I travel a lot for work and have had a lot of fun while on the road, but this story is definitely my wildest experience so far. On a recent trip I matched on Tinder with a woman we’ll call “Sharon.” The convo was typical at first: Where you from? What do you do? What brings you to town? etc. After messaging for a while things took a more direct turn when she asked about my kinks and we delved into that conversation. Things progressed to overt sexting, when I get a message from her asking when I’d be free for drinks and this pic: https://redgifs.com/watch/wingedinternationalaustrianpinscher
Turns out my schedule just completely opened up! We set a date for the next day and planned to meet for happy hour drinks. I arrive and find her at the bar in a tiny black dress. But, she’s not alone. There’s another woman with her, also in a tiny black dress. She’s older, shorter, and thicker than Sharon. Her dress hugs her curves perfectly. They both look stunning. I assume she’s a friend Sharon brought along as an exit strategy in case I was a psycho.
But as I settle in next to them, she introduces her as her wife “Nina”. At this point my mind is already wandering away to where this could be going. I don’t have to wonder long before they fill me in on their real intentions: They’ve been looking for a guy to help them fulfill a fantasy and if I play my cards right, I may be the lucky winner. After a few drinks they lay it on me: Their fantasy is that Sharon wants to “catch” her wife Nina with a guy and then “get revenge” by fucking him in front of Nina and make her watch. And film it.
My now rock hard dick is already painfully pushing against my pants and growing harder by the second. Nina is staring at me like I’m a filet mignon. A few more drinks. Inhibitions are loosening. We’re laughing and trading raunchy stories. Then Sharon excuses herself to the bathroom. Nina continues that stare, I return her gaze and we say nothing for beat.
Nina purrs “we should get out of here. “ I start to say: “maybe we should wait for…” and then she grabs my still noticeable bulge, looks me right in the eyes and says “now.”
I don’t need to be told twice, we head downstairs to grab a cab. In the back of the cab, she frees my aching cock from my pants and obscured in the darkness of the backseat is bobbing up and down on it during the short ride to my hotel. Once there we immediately attack each other. In seconds I’m sliding into her tight pussy with her legs on my shoulders. We’re so engulfed in the moment we don’t even notice Sharon enter the room.
I’m pounding away at Nina, her moans start to reach a crescendo. She’s going to cum soon, I can feel her pussy tightening around me as her orgasm builds:
Right before she reaches the edge we hear Sharon say “Omg I knew it, Nina I can’t believe you!” I freeze mid stroke. I panic for a moment, completely forgetting the role play 😂. Sharon walks over and pulls me out of Nina and says “This slut doesn’t get to cum tonight.” She pulls her wife off the bed by her hair and over to a chair where she proceeds to handcuff Nina’s hands behind her back. She walks back over to the bed, pulls the condom off and in one motion deepthroats as much of me as she can.
The whole time she’s sucking my dick she’s talking shit to her wife about how she’s going to have to watch every second of her fucking me. And that she could have joined if she wasn’t such a whore and had behaved. It’s driving Nina nuts. Her face is a mixture of desire and frustration. With her hands cuffed, she can’t even masterbate while watching and has just been left to sit in the frustration of an almost-orgasm.
Sharon tells me to sit at the edge of the bed, turns around to face her wife and sinks her incredibly tight pussy on me: https://redgifs.com/watch/farflungnippyborzoi
She could barely take me at first, it was a stretch. She felt so good. She rode me hard and deep like this until she came really hard screaming “oh fuck, oh fuck, oh fuck, oh fuck.” I gave her a moment to recover and then it was my turn to take over. I flipped her over and started fucking her hard with her legs pushed back:
She came loudly again in quick succession and breathed “your turn now.” I turn her over into doggy, she grabs my phone which has been recording and puts it under us for this incredible view:
My balls are starting to tighten, my dick is swelling. I’m desperate to cum. I growl at her that I’m getting close. She says “fuck me harder, use me til you explode, I want all of it” I wrap my hands around her neck while I go into overdrive: https://redgifs.com/watch/crookedproductivegazelle
The only sounds are her moans and my full balls slapping against her. She starts to roll into a powerful third orgasm and her pussy clamps down on me like a vice grip, I almost cum immediately.
She reaches under us and grabs my balls, moaning “cum for me.” The magic words. I tell her I’m going to explode but she says “No! I need to taste you.” She turns around, rips off the condom and buries my throbbing cock in her mouth as I shoot at least six ropes right down her throat. She moans as she swallows every drop:
We both collapse on the bed completely spent. What. a. ride. We head down to the hotel bar for one more drink and part ways there. The next morning I’m killing time before my flight when I get a video from Sharon of her finally letting Nina cum as she licked her into a squirting, moaning, mess. It was accompanied by the message “she’s all thirsty now, think you help her out?
I still had a few hours left before I had to leave. Fuck it. I tell her to send her over and I’ll make sure she’s taken care of. Nina came over and drained me dry:
https://redgifs.com/watch/totalfarharlequinbug
Best work trip ever.