attitude when I was locked and pleasing her had me a little worried.

The Lottery: Part 2 [M+/F, FF, exhib, humil, WAM] [M18+, F18+]

The mayor strode back to the podium. As he walked, Eve prayed that the rumors she’d heard weren’t true, anf that the ritual would just end with them being stripped. But her worst fears were confirmed when he picked up the microphone and announced: “You may have sex with the winners!”

The crowd rushed the stage. Some people ran fast. Others were slowed by frantic decisions to disrobe and walk at the same time. Men were unzipping their flies and women were pulling their shorts to their knees or reaching under their dresses to take off panties. At the head of the crowd, Tessie Hutchinson nimbly scaled the stairs.

“Tessie!” exclaimed Jake.

“Jake!” smiled Tessie. “I was hoping you’d win. I’ve had a crush on you for ages, and I just didn’t know how to tell you.”

“M–me too!”

“I fantasized about making love to you here at the lottery. Good thing I came prepared.” Tessie pulled up the skirt of her cheerleading uniform to reveal that she had been going commando the whole time. At the sight of her bright red pubic hair, Jake’s overstimulated cock twitched and involuntarily ejaculated. It launched a stream of cum, which arced through the air and landed on Tessie’s chest.

Caught my neighbour spying so I started giving him something to watch. Now I’ve gone even further! (29f) [MF]

Almost a year ago I posted this:

I’ve been on a rollercoaster of a slutty adventure this last year. I ditched my longterm boyfriend at the end of 2020 and decided to basically have as much fun as I could this year to make up for lost time. And I’m having the best fucking year of my life!

And I’ve now discovered I’m not the only one enjoying it!

Thanks mostly to tinder I’ve managed to cram in a lot of hookups over quite a short time. And since I live close to the city centre we usually end up back at my place for the fun.

And someone has noticed!

Across the street lives the sweetest old couple who regularly call round with cakes they’ve made or for a chat about other shitty neighbours. But two months ago their eighteen year old grandson moved in with them temporarily while he does some work in the city because he can’t afford a place of his own. The room they’ve given him overlooks the street and is directly opposite my room.

And he’s a total pervert.

I fucked my best friend’s Mum [MF]

This is my oldest story (well, my first time is, but this was way better than that), and happened 18 years ago, on the day I returned from basic training. The details are a little fuzzy and as years went by, I guess my brain changed a few things, but still remember this day very fondly.

After weeks and weeks of being with only men, I [M20] took the train back to my hometown and was allowed to travel in uniform, as I knew my parents would be happy to see me. They throw me this “surprise” party which I was sort of expecting after speaking with Tommy [M20] my best friend. I missed him a lot, gotta say, even though you don’t have that much time to think about the people you left back at home, because you’re always so busy in training and have a whole new set of people you become attached to.

My girlfriend turned FWB decided that I really needed to fuck her roommate [MF]

Feel free to read about how I met Rae [here](https://www.reddit.com/r/gonewildstories/comments/ufi38o/my_college_girlfriend_was_a_literal_goddess_mf/) – but for those who want to get to reading this quick, Rae was a girlfriend of mine during college who I had amazing sexual chemistry with, and even though the relationship didn’t work out, we kept hooking up, and she set me up with a lot of her friends – before we eventually started having threesomes/foursomes and explored all the boundaries and kinks of sex.

This is kind of long, so bear with me –

After Rae moved out, she had a no problems finding a new place for herself. Apprently, when you’re smoking hot and are a professional model, you have a clique of similar friends who are also models, or atleast in the industry (We’ll talk about the photographer who helped our sex tape curiosity one day). One day, while we head back to my place after swimming, she tells me that she’s finally found a roommate she’s compatible with. She goes “Sam, you really need to meet this girl. I’m straight but I might just be bi for her. Holy fuck she’s hot”.

[mm] left in only a pink thong at a party

There’s this one scene from Friends that fucked me up. Chandler gets his clothes stolen by Julia Roberts and he’s left in a restaurant bathroom in her pink thong she made him wear.

It became a total kink immediately. Wearing underwear someone else told me to and then being left somewhere public in them. I thought about it all the time.

I was in college, 21, when I was drunk enough to tell someone and he told me he got it. He was older, maybe 30? And then he told me to go to a local department store and buy a pink thong, change into them in the stall, and walk out, throwing my underwear away. address for me to head afterward.

In the store, a woman offered to help. I lied and said I wanted to get something sexy for my girlfriend who was “built like me” – I was pale and scrawny, but that was in relation to guys. She wasn’t buying it, she also didn’t seem to care. “Sometimes I wear her jeans,” I added, like this made it more believable.