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Wednesday, August 31, 2022, 5:13:39 PM- New Beginnings
Like so many others I had worn my mother's things when no one was around. I even took babysitting jobs so I could go through the drawers of the moms. That's how I found sex toys too. I so loved stockings and panties and such.

Things really changed when I was 15. I was working at a movie theatre and we were playing a film about a drag queen. Not a porn movie, this was a regular movie house. The actor/actress was Craig Russel. We had many crossdressers come in, often in small groups, to see it. It was so much fun talking to them and they would flirt with me. I was constantly aroused looking at them.

One lady took a particular liking to me. I later found out she was 50. So elegant in business attire that was just not quite professional. She came in several times. Always wore heels, a skirt, stockings, blouse and blazer. Her makeup was so pretty. She would flirt with me and on my break, I would sit beside her in the dark. She just rested her hand on my thigh. Nothing more.

One evening she waited until I got off work at 10pm and asked if I wanted to go for a drive. Of course, I did. At this point I had kissed girls but that was it. As soon as we got in the car she turned to me and asked if I would like to kiss her. I so wanted to. At this point I suspected what she was but that was just an intellectual thing. I didn't know for sure and I was so full of young hormones and desire that I didn't think too much about it. We must have made out for a long time and my hand was on her stockinged thigh. Hers went to my crotch. She asked me to show her my penis. She asked just like that. I pulled down my pants. She smiled and took me in her mouth all the way right away. God, it felt so warm and wet. At that age, I couldn't last long and shot in her mouth almost right away. I was embarrassed at that but she swallowed and kisses me and told me how much she liked that she turned me on so much.

She asked if I wanted to come back to her place. Before an hour was up, I tasted my first penis and even licked her bum. When I first saw her hard uncut cock next to her stockings and panties, I looked up at her lovely face and knew. That started a relationship that lasted about 10 years. She taught me so much. I love her still.
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"How hot and wonderful! I missed my chance during High School."
- randyolfart


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