My Mom Fingers

“Maybe if you had also been a virgin it would be easier but then the sex wouldn’t be so awesome. So I guess I can’t win.”She moved over on the bench and put her arm around my shoulders, “THAT is not true. You are already a winner. I wish more guys could talk about their feelings like you just did. Many are playing games or else really don’t know themselves very well. And now that we have opened up more, have another glass of wine and listen to the rest of what I want to tell you.“I want to get pretty factual here so you have a clear picture of me. You’ve mentioned that you weren’t comfortable me talking about other guys, but I have to at some point. No names or gory details. Are you ready now?”I shifted in my chair, swallowed a big slug of wine, and said simply, “Yes.”She smiled a little and launched into her talk, “Counting you, there are five men who I am intimate with at this time. My numbers have ranged from two to seven. You are the youngest and the oldest is mid-forties. Two are. Little did he know I had my own secrets to hide. I had been crossdressing for about five years almost daily, even shaving my legs during the summer so I could wear a bikini or one piece at the beach. I was kind of tall (almost five eleven) very thin, had long legs and a cute round ass, little body hair and very feminine facial features. I also had unlimited access to my sister's clothes and makeup after she caught me dressing one morning and was cool with it. I had been fantasizing about having sex with a guy for months but wasn't really attracted to anyone I knew. I was very flexible then and routinely sucked my own cock and learned I loved the taste of cum. I even banged myself with a cucumber to feel what it was like to have a cock in my ass. I asked him to be truthful and asked him if he was gay. He seemed to relax and said, "I understand if you don't want to hang out with me now, but please, if anyone knew, you know what would happen. I'll be a target." In our circle.
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