Not a Sound, Final Part (Mf, Cheating, Ageplay, Risky, Oral)

After our brief tryst in the lounge things seemed to escalate between myself and Emma. I could no longer deny that what was happening between us was just sex, because we both knew we felt something. I do worry that perhaps those feelings are entirely based on a young, gorgeous girl being besotted with me, who makes me feel twenty years younger and has made me feel more virile than any time in my life. But then she is smart and funny too, I tell myself, and that’s plenty of reason to feel something back.

It’s definitely not because she’s some kind of nympho.

We start to fuck anywhere we can, meet anywhere we can. Our list, already full of dangerous liaisons that could get us both into a lot of trouble, extends to include the bathroom in a pub, a changing room in a department store and a house party hosted by one of her friends. The latter was the closest we’d come to being found out, as a teacher has no right to be in attendance at these parties and certainly has no right to be vigorously fucking someone half his age on the bed of said friend’s parents.

Not a Sound, Final Part (Mf, Cheating, Ageplay, Risky, Oral)

After our brief tryst in the lounge things seemed to escalate between myself and Emma. I could no longer deny that what was happening between us was just sex, because we both knew we felt something. I do worry that perhaps those feelings are entirely based on a young, gorgeous girl being besotted with me, who makes me feel twenty years younger and has made me feel more virile than any time in my life. But then she is smart and funny too, I tell myself, and that’s plenty of reason to feel something back.

It’s definitely not because she’s some kind of nympho.

We start to fuck anywhere we can, meet anywhere we can. Our list, already full of dangerous liaisons that could get us both into a lot of trouble, extends to include the bathroom in a pub, a changing room in a department store and a house party hosted by one of her friends. The latter was the closest we’d come to being found out, as a teacher has no right to be in attendance at these parties and certainly has no right to be vigorously fucking someone half his age on the bed of said friend’s parents.

Mothers and step-daughters [MF][MF]

Its been a while, sorry for the misspellings but I am about to board. This was definitely the weirdest and most awkward situation I was ever in.

—————————–

I started a ‘barely friends with benefits’ relationship with a young widow (40ish) who was looking to get back out there and wanted me as a stop-gap to re-integrate herself into ‘the scene’. Lets call her Laura. This was put to me at work in my bar one night in a very business like manner. She had only being with 1 guy in 10 years and wanted to prepare herself. As it was a negotiation I told her that I would agree but that I had specific tastes. I didn’t but I thought I may as well have fun so I asked her what was off the table. She didn’t want Anal, bi sex or group.

Other than that she would be willing to try everything. So I told her that I would send her a list of stuff. She was fine with that but asked if she could have them delivered them to my apartment as she didnt want her step-daughter seeing them.

Karina Tries Wrestling

Karina entered the sorority house wondering what tonight’s service activity was. She had been instructed to simply wear nice underwear, but that was always the instructions with Sigma Delta. Nothing out of the unusual. What she saw surprised her a little. The couches had been pushed against the wall and a big blue mat had been placed on the floor.

Others were oiling each other up in their underwear. This was going to suck for Karina. She was small and got turned on easily. She sighed as she dropped her bag. She probably wouldn’t end up wrestling with Bailey either. The freshman pulled her hair up into a bun at the sight of the oil. She wished she had brought a scarf or something but she could always wash her hair tomorrow morning.

Soon they all stood around the blue mat as Bailey drew their names out of a hat. The first match was pretty short. The rules were simple as well. Whoever orgasmed the most in a three-minute timer lost. They would then have that person step off to be in the ‘semi-finals’. Karina thought it was kind of cute how seriously Bailey was taking this.

[MF] Our day off

This is our first post, but wanted to share our most recent story. For roughly the last two years, we have been flirting with the fantasy of sharing the wife with another man. She loves watching group and threesome porn. I usually let her pick when we fire up the porn before playing. Over the last couple of months, she has progressively been chatting about sharing more and more. A couple months ago during one of our play sessions, she let me finger her ass a little and she kept hinting at experimenting a little more. A week later she asked me to order a dildo or a butt plug, something she could experiment with. Figuring she was just being flirty and trying to get me going, I never got around to ordering one.

Monday, a week ago the rare occasion happened where both my wife and I had the day off. We went out for lunch and ended up at the adult toy store. I think we were in the store less than 15 minutes. We explored the store, and little did I know she was moving toward the anal play section where she found a 5.5 inch, realistic dildo and a bottle of lube. We made our way to the register to make our purchase and get home.

