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Blogs > jennifercd34 > My Blog

Jennifer (and Tom's) wild President's Day plus 1 (part 1)  

jennifercd34 54T
15 posts
2/20/2019 8:18 am
Jennifer (and Tom's) wild President's Day plus 1 (part 1)

The two-day adventure ended with me masculine (as Tom) having very passionate sex TWICE in the same afternoon with a beautiful 26 year-old blonde transgender woman in her Manhattan hotel room. The adventure also included me feminine (as Jennifer) doing a two hour dress-up and sex session with a 27 year-old black woman with big beautiful natural breasts; giving a BJ to a mid-30s guy who shot ropes and was incredibly grateful; and a having threesome with a man and his very pretty Belorussian wife.

THE DRESS-UP SESSION: I met Claire via OkCupid, where I posted as Jennifer. She is 27, black-skinned, big breasted, pretty, hosts, bisexual, likes playing with cross-dressers, and lives about a 50 min drive away. We flirted via text, and I quickly learned she was a switch but wanted to be more dominant with me. I started calling her daddy, and told her I wanted to her be 1950s type wife by pleasing her sexually and looking pretty for her when she got home from work.

She explained all the ways she wanted to kiss and fuck me; and even started talking about she wanted me to be her cum slut for other men. We exchanged videos, and agreed to meet her place on Presidents day, where she would dress me up and do my make-up in whatever ways pleased her. My profile pic shows what she decided I should wear, and the makeup job she did.

Who wants to hear about the hot sex we had, including the butt plugs and how I fucked her?

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