This is a true story that happened in a time before Covid. Everybody was well over 18 at the time this took place.
A wonderful perk of my last job was that I got to engage with a lot of vendors. I’ve heard stories about how things were back in the day with lavish expense accounts, and how things aren’t the same now. And that certainly may be true, but in my experience, there are still some vendors who really want to show clients a good time.
One of these vendors was a decent sized engineering startup that I’d built a relationship with over the previous few years. Due to them being based in California, we didn’t see each other in person very often, but when we did, it was always fun. Good food, good drinks, general revelry.
On this particular trip, the vendor, who we’ll call Austin, was going to do something like a tour of his NYC-based clients. Not a bad gig showing clients a good time and strengthening their relationship. So on Monday, I went out with my colleagues for dinner and drinks. As always, it was fun to catch up on their dime.
The next morning, in the middle of a modest hangover, Austin sent out a quick email to my colleagues thanking us for our time. He also mentioned that Tuesday and Wednesday were both going to be spent with other clients in the city (again, great gig!) but Thursday was free for any of his clients to hang out and get dinner and drinks again.
As the only one in my group without a wife and kids, this sounded great to me. However none of my co-workers were able to get another night out. But being the only person from our shop was certainly not going to stop me from having a good time, so I RSVP’d yes. He said great, and would let me know what’s up closer to the date.
Thursday rolls around and Austin tells me that it looks like it’s just going to be me and this other client of his in Queens. Yeah sure, fine with me. So I mentally prepared for that as I went about my day. However at about 4, I get another email that the dude in Queens bailed, and do I have any other folks that may want to join.
Oh shit! Brainstorm time! I quickly emailed a few colleagues about what was up. No dice, everybody was booked. Then I shot a couple messages to some customers of mine, and again nothing. And with all the people who I thought would be game unavailable, the devious part of my brain kicked into gear. Did I have any partners who may be interested in a fun night where we maaaaaybe have to bend the truth a little bit to make it work? One way to find out.
Off to texting. I tried to explain the deal as succinctly as I could via text and waited for a response. And wouldn’t you know it, Kayleigh was game. On one hand this was great, because Kayleigh is really hot and always up for a good time. But on the other hand, the back story was going to be a bit of a stretch. Kayleigh is very fashion-focused and stylish woman. She’s tall, blonde, often makes very bold makeup and clothing choices, and is kind of the opposite of the nerds that Austin is used to dealing with.
So after thinking about it for a hot second, I figured that even though she isn’t at all interested in engineering companies or anything vaguely related, she could pass for a receptionist. She laughed at the idea and said she’d roll with it. “But what if he asks me questions about your work or something like that?” “Just deflect and say how you love working with people, and then redirect the conversation.” “I’m pretty sure I can do that.” It’s worth noting here that Kayleigh has a really fun history of being a bit of a man eater, and is no stranger to bending guys to her will. Even though Austin was the vendor who put this all together, he’s still a short, overweight guy that probably isn’t immune to the charms of a tall, glamorous blonde.
And like that it was on. Dinner was going to be at a trendy/expensive steak and cocktail joint downtown. I arranged to meet Kayleigh a few blocks away, so we could arrive together. We went over the basic details of this very light con, and went in. Austin was already at the bar, and offered us shots when we arrived. I kind of chuckled and thought, that it was going to be one of those kinds of nights. :)
We didn’t stay at the bar too long though, as our table was ready shortly after. Then more drinks, and the first round of appetizers. The nature of Kayleigh’s and my relationship only came up once. And like a charm she stuck to the plan. Austin asked about her role, and she said that she got to deal with all sorts of people on every side of the business, and it was so much fun. She then put her hand on top of his, looked him in the eye and asked what he loved about his job.
I was beaming on the inside. Couldn’t have scripted it better if I tried. Any semblance of this being work-related quickly disappeared after the next round of drinks. Then the steaks came, and we all shared everything family style. The food was delicious, we all were slightly toasted, and the collective mood was excellent.
