I went to New York to visit a buddy, but also to really experience the city for the first time. I had been briefly for a work trip but this would be for a whole eight days. We did a lot of things during my second trip, it was really great, but it’s also such an amazing city that it seems like you could spend a lifetime trying to experience the whole thing.
My buddy tried to set me up with two different chicks, both failed spectacularly, but it was entertaining enough for both me and him. During the entire time I was out there, though, I kept my Bumble open. I really have no idea why I had it open, I think I convinced myself having it open in New York would make it seem like I was a new kid in town when I got home, and their algorithm would send me to the front of the line (the same thing I’m sure every dude thinks to himself).
I matched with a decent amount of girls, but nothing amounted to anything and most people were pretty dismissive since I was just visiting, until I matched with her. She was a petite asian girl with a cute face, in pretty good shape and a nice smile. She wasn’t curvy but her tits and ass fit her body really well. I thought she was really cute. We hit it off really well conversing, and she seemed pretty interested. One night we were texting while I was on the Subway with my friend going back into town. I was just drunk enough, and she was just finally forward enough.
“I really do find you attractive” -she said
“Fuck” was the best I could drunkenly muster, but it seemed like she made herself perfectly clear to me.
“Something I said? ?” She coyly replied.
We began so solidify plans that might work for meeting in person before things got really direct.
“Do you shave?” – I asked her
“Yes”
“I wanna go down on you”
“Perfect – that’s my favorite way to cum.”
We send some dirty pics, me shirtless, my best cock pic (LOL) and her of her cute, tight ass. She drove me nuts with asking “How much of your cock do you think you can fit into my mouth?” – I felt like I had won the lottery with how dirty this girl was willing to be so quickly, especially considering her profile said she was looking for a relationship.
We made tentative plans for the next night. In the meantime, went to a Yankees game and cooked my friends a thank you dinner for having me, as I was leaving the next day. As Saturday night got later, I thought things might fall through, as she had a commitment that might have kept her later and it was far from the city. My buddy and I went to have a drink at a bar right next to the subway station to both kill some time and calm my nerves. One or two drinks in and she texts me that she’s about five minutes away from the bar we agreed to meet at. I pay the check and run up the stairs to the platform just as the train is pulling up. Perfect timing and my last fare on my MTA card as well. The ride took about 10 minutes, I hurriedly jaywalk across a few streets and down some alleys and into the bar’s front door. It was relatively busy with a noisy table right where she was.
She looked great, with a red sundress that flattered her figure perfectly. She stood up and we hugged, I just wanted some whiskey since my stomach wasn’t super excited about running four blocks to make it within a reasonable time. We made pleasant enough conversation, I called her on saying she wants a relationship but being so dirty with me. “A girl can’t have some fun while she’s looking for a relationship?” Finally, after about twenty minutes, there was enough of a pause and I was feeling good enough about the situation. “So you wanna get out of here?” – She smiled and nodded. I was in such a hurry I eventually walked back to the hostess stand to let them know I wanted to pay. We close the bill and both stand up, and I wanted to see if what was going on over our text was just as real as what would happen in person. I slid my hand against the small of her back, lean in and give her a deep kiss. She pushed her lips back against me in a way that made me realize our physical chemistry would match everything we had built up to this point, and got quite excited. We walk back to her apartment she shared with her parents, who happened to be out of town. It had a doorman and everything, which kind of blew away this hayseed.
As we walked down the hall to her place, I let her know I forgot to bring condoms in my hurry, which she assured me she had some. As soon as the door shut, our hands were all over each other. We were making out with sloppy tongue and groping each other like animals. My cock was throbbing in my jeans and I finally step back from her to pull it out, she drops to her knees without missing a beat and takes it into her mouth. After a few long, perfect sucks, I realize the absurdity of getting started in the middle of her entryway, and suggest we head somewhere else. To my surprise, she didn’t suggest her bedroom, but the couch in the front room, not that I protested. I push my cock back in my pants and we make our way there and I push her to the couch, drop to my knees and slide her panties off. I wanted a taste. She tasted great but it wasn’t soon after that my cock was throbbing against my jeans again. She was definitely enjoying herself, moaning and whimpering, but I needed to be inside her. I stand up, pull my jeans down and re-release my cock, slide a condom on and drop to one knee to line up our hips. I slid right in and it felt amazing. The angle was a bit awkward, she was so petite and I was so worked up, I just picked her up from the couch and fucked her as I held her up. As fun as it is to throw a girl around, that became awkward too, and I began to lower myself onto the couch while still inside her. I thought she would follow my lead and go to her knees on the couch, but she perfectly raised her feet and lowered her pussy down to the hilt of my cock. It was too good, and I tensed and came immediately. I held her on top of me and we caught our breath until she dismounted. We then made our way to her bedroom and had a chuckle about how both my pants still around my ankles and my boots still on my feet.
