[MMF] Just be Careful; They’re Swingers: Part I

TL;DR I got involved in a cuckolding relationship for the first time. The wife and I would go on to date on the side.

It all started at a company Christmas party. Usually we were a buttoned down type of company: jeans, t-shirts, sweaters, Birkenstocks, you know, that kind of stuff. I was in my 20s when this took place, in my second professional job.

My colleague Jill (my bestie at the job, and confidant) told me that the company Christmas party was super formal, unlike the office, and she even took me out to help me buy a suit. The party itself was as advertised. Most of the people in the office were a LOT older than me, but the vast majority of them cleaned up well: suits, evening gowns, fancy dresses, shiny shoes, high heels, the works.

Photo Shoot for my High School Bully/Crush (part 2) [MF]

Saturday morning I woke up hard. I couldn’t stop thinking about my encounter the night before with Bella. I picked up my phone and checked the clock – 7:30, no one would miss me if I “slept in” for a bit. I picked up the coaster on my night stand and smiled. It hadn’t been a dream, Bella had drawn an oversized nipple in the middle for me, complete with a toothpick piercing. For now though, I focused my attention around the edge of the circle and copied Bella’s number into my phone. I tried to keep a casual tone in my text – “Hi, you working today? Trying to fit this photo shoot into my weekend plans.” With that out of the way, I opened Chrome to check the weather, and instead Bella stared right back up at me, leash outstretched, massive tits pressed between her elbows. Sheepish, I hit the search bar to get the weather – I really ought to be more careful cleaning up after my dirty Friday-night self. Google said it looked like rain so I pulled jeans and a sweater out of my weekend bag and dressed before heading down to breakfast.

Rope bunny and her Dom [m(22) f(24), cnc, d/s]

We hadn’t had sex in almost a week. You spent all day teasing me, playing with my tits, and even holding me down to rub my clit while we watched TV. Unfortunately, time for work came before I did. I was so horny and sexually frustrated. I couldn’t focus on anything but the ideas of what you might do to me later. Finally, 8 hours later, you took me in the bedroom and tied me up to our bed restraints. You blindfolded me and began to trace my nipples with your tongue. You kissed down my body, but stopped right before you got to my soaking wet pussy. I begged you not to stop. You began to finger me, while licking my clit. I came hard. But I needed your dick so badly. You then grabbed my vibrator, and put it on my clit. I was so overstimulated, and I wanted you to stop. When I asked you to stop, you laughed while watching me squirm. It felt too good, and I came again. Just before I could catch my breath, you slipped your hard dick between my legs and started rubbing against me. The stimulation on my clit had me begging for another orgasm. I let out a loud moan as you began to thrust your hard dick into my soaking wet pussy. After I came again, you flipped me over and began to take me from behind. My legs were shaking, and I could barely hold myself up at this point. However, I knew I needed to stay put until you came too. I begged you “Please cum on me,” “I want your cum all over me.” You weren’t done with me though. You pulled out and lined your dick up with my asshole, and started to push the head in. I let out a gasp, but relaxed into it as you pushed deeper. You told me to put my vibrator on my clit until you told me I could remove it, then began fucking me in the ass. I was so full and yet my vagina ached to be full too. You grabbed my dildo and lined it up with my entrance. You began pumping it in and out of me as you fucked my ass until I came so hard I screamed. I was a good girl, so you came on my back and ass like I asked. Thank you, Master.

[M]y [F]irst Time

I was 41, and separated from my wife. I was behaving (mostly), and working on trying to save our marriage. I had my own place, and we had a pretty good arrangement. Things were looking up, to be honest; and, we had talked about getting back together.

One evening, while I was sitting in my living room, the bell rang. I went to the door, and was greeted by a former colleague who lived nearby.

“Are you divorced yet?”

“No.”

“Well, I brought you a bottle of wine. Invite me in for a glass?”

“Sure?”

Amanda was 50, blonde, petite, and in excellent shape. She had small breasts, a flat stomach, and awesome legs. What could go wrong?

She sat down in the living room while I opened the wine, and poured two glasses.

“You know,” she said, “we’ve never been available to each other. We still aren’t.”

Okay, that makes this all a lot easier.

We start talking, and we have another glass of wine.

And another.

The bottle she brought is empty, and she says she should get going.

My friend wants to take my anal virginity.. and he will be here in 45 mins 🙈[FM]

There’s a boy in my friend group who I’ve always been attracted to, we are just friends but recently (a few months ago) we had a one night stand. I was meant to meet up with someone else that evening but they didn’t pull through but because I was so horny I was whispering filthy things in my friends ear all night and gripping his thighs, we grabbed the keys off of my friend to get into her house and fucked for hours in her bed.

