((Sorry, I was really trying to force the tags into the title. :) ))
A couple of years ago, I traveled for work pretty regularly. I would be in a different city every couple of weeks, almost always large urban centers. And on those trips, I’d sometimes (usually) post something on the local R4R hookup subreddits, seeing if I could schedule something in advance. It was pretty low-key and low urgency for me; if I had something set up, great. If not, there was always the hotel bar, right? Some cities were fantastic for me (looking at you, Boston), while others were dry. It happens.
But this trip to New York seemed especially promising on the way out. I must have written the perfect R4R prompt (on a different account, folks, no need to hunt for it) because the responses were many and on-target. There was a buffet of options to choose from, and even after accounting for flakes and the like, it felt promising.
There was one guy, though, that I really clicked with. More than just the “yeah, I could fuck him” level, but we just…really got along. Our conversation quickly moved from Reddit PMs to Discord, and I was feeling pretty good about it. A hookup with a little more substance to it? Sign me up!
Well, the day came and I finally arrived in New York. By this point, we’d already swapped pictures, and I’d sent more than a few mildly racy ones. I’m…ah…very top-heavy, let’s just say…and the topless photos were well-received. Caught an Uber to my hotel in the Meatpacking District (I swear, the jokes write themselves), and send him a message that basically said, “Hey, I’m getting settled in. Ready to grab that drink?”
His response: “Ah, shit, that’s today? Damn, I’m hanging out with a friend. How long are you in town for?”
I was…low-grade crushed, which was weird for a hookup. And it wasn’t like I didn’t have other options. But I did respond with “Three nights.” And then, a moment later, with a smirk: “You’ve TOTALLY been showing him my pics, haven’t you?”
Him: “What? No!”
Also him, a moment later: “Um…maybe? (blush emoji)
Me: “LOL, did he at least enjoy them?”
Him: “Yeah, he says he’s jealous.”
It took about five minutes of me staring at my phone before I wrote a response of, “Fuck it, bring him with.”
A little back and forth confirming I was serious, and a LONG pause where they were no doubt working out the details in their mind, and it was agreed.
About an hour later, the three of us are at a bar around the corner from my hotel. The original guy and I clicked, and once his friend got over the shellshock of the situation, he fit in just as well. Halfway through our second drink, I mentioned the hotel I was staying at, and we were on our way out the door.
I can still remember the look the concierge gave me as I walked back into the hotel with two men in tow. :D
It didn’t take long after getting into my hotel room for the action to start. I leaned into my original contact, started kissing him as he pulled at my shirt, then turned to face his friend as my clothes started coming off. Before long I was topless and kneeling in front of them, alternating between sucking and stroking, back and forth, from one to the other. All in the little foyer area of my hotel room.
We made it back to the actual bed a short while later, a little more sucking as they laid side by side on my hotel bed. Eventually, I climbed on top of the guy I had originally connected with, riding him as they both played with my tits. Switched to the other one after a bit, repeated the process, then shifted into a spitroast position. Turned out that the surprise guest was particularly fond of my blowjob skills, so he tended to stay on the front end from there out while my original hookup fucked me.
The BEST part of it for me (other than all that dick, of course) was that by the very nature of the hookup, it was much easier for them to fall into the sort of playful name-calling that I enjoy. Never quite taken too far, but a healthy dose of commentary like, “such a big-tittied slut, fucking two guys she just met.” It worked for me, very well.
It wrapped up with the guy that I had been sucking announcing that he “want[ed] to cum all over those huge fucking tits.” The original hookup agreed that this would be a good idea as well, so things finished with me laying on my back and them jerking off over me. There was no porn-movie perfect timing, exactly, but they finished within a couple of minutes of each other, at least.
Afterward, I got lightly cleaned up, and the three of us raided the mini-bar in my hotel room for another drink. Sat around naked and a little sticky, and sent them on their way.
Slept like a log, went to the office the next day still grinning.
Source: reddit.com/r/gonewildstories/comments/hl3t6q/i_flew_to_new_york_in_the_summer
Hope you come to Fairbanks some time