I’m a married man who travels … a lot … and fools around. A lot. Most of my flings are rather unremarkable one-night stands. Most of the stories I post here, however, revolve around my occasional slave, the Night Owl. This is not one of those stories…
You see, I’m not usually into that kind of sex.
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I met Sherry over drinks after a long day at a conference. I’m 40, she was just short of 50. We’re both married, we both are away from home substantially from work. I have a free pass – as long as I’m on the road, and as long as I share all the gritty details if asked – but Sherry does not. I haven’t gone up to my room from the conference yet, so I’m still in the requisite suit and tie. She leans back, with a little saucy attitude, wearing a slinky black dress that barely containers her enormous breasts.
The waitress, a sultry redhead I mentally note to ask after on another night, delivers our drinks and saunters off with an almost joyful bounce to her step. Sherry seems to look after her just as longingly as I do, but ultimately brings her attention back to me. I’m barely lifting my drink to my lips when she gets down to brass tacks.