I’ve been thinking of him ever since.

Yesterday I snap chatted me riding my dildo in the shower to him, he said I put him into an “absolute state” and sent me his cock while he was in a clients garden (he’s an arborist)

I told him to come and fuck me, and that we should record it, he asked why and if I had a specific account (that I can’t mention on here) and I said yes but it’s new so I need some more content and he said that’s something he’s always wanted to do.

Made Love to a Married Man … He Kept Our Underwear FFM [FM]

So Babs and I decided to go to this super fancy as fuck cocktail place downtown.

Babs is not leaving much to the imagination. She had a mini halter dress on. Sleeveless. Backless. Exposed belly. Exposed chest. Just two straps running up each side, covering her glorious tits, looping around at her neck.

I dressed more reserved. I had a mini dress on as well but it covered everything and was full sleeve. Just a small cut out at the back.

There was no real intention of picking someone up for sex. We just wanted to get drunk.

Anyways, we’re enjoying ourselves at the restaurant. This was going to be one expensive night looking at the price of each drink and the bites they had on menu.

Babs has been eyeing a table of men for a while. Particularly one guy. He looks older. Had to have been mid 30s. But he was pretty good looking.

“Go pick him up” she tells me

I just look at her

“You know … for a whore you’re so useless … ”

She doesn’t do anything

“Well aren’t you going?” I ask

My well planned work trip [mf]

This is a true story from my work trip to Austin a few months ago… also, if you’re going to judge or throw stones, don’t. I don’t judge you and would expect the same in return.

Back story –
I’m happily married 39/m, 6 feet tall, 270 ex-athlete gray hair and hazel eyes
She’s 5’6, 42, black hair, brown eyes, 38DD and perfect curvy ass

This is a long build up and if you want to skip to the sex, look for the ***

If you read my previous story you’ll see that I met her when I was separated from my wife and she was newly single. She and I are very close and would never, ever want to harm each others relationships but also cannot deny the chemistry we have for one another. Since the other story she has married and actually had another child… there was even a minute when I wondered if it might be mine 😬, but that’s a different story. Also, since last time I have moved states and only seen her maybe 3 times since leaving. We talk almost every day, but the actual seeing each other has drastically cut back.

(32)[F] – (22)[M] Intern at work – The Back Massage

These are the continuation of the events that happened more than a couple of months ago.

This picks up from where the previous part left off. You can read Part 31 [here](https://www.reddit.com/r/gonewildstories/comments/ymfpr4/32f_22m_intern_at_work_the_build_up/)

**Part 32 is below**

I stepped out into the backyard and found Eric sitting by the side of the pool with his feet in the water. He looked up when he saw me stepping outside.

*Eric – “There you are, Pallavi. You were gone for so long that I thought you had ghosted me in your own house.”*

*Me (Smiling) – “Sorry, babe. It took a while to find that bottle of massage oil.”*

I handed him the bottle of massage oil. It had a suggestive picture of a woman who was about to pop a couple of cherries into her mouth, which I guess were meant to resemble the balls.

*Eric (Smiling) – “Edible massage oil eh?”*

*Me (Giggling) – “That is all I could find in my house, babe.”*

*Eric (Winking) – “I suppose it is good thing that I like cherry flavor, Pallavi.”*

Blooming Together (C, extreme tentacles, forced orgasms)

*All characters in this short story are 18+, even the plant.*

“Hi, it’s Carmen. … No, not today. Not tomorrow either; I quit, basically. … It’s not about the money, I just won’t be able to work for a while so… … No, you can throw my things away. Yep. … Yep. I gotta go. … OK. … OK… OK, bye.”

Carmen squealed in excitement after hanging up the call with her boss. Former-boss. She frolicked about her living room while going through her final mental checklist. This was the last time she would have to think in a long while. Utilities were prepaid, neighbors notified of her ‘absence’, postcards from around the world post-dated for her mom to periodically receive. She had even said goodbye to her goldfish. There was nothing left to do but to get undressed, and since she was already down to nothing but socks, that didn’t take long.

[MF] Bar Handjob [Public]

I was bored one night, so I went to a local drinking establishment. There was live music, drink specials, and it was College Night. I was in my mid 20s at the time, bit fluffy, and kind of shy. I was sitting at the bar enjoying my drink, and a very attractive redhead slid up next to me, proclaiming to the bartender it was her 21st birthday. Me being me, I offered to buy her a birthday drink. She says she wants a “breakfast shot” which I’d never heard of. Orange juice and butterscotch. Tastes like pancakes and maple syrup. I tried one with her, and it was damn tasty! She told me her name was Brooke, we exchanged some pleasantries, and she went to sit with her friends.