Years ago, I was stationed in Miami for a few weeks to help establish and train a new team for my department at work.

​ They had me staying at Shula's, and after a few nights of dining out and a movie or two to pass the time; I decided to spend a late afternoon out at the hotel pool and make a few calls to friends/family. I was wearing khaki slack shorts and a button-down without an undershirt, no belt, casual; a person that was at a pool, but clearly not there to swim. I sat in a coffee table chair on the outskirt from the pool without a person in sight.

It was 3PM, and I had been out there for 40 minutes or so; when finally, someone arrived to enjoy the pool.

​ She had dark hair, just above shoulder length with a little wave, and tanned (almost olive) skin. She was of average height and chest, had wider hips, and was wearing a black one-piece bathing suit with a large split in the chest. She set her bag at a chair next to the water, and made her way into the pool. I was still on the phone, but was getting distracted by the second. I could only make a few glimpses of her through the chair legs while she was swimming, and within a few minutes she was up and out of the pool and to her chair enjoying the last vestige of the daylight.

​ I finished up my conversation as casually "loudly" as I could to make her definitively aware of my presence, and after a few beats, walked to the pool edge to "check the pool temp". I dipped a hand in the water while facing her chair and she looked from her phone and caught my gaze. I was finally able to guess her age at the distance, somewhere in her 50s from what I could surmise. I asked her how the water was, and she replied that it was cooling off and I should take a swim before too long. I wasn't much for swimming, but introduced myself and we started chatting about why we were here and whatnot. She was in for a convention, and peeled away from her work partner to get some RNR at the pool; I apologized for being a bother, but she was enjoying the company she replied. Random conversation ensured; she made some self deprecating jokes about wearing a one-piece due to her age, and I said that I bet she'd look even better in a two-piece. She agreed and giggled, and things took a flirtier turn at this point.

​ We continued talking, but she started checking her watch and phone frequently; and I had a feeling that we'd be wrapping up soon. That I'd be heading back to my room to find some "milf by the pool" porn, and furiously masturbate to for the next several hours. In reality, she was getting word from her work-partner that they'd be back to their room within the next hour. Our conversation was seemingly at an end when she sat forward and wrapped her towel around just below her breasts, grabbed her phone and sunglasses and stood up. Instead of saying goodbye, she said:

"I brought a few suits besides this one-piece, and I did happen to bring a two-piece. Would you want to see it?"

​ We made our way up to her second floor room without saying much, it felt like we ran there, but we didn't I'm sure. We didn't touch one another while walking and kept a small distance while walking. Once we got to her room, it was a two queen bed kinda room with the bathroom and small kitchenette near the front door. There were high-healed shoes on the floor, skirts on hangers, and a few pairs of luggage clustered on the far end of the room. It was cooler in the room and the moment she turned around to face me, her nipples were hard and poking tall through her bathing suits fabric. She smiled and said she needed a minute to find the suit in her luggage, to which I replied something along the lines of "I don't really need to see you in the two-piece to think you're beautiful".

​ We kissed, and both lost pieces of clothing very quickly. Her bathing suit top pulled down to reveal a pair of mature beautiful pear-shaped tits with tanned oval areolas accompanied by a stiff pair of nipples. My khakis made it to the floor and she was stroking my hardening cock as I gave attention to her chest with my mouth and hands. Her ass was firm and she moaned every time I gave her a light (and sometimes hard) spank. She fell back into the bed and I got ahold of the straps of her bathing suit; pulling it off her torso and down her legs. Exposed and naked on the bed, she smiled and rubbed the skin of her legs and ass into the bed comforter. I pulled her legs toward me and spread them, she was beautiful, happy, wet, and exquisite. The occasional tinge of chlorine be damned, she was enjoying the attention and I was loving that.

It wasn’t long after I repositioned myself near her head, with my cock in her mouth, and my free hand playing with her clit that she receive a call from her work-partner. Short story; they were on the way back to the room and would be there within minutes to get ready for their planned dinner that evening.

Through our disappointment, we smiled, kissed, and made my speedy departure out of her room. I didn’t see her in the hotel again after that, but i visited the pool for days afterwards in horny anticipation for another meeting.