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Fucking a tranny

I'm a 34 single guy and travel a lot for work.
I use a number of aps and sites to find women to fuck.
Recently I agreed to pay for a prostitute to come to my hotel. She was a tall redhead and something didn't look right.
When she took off her dress i found out why. She had a dick.
At least she was a trans and not a crossdresser.
But I was horny and a little drunk. She sucked me and said I could fuck her ass. She had lube so I did.
As I was fucking her she reached back and took my hand and pulled it to her cock.
It was small but hard. She said "mmmm jerk it baby."
Oh what the hell...I did.
It was exciting and as I cum in her ass she cum in my hand.
I cleaned up and gave her a tip.
She left but i had to sleep in the wet spot from her cum.

May 23

Next Confession

Shes sexy

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      • Never thought I was gay but I have been living with the most beautiful petite tranny for the past 2 years.
        She has a great figure, so feminine with a round but, I don’t know what hormones that she took but she has natural C cups with lovely nipples, which I don’t understand how. Her penis is small but she’s had an Orchiectomy and it is such a pleasure feeling her sac because it such an odd feeling.
        You’d think that she’d prefer doggy style but she loves missionary as she is just a great kisser.

      • I was stationed in Korea the first time I fucked a trans girl.
        I had no clue. We were at a club and she was gaining my junk and looked hot. We made out. We made it to my room. She gave me the best blow job. We were ready to fuck so she took her dress off She had fake bolt on tits and a tiny cock the size of a pinky. Other than that, she was 100% sexy woman. I wore a condom and she rode my dick. She also had me jack her while riding me. She also came all over my hand.
        trans girls are gold!

      • You fucked him up the ass?

      • Duh!
        Do you like anal sex with biological females?
        What's the difference?

      • You must be bisexual

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