I promised myself I wouldn’t do it again. At least, if I did it again, I would still use a condom. But the lure was too strong. I needed to do somet...ing dirty, to get fucked in the dirtiest, most anonymous way possible, with a stranger whose business with me was entirely sex.A few nights ago, I got a message from a guy that I’d fucked with once, several years ago, before my boyfriend and I got serious. My boyfriend wasn’t in town, and the guy asked me if I wanted to hang out. I remembered how. It's been a long time since I graduated college. I left heartbroken as my fiancé ditched me for some jock on the football team. As a result, I hid out and built up my body, but avoiding women and any relationship with them. I was now passed middle aged but with at least a trim body. The age all showed on my face, I was seldom happy and remained in a funk that followed me around. I splurged since I didn't go out I saved my money to amass a substantial retirement fund and got myself a decent. She said he would also be at the charity eventand would sponsor a few tables to help their cause.Our outfits were agreed upon by the ladies and would consist of blackheeled court shoes. Shear black pantyhose. A short shiny black highwaisted skirt with belt and white blouse. Undergarments would be ourchoice or wife's choice. My outfit was purchased three weeks before theevent and I had to do fittings and practice in high heels. When my outfitwas ready she put it away for the big day and had to. I end up passing out.I start to wake up when i feel two mouths on my dick. I wake up and Jackie is underneath me. She repositions herself and slides her pussy right on my dick. Confused, and with no sense of will power i begin pushing into her with my 7 inch cock. Shes starts moaning and grinding on my dick, then yells its your turn. I feel something enter my asshole. I stop moving for a moment as i am filled with pain. In that moment i had just enough will power to turn and see a tall hispanic.
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