Crossdresser anal stories

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Turned out and on

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Caught! - crossdressing anal gay

I was lead to a party with a friend of mine to a house I had never been before. Once there we get to drinking, we meet the hosts, and all is well. The rentors of the four bedroom two story house were two gay guys , one woman, and a straight guy. As the night winds down my friend passes out on the couch, and its just a handful of us still drinking. Someone happens to mention truth or dare, and the rest of us start playing. After a few rounds of truth, the dares start to fly. When it gets to me, I boldly proclaim dare.
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My first time crossdressing for a friend

Total 0 votes. After the incident, I endeavored to analyze the events that led up to it, concluding that I'd made four mistakes. The first was reporting a leaky water heater to building maintenance, the second forgetting the day and time, they said they would come, and my third calling in to work and reporting sick just so I could take a day off.
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Turned out and on. After 20 years of marriage she caught me in her panties I have been a cross dresser since I was 15 years old. I have always kept it a secret until I was 40 yearsold and had been married for 20 years. Then one night it all changed. My wife and her best friend were headed out for a girls night out.
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  •   Zulujora June 6, 2019
    I love your boob's I want to have fun with you
    +1 -13
  •   Zulugal March 3, 2020
    Mmmm omggg I could sure use some of that right about now
    +2 -6
  •   Goltira June 6, 2019
    Girrrrl if I were his ex I'd develop my own Reconasance using fake social media profiles of underage girls....and yes Chris Hanson didnt he get arrested for writing hot checks recently, he was so arrogant on the show.
    +21 -0
  •   Vudogrel June 6, 2020
    Where u at, I need to stretch that pussy
    +16 -8
  •   Kem March 3, 2020
    Would love to jizz hard, testicles deep inwards you
    +5 -3
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