Tag: Group

I accidentally took my girlfriend’s sister’s virginity [MF]

Tl;dr – fucked my girlfriend’s sister on her 18th birthday

Girlfriend – Riley

Sister – Claire

In all honesty I always felt some sexual tension between her sister and I, but obviously that’s wrong – who fucks their girlfriend’s sister?

When we’d shop with her family, she’d always ask me to go to another store with her, zip up her dress, see her in the outfit. She always made a point to have my attention. She’s one of those hyper-fem bi types and she knows it turns me on. The fishnets, the skirts, the tight shirts and high tops.

But I always knew it would never happen.

One night we were celebrating Claire’s 18th birthday. We played games, drank a bit, watched a movie as a group. As her friends started to leave, Riley and I were getting frisky under a blanket, teasing each other. Before long we couldn’t take it and she grabbed my arm and announced to the room we were getting some sleep.

As soon as her door latches we’re making out and both get naked. Petite and pretty thin all around, Riley was the less endowed of the two physically. After some time exploring each other’s bodies, we decided to try blindfolds again. She tied me up and covered my eyes. Read more »

The Auction of White Prison Bitches (non-con, d/s, interracial, snuff)

John Allen, a wiry black convict in his thirties better known to the inmates by his nickname Mississippi woke up in his cell at first light. He was as excited as a kid at Christmas time when thinking about the event that was coming up today in a hidden store room just off the prison yard. He reached up to his cell’s bookshelf and grabbed his library borrowed copy of a book on the tactics and history of the black slave trade. It was a subject that had always interested and angered him, and he expected that the event he was so excited for would go a long way towards alleviating some of that anger.

He was of course looking forward to the auction of young white boys, fresh off the bus from county jails all over the state. The word on the prison yard was that there would be five or six new white boys to choose from. And to add to the excitement, only the first 20 black men into the room would be allowed to bid. Mississippi had been saving his money for months, foregoing his second greatest pleasure in prison, twix candy bars in order to outbid any of the other cons for the first white boy that caught his eye. Read more »

The Challenge part 1

Cecilia sat at the kitchen table, browsing away on her phone as she waits for her older sister and caretaker, Britney, to finish cooking breakfast.

Her older brother, Sam, sat across the table from her on his own phone. Cecilia smiled a little as she discreetly watched him, playing around with her neck length hair that was dyed platinum with other multi colord highlights. Her tank top and short shorts that service as her pajamas hugged her body tightly and showed off her average but perky breast.

Brittany shut off the stove and took off her apron, revealing her much larger tits that were noticeable even under her shirt. She left the kitchen to let Sam and Cecilia service themselves.

Cecilia watch her leave and immediately set her phone down, lifting her socked foot up onto Sam’s lap.

“Really? Now, while she’s still here.” Sam gives her a questionable look as she starts to massage his crotch with her foot.

“It’ll be fine, she’s just going to masturbate in her bathroom for 20 minutes. We have the time.” Cecilia stated as she stands up and leans across the table, Sam also standing up and meeting her half way, kissing each other as Cecilia’s hands wrap around Sam. Read more »

My wife [F34] and I [M35] hosted a mixer that turned into a fun after-party Part 1 [Group]

There’s something special about organizing a party and everyone having a great time that makes all the effort that much more fulfilling. We’re now a mid-30s couple who used to organize swinger meet ups in the city back in our late 20s.

We have changed all the names for privacy reasons.

My wife (Lillie) and I started swinging four to five years ago. Group sex was my fantasy but Lillie was open to the experience as we talked about it more. I’m 6’1, dark hair with an athletic build from years of playing club soccer. Lillie has shoulder length blonde hair, athletic body from being a dancer, all the right curves and an amazing ass. She had the type of ass that it was impossible to last more than 5 minutes fucking her from behind. She’s also intoxicating when she’s in a group. People gravitate towards her, she’s hilarious and she’s the most amazing, beautiful person I know. I may be slightly biased.

When we started swinging, we made rookie mistakes, developed our own rules, identified red flags in couples to avoid and ultimately developed our best way to communicate to make this work. We started by exploring different scenarios, dinners, drinks and meeting up with other couples one on one. Those were hit and miss. Read more »

How my boss[M] made me into a cuck [M][cuck]

Me (45) and my boss (39) became very close friends on the numerous business trips we would have to take together! After a full day of meetings we would usually hit a bar and have a couple beers. My boss is a very attractive fit and professional man who would always have womens attention. I would usually take the uglier out of the group to my hotel room my boss would always have the hottest one! I was married while my boss was single so i expected for him to stay quiet which he always was.

After a couple business trip, we ended up having a 3 sum with a girl from another business we dealt with! When he whipped out his big cock i felt super insecure over the fact that his cock was probably close 9 inches while mine was only 4inches

After she left still both naked in the same room! We ended up watching porn and jerking off together! I had never jerked off in front of another man and i liked it! He would show me pictures of women he fucked and we would talk and jerk! I was fun! He asked about my wife(41) but i was uncomfortable showing her while we jerked off! And he respected that! Read more »

After [M]y hotwife-[F]riend’s night out with the girls…

I like to be objectified by women. That’s part of the reason I love being a 3rd for hotwives, and also why I love the idea of stripping for a group of women.

Yes, sex with an emotional connection is great. I do agree. But sex when someone just wants you to get them off is fucking hot too.

