Shemale Teacher Stories

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Infinite Scroll

The Making of Rose

by SarahJayne55 on Sep 13, 2017
Transsexuals & Crossdressers

I walked into the hallway and paused to look at myself in the mirror. A copper coloured, shoulder length wig enclosed my made-up face. Sky blue eye shadow and bright red lipstick, with some bronze blusher on my cheeks. My eyes moved down to my torso, enjoying the sight of my bra just peeking over the scoop neck of my white top, the bra causing my man boobs...

Girlfriends (Chandra and Nikki)

by girlygay on Sep 14, 2017
Transsexuals & Crossdressers

Nikki and I brought Adam and Dave back to his place. We told the boys to make themselves comfortable while we touched up our makeup and raided Nikki's stash of girl clothes for sexier stuff to wear. "Wanna do a group thing?" Nikki asked me, helping me into a bustier and garter. "Like, share our men?" I asked, pulling a black satin negligee over my tits. "...

Teach Me to Paint...

by Damage95 on Sep 13, 2017
Romance

NOTE: This is a small portion of a much longer piece. It is the culmination of a long, slow and dangerous flirt, and this scene proves to be their first time together... ***** I just couldn't find the inspiration - I sat for nearly an hour staring at the three bold blue vertical lines on the canvas; I felt like they were the start of something, but the n...

Wedding Plans Made

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Allison Well, let's see...we have 100 invited guests to the Cambridge wedding and 200 for the one at home--talk about a zoo! Who to include who not to? Gee. The surprise was when the governor's daughter said she would be attending the one at Lucy's. Seems her daddy, the Governor, owes Lucy big time for his last reelection. Seems Silver is a licensed pre...

The Duncan Family Ch. 01

by RichFantasylife on Sep 16, 2017
Toys & Masturbation

All characters in this story are 18 years of age or older. This is my first submission and constructive feedback is appreciated. ***** Bobby Duncan woke up slowly. His room was dark and he wondered for a moment why he was awake. He looked at his clock and saw that it was 4 AM. Then he remembered. He had feigned a headache and gone to bed early, unusual for...

"Green Eye Monster"

by Ivandavon on Aug 19, 2017
Erotic Couplings

Why is his name green eyed monster? Eason, from the Caribbean Country side from Kingston his dad was half French, and his mother was full blooded Jamaican. He had eyes that match the seaweed of the warm Caribbean waters of his native home; he had been living in the states for 10 years now. Eason was 23 years old at this time. And he didn't come from money...

Awakening

by TwistedTania on Sep 13, 2017
Erotic Couplings

Thanks to Eddie for his help, patience and giving me the confidence to finally share my story. * This is a true story Well where can I start? From the beginning, I suppose. Picture this: a bored 30 something housewife, married her high school sweetheart, and then almost 15 years later felt like she was screaming inside with boredom. That was me, and I fel...

Song For Maria

by jazm49 on Sep 13, 2017
Romance

Juan Gutierrez was restless. Maria, his wife, had gone to Mexico for a month-long visit with her parents and siblings. That was three weeks ago and he missed her terribly. She was the heart and soul of his life. He missed her cheerful bustling around the apartment. He missed the flash of her eyes. He missed her full strong laughter in the face of all life's...

New York's Premiere Ebony Femdom Ch. 02

by flawlessgsmkt on Sep 15, 2017
BDSM

We walked into what can only be called a dungeon. Everything about the room screamed BDSM. There was a wall of crops, floggers and whips all neatly arranged directly opposite the door so whoever entered was looking straight at those punishment implements. To one side there was a St. Andrew's cross and in the middle was something that looked part surgical tab...

Ramona Ch. 02

by Hollunder on Sep 16, 2017
BDSM

Chapter 2: Ramona Reveals Her Sadistic Side Special thanks to Erosite for editing this story. On my way home I thought about what had happened. It was a nice evening and I was looking forward to meeting Ramona again tomorrow. But suddenly I realized that we had not fixed a time for our date and that I didn't even know her phone number. Afraid of not bein...