Accidental Escort Part Two
"Second date"
After Tom left that first night, he texted me when he got home. He asked if I was free next weekend, saying he could not wait to see me again. I told him I could be available Friday night at...
"Second date"
After Tom left that first night, he texted me when he got home. He asked if I was free next weekend, saying he could not wait to see me again. I told him I could be available Friday night at...
"I got a week free on an escort site"
It started innocently enough.I was all dressed up one Friday night, waiting for a date that canceled on me. Disappointed, I decided to chat online with other crossdressers and transvestites.One person I talk to often asked me if I had...
"I get caught wearing a thong by my barber"
After the immediate elation from losing my sissy virginity to the bricklayer Steve. Strong feelings of shame had set in. I didn’t want my family to find out about my girly side. So, in September, when I started university, I...
Amanda’s heart raced as she handed John the birthday card, her lips curling into a sly smile. “Happy birthday, sweetie,” she purred, leaning in to plant a sultry kiss on his lips. The taste of her lipstick lingered as she...
The neon lights of the hotel ballroom flickered in time with the bass-heavy thump of the music, casting a kaleidoscope of colors over the crowd. Amanda adjusted the hem of her leather mini skirt, glancing over at John, who was...
"Making him validate his obedience to earn an orgasm"
John swallowed again, his mouth dry as he forced the words out. “Rule number two: I must eat all of my own ejaculate or never be allowed to cross-dress again.” His voice trembled, humiliation and arousal mingling in a way...
"Nikita presents her sissy to the party, and invites me to discover a new life in the sissy sanctuary."
The hallway stretched before me, a dim tunnel of shadows and muted sounds. The music from the party was a distant thrum, a reminder of the vibrant energy far away.My ruffle-trimmed bodycon dress, a thin veil against the cool air,...
"Amanda demands more from John’s Shows"
Amanda leaned back on the couch, her glass of wine perched delicately in her hand. The soft hum of John’s laptop fan drifted from the spare bedroom, where he was mid-stream on Chatturbate. She glanced at her phone, where the...
"Sissy Ami discovers what it's like to be with a real man"
When I had just turned 18 whenever I was home alone, I would get dressed in whatever I could find in my older sister's room that I thought looked pretty, run into the bathroom to admire myself, and then wank...
"Amanda leverages her husband’s fetish"
Seemingly, Amanda and John were a normal professional suburban couple. Nobody would guess that John had a fetish for cross-dressing. Amanda hated his fetish. Like most women. her idea of a man wasn’t one of a man wearing women’s clothing....