Today’s story is about a woman on the upper west side, Let’s call her M. As always, I will not be sharing usernames unless given prior permission, so please don’t ask. I do, however welcome comments, chats, and messages, especially if you’d like to be a success story.

This is a long one. I’m usually not this wordy. Scroll to the bottom for a TLDR.

I responded to M’s post quite a while ago at this point. We exchanged the usual pleasantries, flirting, vetting one another to make sure we weren’t axe murderers, and finally decided to me. She picked the place, a quaint, quiet bar on the UWS.

She was sitting in a booth when I walked into the bar, nursing a gin and tonic. I immediately made note of her cascading brown hair ; Wavy and thick. She stood up to great me and I was surprised by her height, which nearly matched my own , and was drawn in by her long legs. We hugged, sat in the booth and began what would be the most fun I’ve had west of 6th avenue.

Feeling each other out, we chatted about our jobs, sports (she was a competitive rower in college), and pets. Me, two whiskeys in, her working on another gin cocktail, when her foot works it’s way up my leg and nestles next to my stiffening cock. “I live a couple blocks away, why don’t we get some fresh air,” she says.

Unable to resist her advances, we quickly pay they tab and head to her apartment. 2 flights up, she walks ahead of me and makes sure take each step with purpose so I can admire her ass. We enter her modest 1 bedroom. Artwork of crew boats adorn the walls. She has a collection of N64 games and a chubby cat who accepts my presence.

We’ve both had enough liquid courage, so by the time I sit on her couch she’s already topless. She straddles me and I finally get to feel her lips on mine. My cock rock hard as she grinds in my lap. We make out for a little while, slowly shedding the remaining layers of clothing, until we’re down to just our bottoms. Her’s black with some sort of flower polka print, mine black briefs.

At this point she remembers what I do for a living and requests that when turn this into a sexy treatment session, to which I happily oblige. She mentions tight glutes and sore quads. I get to “work” massaging her legs, stretching her, letting my hands wander, and peeling off her panties do a more thorough assessment. She is sopping wet. I can no longer focus on the little roleplay and I have to have her.

We move things to her bedroom, she lies back on her bed and I dive in. My beard tickles her leg, she grabs the back of my head and grinds on my face a little while I’m going down in her. She pulls my head up, looks me in the eye, “put on a condom.”

Magic words. Condom on. She wraps her legs around me and I’m inside her. The build up from the bar to bed is all worth her. She is a fantastic fuck. Enthusiastic. Vocal. Rhythmic.

We collapse in a heap onto her bed. Sweaty. Breathing heavy. She plays with my (at the time) long hair, and we end the night with a cozy cuddle.

And that was that. I had a lovely, memorable night with M. We kept in contact for a little while after, planning to meet up again. She went to visit her folks in Maine. During that time we lost momentum, covid was in full swing, and she wasn’t sure when she’d return to the city since she was able to work from home. That’s the way these things go, but I’ll never forget the night.

TLDR; Met M at a bar. Cocktails, chit-chat, flirting, fondling. Back to her apartment for a little professional roleplay, foreplay, and fucking. Lovely night with a lovely person.