She was exactly what I wanted in a woman; she was taller than my five feet ten, she looked physically fit and she had an aura of self-assurance about her that I was sorely lacking. Sadly, I'd never had the nerve to approach her for so much as a dance, never mind a date. I'd been taught the boy asked the girl, true gender aside, and I was very much a female. I didn't want to be rejected or laughed at either, which was the real reason I had not asked.Like everyone else in my social and economic stratum, I looked at her as unattainable. She hung out with the wealthy, older crowd, and it was rumored she had a bit of money herself. It wasn't that I disliked rich people; I just didn't have anything in common with them. She reportedly worked for the State in some capacity, but no one knew for sure.I saw her shoulders shake and heard her quiet sobbing, along with the intermittent sound of ice in her glass. Torn between the urge to comfort her and her obvious desire for privacy, I silently. You were my mother's best friend. She then saw John through the make-up, long blonde hair, and fem clothing. i quickly explained that i was a transgender now and had something very important to talk to her about. She invited U/us in and asked if my mother was alright and i assured her she was. i also asked her to keep this visit a secret from her if she ever happened to see her again. Hesitaing a little, she did agree. Mrs. Hagan invited U/us to sit down as she did on her sofa. Mistress sat beside her and i stood in front of them both. i looked at Mistress and She said " Jennifer, don't you have something you would like to say to Mrs. Hagan?" Mrs. Hagan then insisted W/we call her Carolyn. Then this sissy proceed to tell Mrs. Hagan how i went through her panty drawer, would try on her lingere, and lay on her bed and masturbate as i looked through her dirty magaazines. i could see the shocked look on her face. Not so much shocked about what i did 30 years ago but shocked that i was in.
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