The Training Sessions
"Your butts will be red every day until you learn what I have to teach!"
Topics: Anal Sex, Transgender, Small Cock
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"Your butts will be red every day until you learn what I have to teach!"
Topics: Anal Sex, Transgender, Small Cock
"You remind me of someone I taught," he said. "You're Andrew!" His eye went wide with fear, and he started to rise.
Topics: Anal Sex, Rimming, Transgender, Small Cock
He laughed and said, "Many married gentleman would gladly pay for the privilege of fucking a beautiful woman like you! If you wouldn't mind, I can give your number to a few of my friends. Men you'd be safe with and would probably like! What do you say?"
Topics: Anal Sex, Prostitution, Transgender, Sex, Small Cock
My first visit to a Tranny club.
Topics: Black Men, Transgender
"You know.....there's a lots of men here who'd probably love to have you suck them. And, maybe, they'd like to fuck your pretty bottom."
Topics: Anal Sex, Crossdressing, Transgender, Bookstore, Oral & Blowjobs
Dave told me to be nice (meaning it would be okay to fuck him), so I raised my lips to meet his. Fred drew me into his arms and kissed me lightly. I wrapped my arms around his neck and returned the kiss with more passion.
Topics: Anal Sex, Rimming, Transgender, Sportsmen
"I wonder what your parents would think? I wonder if they know their little boy was a cross-dressing, cock sucking slut?"
Topics: Anal Sex, Crossdressing, Rimming, Transgender, Slut, Oral & Blowjobs
. Over the next several days, Our routine was pretty much as I suggested. I'd ride him 15-20 minutes a couple of time during the day, and longer at bedtime.
Topics: Anal Sex, Transgender, Small Cock
I gasped as he slid the head past the opening. My eyes were wide. Damn! It still was very painful! I asked Walt to go slow until the pain receded. He looked doubtful, but I quietly implored him to continue.
Topics: Anal Sex, Big Dick, Transgender
From tranny plaything to newlywed
Topics: Anal Sex, Big Dick, Transgender
My friends throw a wild party. Maddie's first time with group sex
Topics: Anal Sex, Group Sex, Transgender, Oral & Blowjobs
A holiday with the family has unexpected surprises
Topics: Anal Sex, Big Dick, Fisting, Transgender, Travel, Holiday
Bettering myself for Walt can be challenging.
Topics: Anal Sex, Big Dick, Transgender
New paths and new encounters
Topics: Anal Sex, Big Dick, Transgender, Twink, Oral & Blowjobs
Old demons surface
Topics: Anal Sex, Transgender, Oral & Blowjobs, Demons
Stephanie and I go shopping with some unexpected revelations
Topics: Anal Sex, Transgender, Face Fuck
training Walt to fuck me and training my ass to accept him
Topics: Anal Sex, Rimming, Big Dick, Transgender
After I moved in with him, Walt would occasionally call to meet me for lunch. Sometimes I would go by his office first..
Topics: Anal Sex, Rimming, Big Dick, Transgender
my new lover. a threesome with Walt
Topics: Anal Sex, Rimming, Big Dick, Threesome, Transgender, Oral & Blowjobs, Small Cock
I felt a little self-conscious since I was a little more rounded from my treatments. Nina and Mia were absolutely gorgeous! Even Silve looked stunning in hers. Miguel was practically drooling over her.
Topics: Anal Sex, Big Dick, Transgender
working on our relationship
Topics: Anal Sex, Transgender
A rocky start on a new relationship. Coming to grips with who I am.
Topics: Anal Sex, Rimming, Transgender
Playrooms added
Topics: Anal Sex, Big Dick, Transgender
Fun with the professor, tutoring a student, and final exams
Topics: Anal Sex, Transgender, Bisexual, Cum, Face Fuck, Oral & Blowjobs, Small Cock
adding a little spice to our relationships
Topics: Anal Sex, Big Dick, Transgender, Cum
Silve dominates her transsexual lover
Topics: Anal Sex, Rimming, Transgender, Cum
Sisters with benefits?
Topics: Transgender, Oral & Blowjobs
I take Silve out for a night on the town
Topics: Anal Sex, Transgender
A girls' afternoon together. Things get difficult with Nina.
Topics: Transgender
Mistresses and wives often know about each other, but seldom met. Not only was I surprised to meet Silve, I would have never expected that she and I would become intimate!
Topics: Rimming, Transgender