[FFM] A Cougar Backwards Somersaults off the Bed while Unicorning

(Installment 2 of the Cougar Chronicles series.)

Last night I met up with a really fun couple from Feeld in one of the few liberal enclaves of my Red State.

I especially vibed with the F of the FM couple. She had the kindest eyes, was super intelligent and just all around cool. But I had also had a good feeling about her from the start based on her profile pictures.

And her man was interesting, too. It definitely didn’t hurt that he was fly AF, ripped and hung!

We ended up having a great night together that included green curry, red wine, college basketball, and, of course, manage a trois.

We did some bar hopping, some fucking in my hotel room, followed by some more bar hopping, followed by some more fucking in my hotel room. We utilized our time quite well.

These two turned out to be absolute freaks in the sheets. I definitely didn’t anticipate that level of enthusiasm from their profile pics.

Before last night, I’d never been tag teamed quite that intensely. I accepted my role as their fuck toy a few minutes into our first sesh.

My boss borrowed my wife [Cuckold]

My wife and I first met at work. She was a temp secretary and was there for a few months while my bosses secretary was on maternity leave. Everyone thought they were fucking, but nobody knew for sure.

Fast forward a few years, and my boss (Frank) myself and another senior management member (Sasha) went to a conference. We were two days out from leaving when my bosses current secretary got quite sick and was unable to go. He had no idea what he was going to do as she was obviously important to him, when my wife offered to step in and come. They had a working history and she knew the business, so it was perfect.

Second night of the conference, and my wife is still in the hotels public office area working on a few things. I headed in and saw her standing behind him, rubbing his shoulders. ‘Don’t worry, she’s just helping me de-stress a bit he said’ ‘oh I’m not’ I reply as she winks at me. A few hours later, I get a text from her. They’re heading up to his room as a few more people went into the office space and they needed privacy (I wonder why)

[M]y first time with a woman of color [MF]

This was years ago, but still a fond memory. Please pardon the formatting; I’m typing this on my phone. Sexy times will be after asterisks.

The party had died down, and most of our guests had left the apartment, except for my roommates’ dates and a couple other stragglers. One of them was a girl I had a huge crush on in high school, but never had the grapes to actually act on, even though I felt we had chemistry. She had fallen asleep in an armchair in the corner, with her jacket over her legs like a blanket.

When the last of our guests were leaving, I woke her up to see if she wanted a ride home, but secretly wanted her to stay. I never could shake the crush I had, and she was so beautiful. She asked if she could sleep there, because she was too tired to drive and didn’t want to leave her car at the apartment… Score one for me.

[MF] “You’re famous among my friends now” – A wild night with the divorced comedy club host, Part 2

*(For the first part,* [click here](https://www.reddit.com/r/gonewildstories/comments/11dezrg/mf_one_rule_no_kissing_a_wild_night_with_the/)*)*

“My friends are flying in tonight for the weekend, I have 2 hours if you want to grab a quick drink,” Kathy texted me just after I finished work, a couple of days after our wild (first) night together.

“Sure, let’s meet at [whatever bar I chose] in half an hour!” An unexpected drink with Kathy? Ok, could be worse. It was Friday night and I was planning on a night in the city solo, which was how I met Kathy in the first place.

I threw together an outfit and headed to the train, heading to the bar we decided to meet at, and within minutes, I recognized the curves and the blond hair walking towards me.

“Wow, you look amazing,” I stared Kathy’s body up and down, admiring the tight olive green dress that hugged her curves admirably.

“Thanks handsome, so do you,” Kathy returned the favor, staring me up and down. We sat at the bar and ordered a first round of drinks.

“Just so you know,” Kathy said assertively, “you’re famous among my friends now.”

“Haha, why is that?” I replied sarcastically.

I LOVEEEE hooking up with older guys! [F]

Ever since I turned 18 I’ve been craving and fantasizing getting fucked by a guy that is a lot older than me for some reason! I went on tinder for the first time and matched with a 40 year old guy. We flirted for a bit and eventually we set a day to meet up. Today i invited him to my parents house while they were gone on vacation and he was SO hot. We started making out and he slowly started to strip me completely naked. I pulled down his pants and I started sucking his huge dick! He started pounding me from the back as hard as he could and was smacking my ass to the point where it was covered in red marks. He said he always wanted to cum in a fresh teen pussy before so I let him! After he pulled out, it was dripping out so much lol it was just leaking. I’m really glad I’m on birth control now!

[M28] One of my dirtiest confessions I have is of being picked up by a couple at a gym for a threesome, but it goes somewhere a little unexpected… [MMF]

This is a little detailed and specific type of fantasy scene. It’s probably a decent fit for /r/SluttyConfessions, because it definitely feels a little slutty.

A gym couple that I’ve made small talk with for a while approaches me on a Friday night and straightforwardly invites me back to their place for drinks for the evening. Let’s call them Valerie and Drew.

It’s fairly obvious what Valerie’s intent is for the night from how she’s talking to me, and hints from past exchanges, but I’m down to go along with it. Casual hookups or being the third for a couple aren’t exactly my thing, but she’s pretty attractive with a great body. And awesome tits, so it’s a pretty hard invitation to turn down.