All good things must come to and end though, and it was getting to be time to head out. But even though this part of the night was winding down, Kayleigh and I were not in the mood to end the evening there. I bid farewell to Austin as he got a cab back to his hotel, and said that we’d talk tomorrow on email. After a few minutes passed, Kayleigh and I looked at each other, laughed, and started making out right in the middle of the street. The shared feeling that we got away with something was even more intoxicating than the bunch of drinks we had over dinner. I knew that this feeling was special and that we needed to stay on a related wavelength.
But how?
My gears started turning, and then I had that eureka moment.
“How do you feel about cuckqueaning?”
“I’m listening.”
Several weeks prior, I’d had a conversation with my partner Amy about the topic. She said she was game, as long as it was play that we only engaged in from time to time. And while cuckqueaning is something that I enjoy, it just doesn’t come up that often. However, tonight seemed kind of perfect for it, and her condo was only about fifteen blocks from where we were.
So I texted Amy and told her I’d be coming over with my friend, and that we would fuck the living shit out of each other while she could only watch. And that prior to our arrival, she should put satin sheets that I knew she had on the bed, leave the front door unlocked, and be sitting in the chair on the opposite side of the room. I was later told that this series of texts made her wetter than any text she’d received in her life.
Then I explained what was up to Kayleigh. That Amy would watch, but not touch. And if she wanted to engage in a bit of humiliation/degradation play, it would be encouraged. She just smiled and asked how many blocks away is her place was.
The walk over was a blur. We’d been chatty for the entire night, but spent most of it just holding hands and smiling. Kayleigh asked a couple logistical questions. Yes I have condoms. Yes Amy has toys. Yes this is really happening.
When we arrived, I rang her apartment and was quickly buzzed in. For good measure we made out in the elevator on the way up, and I just had to grab her ass while we did.
As instructed, the door was unlocked, and after we came in and took our shoes off, we found Amy naked on her chair with a large stainless steel Njoy dildo. She had good taste in toys. And like she was on cue, Kayleigh said, “That’s a nice toy. Too bad it’s the only thing that’s going to be in your pussy tonight, because this,” she grabs my cock through my pants at this point “is allll miiiiine.” I almost came right there. Amy grunted approval. It was on.
From there we went at it. Hard. The entire night felt like it had been foreplay that was leading up to this. I grabbed Kayleigh and tossed her on the dark blue satin sheets. I’d been on these sheets before, and they felt amazing. I pounced on her as my tongue attacked. Hers parried. Back and forth. I grabbed her hair, put my other hand on her throat and told her how fucking hot she was. She said that no, I was the fucking hot one and that I was all hers. So I pushed my hand harder on her neck, which caused her eyes to roll back in her head. Somewhere in the background, Amy approved.
Kayleigh has small, perky breasts with piercings. I decided that I really needed them in my mouth, and got her out of her dress only to find black panties and no bra. Cheeky. And again I attacked. Kayleigh threw her head back and moaned in enjoyment. “I love your fucking tits. They’re so fucking adorable. You don’t even need a bra.” I knew that Amy was self-conscious about hers, and this type of play was something we engaged in previously.
Then I hear her from the chair, “Ugh fuck they’re so nice.” “Yeah, and they’re all mine.” And then I angle my body to obscure Amy’s view. I wanted her to crane her neck and work to see what I was doing. Then more licking, sucking and biting of Kayleigh’s little pink nipples. Rolling the piercings around my tongue is always fun, and something that I keyed in on.
This continued for a little bit, and I knew that Kayleigh was extremely wet, I was insanely hard, and Amy was probably losing her mind. I peeled off Kayleigh’s panties, which were really getting in the way at this point, and shed my clothes as well. And right about then another idea sprang to mind.
“Amy, go get the coconut oil from your kitchen.”
“What?”
“Coconut oil. Go get it.”
…
It snapped her out of the daze she was in, but she dutifully retrieved it from the kitchen.
