[F4M] a girls holiday goes wrong
Disclaimer - this idea is based in fantasy, and all characters are fictional.
There are elements of drunk sex, dubious consent and what I'll call greymail (ok, ok... it's blackmail but make it fun and a game)
If none of that puts you off... Come on in.
It had meant to be a chilled day. They had spent the first two nights of their 10 night girly holiday on this Mediterranean island resort out in the local party town, and the five of them decided today they could probably use a break. They weren't young anymore, all in their mid to late thirties, so two nights in a row had damn near killed them but the heat and prospect of a day sunbathing had dragged them out, feeling slightly tender, to the pool at around 10am.
Despite the intention to take it easy, the all inclusive bar was too tempting, and the ladies soon had cocktails in hand, chatting away, an occasional dip in the pool, and then back to the bar to refill.
By 2pm they were all admittedly way more drunk than any of them had imagined when they woke up that morning. That's when the guys arrived. A group of early twenties graduate finance types, more money than sense and probably coked up.
But, they seemed harmless enough and delighted in having some, as they put it "lovely milfs" to flirt and banter with.
By 3pm two of the girls, Rach and Emma, had decided enough was enough and gone back to their room to get some more sleep, Lisa had gone to find some food and Liz to find a shop for some supplies for the group.
That left Amy alone by the pool, still trying to catch some sun when her new "friends" would leave her alone for five minutes. They did keep fetching cocktails for her which saved her having to get up. She had been wary of them slipping something in so she had been carefully watching, and the barman was also quite obviously making sure.
By 4, the lads were all sat around her, making no secret of oggling her curvy mombod in the one piece swimsuit she was wearing. They couldn't stop talking about the fancy villa they were staying in, right at the top of the resort. The views, a pool of their own. They asked if she wanted to see it. She knew that wasn't a good idea... And at first she batted them off but before too long she was agreeing. They were so nice, making her feel sexy, hot, attractive. She kept asking herself what she was doing, she had a husband and kids at home, but then again, she was away and wanted to enjoy herself. She'd never see these guys again..
One of the guys seemed to take a particular shine to Amy. More drinks at the villa, flirting led to playful kissing, led to her in his room. She had a moment of clarity as he threw her down on the bed. Giggling, she looked up at him "I CANT!" She said "I'm married!" Lifting her ring hand and pointing to the ring.
He wasn't missing his shot. He didn't say a word, just smirked as he parted her legs and pulled the crotch of her swimsuit aside, his head disappearing between her thighs. She knew this was the last chance to stop this, but she didn't. He'd gotten her worked up now, and he was about to put his tongue to use. Within seconds of his mouth hitting her aching pussy her legs were wrapped around his head, any thought of stopping completely gone.
It felt so good, he really knew how to please her and she let him, groaning and shaking, giggling as he took her to places she hadn't been in a long time. When he knew he had her, he lifted his head up and beamed "wanna show me how a Milf rides cock, Amy?" And she couldn't resist.
She was on top of him and in ecstasy as she rode him towards orgasm, eyes closed, her moans coming to a crescendo, she didn't see the second guy creep into the room, holding her phone, recording her as she came hard on a strangers cock.
"Did you get it?" The guy under Amy asked, and for a moment all hell broke loose.
"What the fuck, don't you DARE" She screamed
"Don't worry" the guy holding her phone, showing her the video "it was hot, I thought you'd like a memento of your holiday... Would be a shame if your husband got sent it though wouldn't it..."
"Don't you fucking dare!" She repeated.
"Well, looks like you're going to have to make it worth our while then, doesn't it" the guy under her grinned. "You can start by giving all of us one of those lovely pony rides, slut wife "
......
So, as long as we keep things from getting violent, toilet related or anything else wildly extreme, id love to play out this from here.
Happy for Amy to have to get her friends involved to keep the guys sweet, or just do the job herself...
Let me know if this floats your boat.
A
Posted Feb 7, 2026, 11:08 PM UTC