We head back to her bed and make some pillow talk. I ask her about her previous relationships, which she asks in jest, “Isn’t this third date conversation?”. It wasn’t long until we were making out again and I wanted to go down on her for a good run. I kiss down her body and finally make my way to her pussy and clit. Anytime I eat a girl out, her clit is what I mostly focus on, continuous rhythm and pressure on her it, licking up and down with some rapidity. It wasn’t long until her legs were shaking. Her response was so hot but I wanted to be sure I got her off so I kept working. By the time I was done she was limp on the bed out of exhaustion. I wiped her cum from my face and laid back down but we were soon back to it, 69ing. I was happy to eat her pussy again of course, I just wasn’t expecting her to work my cock so well with her mouth. Her rhythm and how far she was getting down my shaft just perfectly worked in terms of pumping away at me, and I was going to blow so quickly. I stopped eating her out and kissed her thighs as I tried to control my breathing and fight back an orgasm. Finally, I had to tap out, I didn’t want to finish that quickly and she was too damn good, plus I wasn’t sure what her level of enthusiasm was with partners cumming in her mouth. I had her dismount my face and she sat next to me on the bed, hands all over my cock. She went between stroking and sucking me, but I encouraged her to keep going with her hands as it felt great and again, wasn’t sure where she wanted me to cum. She built me up more and more until I arched my back and practically passed out from how hard I came. I lied there in a daze, and watched with half-open eyes take her cum soaked fingers and suck them all enthusiastically. It was so filthy to me, I’ll never forget that image.
It was getting pretty late, but we had another round of mediocre doggy on account of my cock being worn out and not getting as hard as I would like, and finally her on top. She rolled the condom on my cock for me. I love the feeling of a girl’s fingertips sliding down my shaft as she wraps me up in a rubber. Then she slowly mounts me and glides back down my shaft. “You’re huge” she whispered, as she got all the way down and started grinding her clit on me. I have no idea if she nor I came again, but I always get great feedback from partners when they’re on top, they get the clitoral stimulation they want and I can be deep inside them when they do it.
As much as I didn’t want to go, it was about 3 am, and we had been fucking for 3-4 hours. I’m sure I was drained of every drop of cum I had at that point anyway. She began to put a fresh pair of panties on when I stopped her, took them, and put them in my pocket. Might have been the best souvenir I took on the trip. She kissed me goodbye and I found my way back to the lobby, past the doorman in my own walk of shame that I’m sure he’s far too familiar with. I get to the subway platform but had a long wait. There was the type of crowd you’d expect on the subway at 3am on a saturday, a guy playing some latin music that looked like he got off a long shift working a kitchen, a tweaker that you made sure to keep a good berth from. Some bros farther down busting each other’s balls far more loudly than necessary. I was texting her as I waited and she continued to blow my mind with how filthy she was:
Me: ?
Still in shock?
That we backed up all our dirty talk? Aren’t you?
Yeah, I’m very satisfied
That was totally mind-blowing. Fuck. I still smell like you.
My pussy is still dripping…
I wanna see. Fuck, I wanna taste.
I loved riding you on the couch. Making you cum that first time, and just feeling completely
controlless when you lick me.
Fuck me. Sucking your fingers clean after you jack me off? Too good. And I loved you telling me you were cumming.
It literally took me a minute for me to get up. My legs were jelly. I liked watching your body tense
up when you were about to cum.
We continued to text until I found my way back to my buddy’s, she was nice enough to make sure I knew my way back into Queens haha. I got four crappy hours of sleep before I had to get a Lyft to the airport and spent the entire day a travelling zombie. Worth every second. She and I had made tentative plans for me to join her at a conference in LA she was due to go to in the spring, but she started seeing someone weeks after she and I had our night together and I’m sure COVID cancelled that conference anyway. Regardless, if she ever becomes single again, I may be tempted to fly right back, and she for sure gave me the most unforgettable send off to an amazing trip.
Source: reddit.com/r/gonewildstories/comments/izuu1t/mf_best_nyc_trip_sendoff_i_could_have_asked_for