[M]y [F]iancé waitresses her Bull’s poker night. Twist: bull’s friend don’t know who she is and it gets out of hand (cuck, group, exhibitionism, old/young) (Part 1)

This is a true story from late September 2020 that we’re sharing now for posterity’s sake and with the consent of all involved.

*TLDR: I share my fiancé with an older bull. She decides to pretend to be a hired “waitress” for his poker night, all dressed up in lingerie etc without the friends knowing their relationship. She ends up getting more than she bargained for and we all discover new kinks. Win win win :)*

​

Quick background: My fiancé (27F) and I (31M) recently moved from San Francisco to a suburban area thanks to COVID. We’re both in tech and can work remotely. COVID stir-craziness + horniess + boredom = us fucking like we were in college again. This led to drunken talks about our fantasies, and ultimately her desire to be shared with an older guy. It’s a story for another post, but what started as a one off MFM has evolved into a semi exclusive and ongoing stag / vixen thing between her and this older bull John.

Rachel (not her real name) is 27, 5’4”, 110 pounds, short blonde hair, and nicely shaped B cups. She’s the definition of a “lady in the street and freak in the sheets”… She has a great job, is very type A, career gal type of girl, but when she gets turned on a switch just flips. She has a strong exhibitionist streak, loves rough sex, and loves older guys. We have the smallest age gap of any of her relationships (something I’ve always been a bit insecure about I guess).

John is 54 and probably 6’3” and 240, in good shape, with a bald head and graying mustache. He’s divorced and lives alone in an upscale neighborhood about 45 minutes from us. He’s a vet, retired early from a successful career, and now spends his time fishing, hunting, and working on antique cars. He’s almost a caricature of an older “manly man”, which is probably why we’re comfortable with him and why she loves fucking him so much.

We started playing with him in May 2020. It was supposed to be a one off MFM, but like I said we all hit it off so well personally and sexually that we got together again, and again, and just made it a regular thing. Most often he’ll come over once or twice a week after dinner, have a few beers with us, and we’ll take turns fucking Rachel. Sometimes we’ll fuck her together, sometimes they’ll fuck and I’ll watch, and recently they’ve started fucking alone. He’s been greater at helping us explore and expand our boundaries in a respectful way.

After a particularly fun session, we all sat in bed, passing a joint around, with Rachel between us with our cum leaking from her pussy (we’re all tested, John had a vasectomy). We’re making plans to meet again and John mentions he’s busy Thursday because he’s hosting a poker game. It used to be a monthly one with some buddies, but has been put off for several months because of COVID. They all got COVID tested recently and have decided to get together at John’s house. It’s a bunch of guys similar to John: mainly older, successful, retired, divorced.

I don’t know if it was the afterglow from a fun threesome, the weed, or what, but almost immediately as John describes this Rachel gets a twinkle in her eye. She suggests that since this is their first game in a while, John should make it extra special. She says he should hire a waitress to greet the guys, get them drinks, light their cigars, etc. John sounds mildly intrigued before Rachel lets the other shoe drop: she says she should be the waitress.

Before John or I have time to process this she jumps up from the bed, jizz spilling down her leg and runs to the closet. I see the confused look on John’s face, but the wheels are definitely turning. A minute later Rachel bounds out of the closet with an armful of lingerie, much of which is expensive stuff John has bought her over the last months (think Fredericks of Hollywood, French stuff).

She starts modeling the different pieces, holding the hangers up to her perfect and naked body, talking excitedly about how she can pretend to be a grad student or waitress trying to make some extra money, how she can be super professional etc etc.

I can see John is equal parts intrigued and conflicted. He’s divorced but is still pretty well known in the community. He has two daughters not much younger than Rachel. 2 of the guys in his poker game are college buddies. And in any case certainly none of his friends know he drives to the next town over every couple days to fuck a 20 something year old girl senseless in front of her fiancé.

John says he’ll think about it and ends up leaving that night. Rachel sulks for most of the next day (Monday) but once we’ve sobered up from the weed and the sex, we realize it probably isn’t a good idea anyway. She can’t even articulate what she expected to happen. We don’t hear anything from John all of Monday, and are making lunch Tuesday when we get a Kik from him:

​

>
“The game starts 5pm Thursday. You know my address. You will arrive at 3pm sharp to prepare.
>
>You will arrive freshly showered, with your nails, toes, makeup, and hair done. You will be fully waxed (not just shaven).
>
>You will wear stockings, high heels, easily and separately removable pieces, and crotchless underwear. Short skirt, white buttoned shirt tied above your tummy. Hair in pony tails. Wear that under a coat when you arrive.
>
>Mike will drop you off and wait around the corner in the car until you’re done. However, he will be able to watch the party on my Nest cameras.”

​

Rachel and I look at each other, a mix of excitement, confusion, and trepidation welling up in both of us. This is definitely not what we were expecting when John left on Sunday.

Our relationship had also been more of a stag / vixen one until now, where Rachel and John and I would play together, but it was more mutual fun. We had discussed exploring cuckolding and a more aggressive Dom / sub relationship between John and Rachel, but John seemed to be putting a lot out on the table at once.

I glance out the window, feeling myself getting hard at the same time as I feel the pit growing in my stomach. What was John expecting to even happen? No one else knows his relationship to us, and these are his “vanilla” friends, so he wouldn’t want to let them do anything with Rachel. Right? I don’t know. And what if some of them recognize her? We live far ish away and don’t have much social overlap but still…

My mind is running in circles with these questions as I hear Rachel say, “Well, I need to make some salon appointments for tomorrow…”

​

Working on part 2, stay tuned :)

Source: reddit.com/r/gonewildstories/comments/ji228l/my_fiancé_waitresses_her_bulls_poker_night_twist