[MF] The Day Before We Met

I met Elena on Ashley Madison, where I was — predictably — looking to find
someone as bad as I am to flirt with, hoping all along that it would turn into
something more intimate as it went. We started off with pretty good chemistry,
if I do say so myself, and determined that we were, if not neighbors, close
enough that we would be able to make it to the same hotel room at the same time
soon.

Flirting progressed to some pretty serious dirty talk. Elena has a delightfully
dirty mind, and a killer body. Sexy curves, long straight blonde hair, a
mischievous smile and an endlessly dirty mind. Neither of us pretended we were
each other’s one and only affair even from the start, and I can tell you…
knowing that the woman you’re going to be sleeping with is seeing other guys is
a special kind of *hot*.

We made plans to meet for lunch to see if our solid online chemistry was going
to turn into something physical. The day before that, she had a date with
another potential affair that hadn’t net managed to close the deal with her, and
I … well, I got impatient. I started texting her dirty thoughts in the morning
and didn’t let up, telling her how much I was looking forward to all of the
illicit fun we’d be having really soon.

That one time [M]y brother’s g[f] and I…

I don’t know when the attraction started, but it was clear as day that it was
there. You were forbidden in every way: my marriage forbid it, your relationship
did… and that it was to my younger brother made it a even worse.

But… the attraction was there.

We had flirted before, subtly, just looks and a few hinting words, and late into
the night before after everyone else had gone to bed we got quite a bit more
open about our mutual attration. You were very clear that you wanted me, and
there was no question that I’d jump into bed with you in a heartbeat. Like our
other, milder flirtations, these were just words.

[MFF] My night with a Tinder date and the girl I picked up at a party beforehand

This is about 2-3 years ago. I was at a conference and, as you do, I got on tinder hoping I would find someone who wanted to spend a fruitful naked hour or two. I lined up a date (Mo) for after a party and went and got sociable… and picked someone up at the party (Emily).

First, to describe us: I am tall, burly and brown haired, with a scruff of beard that I maintain at a nice trim, and blue eyes. I’m average in the equipment department — a bit under 6″ — and I’m told I have a nice ass. Mo is medium height with wavy blonde hair, smoky bedroom eyes, and an absolutely killer ass. Emily is a skinny punk girl well under 5′ tall with no curves to speak of, but she’s got an intense sexy energy and a gorgeous, if rare, smile.