1. An Adventure in Miami with Diana


    Date: 6/26/2024, Categories: Mature Author: byBoomerNYC, Source: Literotica 

    A little background: I met Diana in an online chat room, back in the days when they were a thing, during the dial-up days of the late 90s. She was unhappily married and living in the northeast while I was working in Miami on an assignment. Since we're both northeasterners, we hit off pretty well and quickly, and went from intense, hours-long phone sex to planning a meet in pretty short order. It was a wild two-year affair.

She had come down Thursday night, escaping the brutal winter cold. I had to go into the office on Friday - I ran it, so I needed to be there, while Diana entertained herself by the pool in her new bikini. She convinced the clubhouse manager at the pool to use the phone, and filled me in with giggly asides of how nice everyone was, and how helpful the pool guys were about adjusting her umbrella and making sure she had ice, and things like that.

"You're topless, aren't you," I asked her.

"Of course I am," she replied. "There's nobody else here."

I couldn't help laughing. "I'm still planning to leave at 2, so don't get sunburned."

We hung up and I went back to meeting my target of leaving at 2, and was at the pool with her by 2:30, fresh drinks and sunscreen in hand. Diana was reading the paper and saw the Mango's ad. I told her I knew where it was and that I'd been there with my bosses a few times. "We have to go tonight," she said, "or I'm going to tell Luis to take me."

"Luis?"

"The pool guy," she said. "He goes there with his ...
    ... girlfriend all the time."

"Ah, well," I said. "Tonight it is."

We made it back to my apartment a little later, roasted by the sun and a little blasted from the drinks. Diana took a shower to get the sunscreen off and I laid out on my bed, letting the booze wear off. She came out a few minutes later; I squirted lotion on her shoulders and back and down her legs and inside of her thighs. She sighed and squirmed and lifted her ass back to me and I slipped my cock in.

"Fuckkk," she breathed out, pushing back against me, meeting me with strong steady rhythm of her own.

Diana always cums in a series of loud long shaking very wet waves, but as soon as she's caught her breath she rolls over and pulls me up to straddle her while she sucks my cock. I'm soon cumming, and she's draining me dry. I rolled over next to her and she took up her customary position on my shoulder. A salty cummy kiss, and the word "nap," and we both passed out.

Fast forward to about 9:00 PM. Diana is getting dressed; a short black dress, strappy heels: Just fucking perfect. She's not tall - a good 6 inches shorter than I am, but the heels do all sorts of amazing things for how she walks and carries herself. I'm openly admiring her as she applies her lipstick. She finally turns to me and says "Yes? Can I help you?"

"Luis is really missing out," I reply.

Diana laughs and says "I can still call him, you know, if you'd rather stay in," and shoos me out of the bathroom.

Dinner first: Sushi, because ...
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