[M]y Recent Make-Out Session

Friday night, I went to my first frat party of the school year. Me and my friends relaxed for the first hour or so. I roamed around, chatting up with people I knew from group chats, class, freshmen year, etc. I stumbled upon a group of freshmen and chatted with them. I accidentally made eye contact with one of the ladies. **She’s somewhere between 5’3-5’5″, blond-ish, and white. Her body isn’t skinny but isn’t fat either.** She wore either a shirt/crop top, blue jeans, and white sneakers. She said “hi” and I replied with a “hi” as well. We tried talking where we were; however, we couldn’t hear each other. So we moved to a corner. We exchanged names. Her name is ‘Elizabeth’. There, we talked about our university, home, class, etc. Elizabeth told me she’s a freshman from a small town in New Mexico and wanted to come here because she wanted to go near a city and this was the cheapest option for her. Her dad is paying for her university. She mentioned about curfew back home, which I strongly relate, and how she drank and drove while drunk. I took this opportunity to tease her saying “you’re a naughty lady” and threw in a complement that she is attractive when she told me she was one of the first people to get picked up. She laughed saying “no I am not that bad” or somewhere along those lines. We ended up talking for the next 1-2 hrs. I tried taking her to the dance floor but she wanted to look for her friends so I left her be and went and do my own thing, thinking we had a great convo (ended up grinding with a freshman who I went to high school with, talked to another girl from the freshman group chat both of us are in, and smoked some hookah).

[Group] First swinger experience, foursome couple swap with alcohol, hookah, and a morning threesome

Long post likely. Just happened last night and I’m still shocked, its pretty crazy.

So my boyfriend and I (F) have been trying to break into the swinger scene for the past 6 months with little success. My boyfriend linked up with this guy though on an app who lived like an hour and a half away, and we all started chatting. He was my type, and I was excited to play with him. We planned to meet up a few weekends later with one of his play partners (F). We’d spend the night, and drink. Note, it was advertised as come over and we can hang out. We wanted to see if we vibed or not.

Leading up to it it was pretty crazy, sleeping over a strangers house that wanted to fuck us, very far away from home. Especially since it was my first time really drinking (have sipped things but was very anti alcohol until recently). But we had a good feeling, a signal if we were uncomfortable, and I had thoroughly online stalked him lmao. We felt alright.

Weekend Vacation – Part 2 [MF][MFF][Group][CUCKOLDING][Long]

I hope you can forgive bad formulations and mistakes, English is not my native language.

How I was cucked by my buddy Karl for the first time after losing a bet to him you can read [here](https://old.reddit.com/r/cuckoldstories/comments/9b97nw/wager_with_an_old_army_buddy_mffcuckoldinglong/).

And how my wife arranged for me to be cucked a second time on our wedding anniversary, I posted [here](https://old.reddit.com/r/gonewildstories/comments/9bvyiw/anniversary_surprise_mfcuckoldinglong/).

Part 1 of this weekend can be found [here]
(https://old.reddit.com/r/cuckoldstories/comments/9ecv2w/weekend_vacation_part_1_mmfcuckoldinglong/?)

So after the events of Friday the four of us, my buddy Karl, his girl Christine, my wife Clarissa and me, still had Saturday and part of Sunday in the city before driving home. We filled the days with some more sightseeing, doing some fine dining and other vacation stuff in the city. Nothing out of the ordinary. Saturday night however was more memorable. The plan was for us to go to a casino.

And that is what we did. We dressed up, went to dinner and did some gambling. What I did not know at the time was, that the others had planned a setup to continue the cuckolding that had started mildly the night before.

Finished paying off my student loans by having sex with 5 guys in a private sex club – Long [Group]

A few months ago I wrote about my experience being auctioned off for sex in a private sex club in Las Vegas ([https://www.reddit.com/r/gonewildstories/comments/8bingx/getting_auctioned_off_for_sex_long_fmm/](https://www.reddit.com/r/gonewildstories/comments/8bingx/getting_auctioned_off_for_sex_long_fmm/)). It was a really intense and crazy sexual experience and helped me pay off a large part of my student loans from college. After that experience, I did not really think much about going back to do it again. I enjoyed it, but just felt like it was a once in a lifetime crazy experience that I would not be repeating.

Well, several weeks ago, my contact from the club got in touch with me. Apparently they had someone drop out of a show somewhat last minute and they were looking for someone to take her place. They were looking for repeat performers since they did not have enough time to vet a new girl from the start. Since it was somewhat last minute, they were going to pay more than the usual for it. As I mentioned in my last post, there are several different types of shows that are done at the club. Most are on a main stage in front of an audience of about 150-200 people. The show I did before was a private show for a single customer (who bid on me in an auction), involving me and 2 men having sex in front of him pretty much anyway he wanted. This time, the show they were looking to fill was on the main stage. It would involve me with 5 guys, being submissive to them, doing what they (and sometimes the audience) wanted me to do.

[MF] Drunk cheating with my wife’s best friend

This happened about a year ago, and for awhile I felt pretty bad about it, but I also can’t help but get super hard when I think about it. My wife hasn’t been totally faithful either – not that that’s an excuse, but we’re not perfect. Here’s how it happened:

My wife and I went out with a group of friends last year, and after dinner and a few drinks, we got rides back to our couple friend’s apartment. We’ve been friends with Kate and Mark for probably three years or so, and have gone on several vacations with them and spent lots of time together, but nothing sexual has ever happened between the four of us.

Just so you can picture everyone, Mark is a bigger guy, a few inches over 6 feet tall and about 230 pounds, somewhat muscular with brown hair. Kate is a bit tall as well, about 5’5″ and thin at around 120 pounds. She’s got light blonde hair halfway down her back, a relatively thin waist, and large C cups that fill out her frame really well. Her ass isn’t huge, but it’s round and pretty perky.