“Put it beside the bed. Good girl. Now go sit in your chair and watch this.”
I took a bunch of coconut oil and spread it all over Kayleigh’s naked body as she sat on the bed. Neck to knees. She then did the same to me. We were glistening. The slick feeling was amazing, so pressed our bodies together hard and made out more. I knew that this would make our bodies almost glow in the low lighting coming from the lamp, and give the added bonus of reducing friction as we rolled around together. If you don’t mind a bit of cleanup, I suggest trying it sometime.
After not too long, we absolutely needed to get to the fucking. Kayleigh procured a condom, polyurethane for her pleasure and safety, and rolled it on. “God I can’t wait until you fuck the shit out of me.” “What are you waiting for then?” And like that I flipped Kayleigh on her back, held her wrists down, and plowed straight into her. All at once until I hit her cervix. “Fuuuuck, I always forget how fucking big you are.” “And I forget how wet you get for me.”
I really let her have it too. Fucked her hard from stroke one. I peeked over, and saw that Any was going to town with her Njoy. She had the 11″ model and it looked to be mostly, if not completely inside her when she thrust it. Damn. “You better fuck yourself good with that thing, because it’s all you’re getting tonight.” “Oh I know papi, I was a bad girl.” That was new, but whatever, crazy shit gets said when you’re in the heat of the moment.
Kayleigh is absolutely loving it and letting loose a stream of obscenities mostly about how I’m giving it to her. Holy shit it’s so fucking hard. Damn that cock feels fucking amazing. Fuck me baby yeah. I needed to cool down a minute so that I wouldn’t cum, because I absolutely needed more of this.
So we flipped and she started riding me. I knew this was her favorite position and would get her off. Amy really liked the view too, and she picked up the intensity, and then all of a sudden let out a “HOLY FUCK” and squirted all over the floor next to her chair. God damn. This only inspired Kayleigh to fuck me harder, and it wasn’t too long before she gushed all over me too.
At this point, Kayleigh and I were covered in oil, sweat, cum and I guess more cum, as we transitioned into doggy style. We positioned ourselves sideways on the bed, which would give Amy a good look, who was still going at it, bless her heart. I put my hands on her hips and thrust in until I hit her cervix. Then out. I repeated this while occasionally pulling her hair, or smacking her ass. Not gently either, I really let Kayleigh have it, as I knew she could take it. And she loved every minute.
It wasn’t too long before I felt my impending orgasm. At this point it was inevitable. So I sped up the pace. Fucking that wet, wet pussy as hard as I possibly could. Telling Kayleigh what a fucking slut she was, and how she’s addicted to cock. I put one hand on the small of her back and pushed down, as I wanted her ass angled up at me while I fucked her. Not long after that, I fucking erupted and added a loud growl. I felt like a god. I wanted to pump every last ounce into that condom as I ground it into her cervix. And then I promptly collapsed in a heap on top of Kayleigh.
After we all caught our breath, Amy came over and said that we were fucking unbelievable and that we could come over and fuck in her bed whenever we wanted. Kayleigh and I gave a weary laugh. I removed the condom that’s never as full as I think it’s going to be, and tossed it in the trash.
We all wind down, and then Kayleigh and I took turns in the shower. She went first, which gave me time to touch base with Amy. She reiterated that she thought we were amazing and had so much fun, and that this was a totally unexpected and welcome surprise. I was glad that she enjoyed herself, because I certainly know that I did.
Eventually I showered, and then Kayleigh and I got out of there. She was headed uptown and I was going back to Brooklyn, and so it was time to part ways.
“That was so amazing, thank you.”
“It wouldn’t have happened without you.”
Then we hugged, gave each other an inappropriately long kiss, and went our separate ways.
Kayleigh and I never fucked again on Amy’s bed unfortunately. but I’m sure we’ll both remember the time we did.
Source: reddit.com/r/gonewildstories/comments/mr5hzf/mff_only_in_new_york
What a magical night!!
This was great to read!! Loved it