I have a really hot shemale phone sex story to tell you! When I was 18 years old, I had sex with an older woman for the first time. She was a friend of my mother’s and she was staying with us during a hard time in her life. My mom had to go out of town one weekend so we were there alone. She let me drink alcohol and we started watching a movie. Once we were a few drinks in, she leaned over to me and said to me “I know your secret”. I told her I didn’t know what she was talking about and she told me that she had figured out that I’m transgendered. I tried to deny it but she grabbed my face in her hands and told me that it was okay. And then she kissed me.
I’d never realized before how attracted to her I was. She reached down and started massaging my dick through my pants and asked me if I was wearing panties. I told her that I was and stood up and took my clothes off to show her. She leaned over and pulled my panties down and she started licking and sucking on the head of my cock. I pushed her down onto her back and spread her legs. That’s when I went down on a woman for the first time. God, her pussy was so delicious. I made her cum and then got between her legs and started fucking her. She felt so good wrapped around my cock and it didn’t take me very long to fill up her pussy with my load.
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