That’s the role I played in an ongoing hotwife relationship with a married woman a few years ago. We met on Craigslist when the husband reached out. After a few days of chatting they ended up coming to my hotel and we had an incredible MFM 3some that ended with her cumming on my cock and I came insider her from behind, and he came in her mouth. Yup, all 3 of us came at the same time.

After having such a great time he approached me about playing solo with her, and who would say no to that. So whenever I was in town we would arrange a date. It was purely sex, that all she wanted from me. She’d come to my hotel, and we’d get right down to it. Once I even answered the door naked and hard for her, much to the surprise of the other person walking past (I had told her I was going to do it, and she played a little joke on me by waiting until someone was coming down the hallway too. Timed it perfectly. She got fucked hard as payback that night). Read more »

[Group] Our first date with M and L

We had an amazing past week of hooking up with one other couple. We had been chatting with this couple who I will call M (husband) and L (wife) for a while now but hadn’t been able to get together due to conflicting schedules.

We finally got together on Wednesday at a Jazz bar which turned out to not be the best location for a first date as we could barely hear each other. My wife is quite tall (5’10”) and loves to wear heels too, though she didn’t for this date because she knew they were a shorter couple and wanted them to feel comfortable. We chose the jazz bar because my wife loves getting dressed up and it was a nice break from the casual-nice we dress for when meeting at breweries. They showed up both dressed to the 9’s in all black and I knew before my greeting hug was over with the wife that I wanted to sleep with her.
We had to lean in towards each other to talk which made some really intimate conversation between the L and I at the table, where our hands ended up rubbing each other’s legs. We both talked later that we were ab it concerned if it was all going to work out between my wife and M because they didn’t have the initial spark that L and I had. I love that anticipation of the date. Not knowing if anything was going to happen, while also feeling the chemistry with the other partner, fills me with electricity. Read more »

[MF] My [M36] Group Sex Experience with two hotwives [F45] and [F30] at a sex club

A while back I posted about my first [**experience with a hotwife/cuckold at a local sex club**](https://www.reddit.com/r/gonewildstories/comments/syugnj/mf_my_m35_first_time_visiting_a_sex_club_and_i/). Since that incident, I got hooked to the idea of visiting sex clubs. The chance to meet open-minded hotwives and open-minded women was turn-on. So I started frequenting the club frequently whenever they had a night for single-men.

One such Sunday turned out to be one of the most memorable experiences of my life.

*There are a few characters in this story. To protect everyone’s privacy I will not reveal the location or anyone’s real name. So here goes.*

This story might come across as fiction, but every detail of this story is true. I am glad I was able to remember each vivid detail. If you choose not to believe it, I understand. But I really wish I can make all this up in my imagination.

Also, note that this happened pre-COVID. I think since then this particular sex club never opened. At Least not yet.

Anyways.. Here goes the story. Read more »

[MFM] Couples Night- Round 3

Hi all, this is the continuation of a story I posted on here last [week](https://www.reddit.com/r/gonewildstories/comments/tbv78i/group_couples_night_round_2/), and part of the “Best Vacation Ever” [series](https://www.reddit.com/r/gonewildstories/comments/s5o9ck/mf_best_vacation_ever_part_1_nude_beach/). Descriptions can be found on earlier parts but I’ve linked in some celeb comparisons for Kate and Em for you all this time around. Hope you all enjoy!

The next morning rolls around, as the sound of soft rain can be heard from outside of our airbnb. Me and Brian both woke up first around 7am, and decided to go for a quick jog while the wives slept in. We made our way over to a coffee shop close by afterwards to grab some coffee and fresh pastries to bring back to the place. Along the way, we laughed and joked about what happened the night before. We both had these huge smiles on our faces. For me personally, the first few weeks of 2022 has been surreal. It felt like everything me and my wife has worked towards and strived for in the past few years, has culminated to this point. I was so proud and happy of [Kate](https://www.reddit.com/r/JamieChung/comments/t9klhu/beautiful/), to see her grow and become more confident with herself sexually (and judging from some of the comments and messages we’ve received, I think some of you have also enjoyed her progression so far!). It was also extremely nice to share part of this journey with one of my best friends, and his super hot [girlfriend](https://www.reddit.com/r/FitAndNatural/comments/pjc8y7/australian_track_athlete_tayla_paige_billington/)! The so called cherry on top! As we made our way back to the house, We joked about what we could expect as an encore for tonight. Read more »

Why choose between a bridesmaid and the best man when you can have both? [FM]

So a friend from college got married a few years ago, which ended up bringing together a bunch of our old group that doesn’t see each other often anymore. Back in the day, one of the bridesmaids and I hooked up a few times. We were both pretty wild, just sort of figuring out what we liked sexually. We never dated or anything, just messed around.

So the night before the wedding, we all ended up getting pretty drunk, and she and I ended up being two of the last people still at the hotel bar, just reminiscing about funny stories and all the crazy stuff we used to do. Long story short, we ended up making out at the bar and then she came back to my room and stayed the night. She pulled my tits out the second we got to the room and started sucking on them and fingering me, it was sexy as hell. We’re both bi, but she mostly dates women while I mostly date and hook up with guys these days. We had a lot of fun playing around in college, but holy shit has she gotten good at eating pussy since the last time I saw her. It was honestly the most fun I’ve had in awhile. We showered together the next morning, still kind of hungover. I fingered her one more time in the shower before she had to leave for hair, makeup, pictures and all that. Read more »