So I agree and we head back to their place. we’re a few drinks in and talking, Valerie’s being super handsy with both of us to get things going, and her top is coming off too. Her tits are quickly pouring out of her bra and out for show. They’re genuinely amazing, round, perky – perfect. She’s the perfect mix of hot and cute too. We play around with her great pair for a bit and then she gets down to business and pulls us out, blowing the both of us alternately there on their couch, and stroking the other who isn’t being worked on at the moment.

The rookie 32[M] in Sacramento with a redditor 22[F]

Let me start off by saying, I’ve never had casual sex before. I got married young because of a religious background and was faithfully monogamous during my marriage. Now, however, I’m living a little. Dipping my toes in the water, if you will. To see a little (Or lot) of what I look like, check my post history.

To begin, I had an overnight trip out of town. Just one night, no time to really see any sights. The only fun possibility lay in time with a new friend back at my hotel. Not one to miss an opportunity in life, I posted on the local gone wild page to see if there was any interest. I got some bites. One couple wanted me to be a part of their quest to turn straight boys bi. Other couples were interested in some group fun. I was looking to dip my toes in the water however, not dive headfirst into the freaking amazon river. The winner for me was Nevani. She was young, had a pretty face, dark skin, and what I understand the kids say is a “thicc” booty. She was busty, and adventurous. On the night in question, I messaged her at 9:30 PM. Nevani responded and agreeably said she could be to my hotel in about an hour. She was just leaving a friend’s birthday. Perfect. This gave me time to finish my beer and salad.

[M] How I became a bisexual

So it all started when I was a young teenager (now 38m) and I had a very promiscuous and adventurous girlfriend. I’ve always been very open minded sexually, however I considered myself to be heterosexual. My girlfriend at the time seamed to be far more experimental and confident when it came to her sexuality than me. She was bisexual, into assplay, pegging and MMF, anything kinky really. So most times during sex together she would try “assplay” on me, however at that time I had never done it and I wasnt that comfortable with the idea, untill….
…One night we were at her house drinking and doing ecstasy together. We started some hot & heavy sex and next thing I know she had her vibrator inside me and she was really going for it lol. Woh, I wasn’t sure at first but I could see how much it was turning her on so I thought, fuck it! I completely surrendered and let her do what she wanted to me. Once I relaxed… omg I was in total HEAVEN!! I couldn’t believe that I’d been missing out on this feeling. Gosh, I wanted this feeling more and more. Obviously from this point onwards my views on assplay changed, we would do it all the time. I no longer felt any stigma towards it, I actually fell in love with the pleasure. And on-top of that I began to have other feelings, I felt that there could potentially be something else going on sexually with me, I didn’t know exactly what that was at the time, but I’m definitely excited and nervous to find out. This girl was my first love and I fell so deeply in love with her. But, unfortunately the relationship only lasted a few years. I didn’t know it yet but that relationship would kickstart the beginning of my sexual journey.

[MF] Fucking my ex’s friend after breakup (M21/F21)

You can read my previous story with my ex C [here](https://www.reddit.com/r/gonewildstories/comments/11bsgze/mf_my_gf_f21_gave_me_m21_a_blowjob_in_the/?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button). We were fantastic and going really strong for a few months but then COVID hit us and she moved in with her family to a far away city. We tried the long distance thing for a month but it was taking a toll on both of us so we decided to end the relationship. But we stayed as friends throughout so it didn’t feel any different anyway.

When in college (before the COVID saga) I was in good contact with a lot of her friends, especially with V. She had taken a liking to me, being very close to me and opening up to me more than her own friends (This had made C pout in jealousy a couple of times) But I never let it go anywhere beyond that. I had C and I wanted to keep it that way.

Cut to now, a couple of months after ending it with C, I get a text from V saying she’s in my city for some work and asked if we could catch up. I’d love that but the cafés or pubs weren’t yet open back then. She had a plan for that. She invited me to her hotel room.

The Lady and the Maid [Ff] [Passionate]

A slight shiver ran down my spine as I pulled the silk sheets over my bare figure. The shadows around the room danced against the soft, warm glow of the candle on my nightstand, the jubilee of the shadow realm not ceasing even once. The flame flickered fervently, as if beckoning someone or something closer.

A low, resounding knock echoed through the room, like the sound of one’s heart thrumming against their skull. I could hear her muttering to herself. Her voice’s highs and lows mixed in an elaborate soup of emotion. My breath hitched. I closed my eyes, cupped my hands around my mouth and let out a wail. I let my arms fall limply to my side. The muttering ceased, and for just a peculiar passing moment, it was completely silent. Suddenly, my door burst open, and she stood by my bed, her eyes widened. I cried out again before feeling her warm hands against my skin, the familiar feeling of warmth spreading through my body from her touch.

“Miss?” she cried. “Miss!”

I opened my eyes, squinting in the darkness of my quarters. The candle continued to dance as if nothing had happened at all. My eyes landed on her. I feigned surprise.

Published
Categorized as Erotica