She didn't object to my finger in her ass so I continued with the anal seduction. Michelle cooed as I fingered both her asshole and her pussy simultaneously. I placed my hand in the small of her back and pushed lightly so that Michelle arched her back and accentuated her curvy ass. I was so ready to fuck her ass my cock was harder than ever and throbbing in anticipation.Michelle felt the thick head of my cock between her rounded buttocks and just outside her nether hole. I put an ample amount of lube on my cock and then added my saliva to it making it as slippery as possible. Once I was satisfied that my cock head was slick enough I introduced to the tight ring of Michelle's anus. Michelle looked back over her shoulder at me as she felt me pushing my cock against that intimate part of her body."Please go easy, be gentle. I don't usually do this," she told me.I slowly pressed against her tight opening and noticed that Michelle was holding her breath. I told her to relax and breathe. However, did I really want to follow the same professional path after graduation? Again, until very recently, I would have bristled at any suggestion that I do otherwise. Maybe it wouldn't hurt for me to keep an open mind professionally. My thinking had evolved a bit here.In the other life, I'd often considered myself a playboy and a womanizer, and I was never particularly ashamed of that. That surely was not a feather in my cap. But looking back (or ahead, or whatever), there may have been signs that I wished for something different. I did tend strongly toward being with one woman at a time, although from time to time I certainly had my weak moments. Case in point: asking for a groupie's phone number right before heading off on a date with Shannon, one which never actually happened due to my being sent back in time.But I believed my biggest problem was that the relationships in which I engaged didn't have staying power, starting with my two failed marriages. A reason would always.
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