Shemale Girlfriend Stories

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Infinite Scroll

Kasey's Confession Ch. 18

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

I got dressed up in a miniskirt, thong panties, my pink five inch heels with laces that wrapped around my foot and up around my ankle. There was my usual pink t-shirt to go with it, and I also put on some light makeup consisting of mascara, eye-liner and a very subtle shade of lipstick. It was getting better at putting on makeup, and my troubles with being a...

Kasey's Confession Ch. 03

by KaseyLegs on Sep 14, 2017
Transsexuals & Crossdressers

The morning after Mike and J.J.'s visit I woke up feeling a lot of strange and conflicting emotions. On the one hand, I felt a sense of relief in knowing that Mike wasn't going to continue to visit and want me to suck his cock. On the other hand, I felt like I'd just been dumped, but feeling like I'd been dumped by a guy was something I'd never imagined feel...

Vannerbehn's Luck Pt. 12

by AspernEssling on Sep 24, 2018
Sci-Fi & Fantasy

- "What do you mean, she's dead?" - "I am very sorry, Kelsen." said Ludianne. - "Can't you ... you know? Do something?" - "Bring her back? Raise her from the dead?" - "Well, yeah. Can't you? I mean, aren't you ...?" Now I recognized the look on Ludianne's face. It was sadness. In all the time I'd known her, I'd never seen her sad. - "I am very po...

A Belting in Connecticut

by mojavejoe420 on Apr 10, 2018
BDSM

It was a dark and stormy night... "You're shitting us," Trent hollered above the din of Krazy Vin's, a local strip club. "Not Allison, she would never... I don't fucking believe you!" David clamped me on the shoulder, spilling my drink. "Yeah man, I'm with Trent on this one. You're full of shit. Good story though, man!" The story I had told them was how,...

Stud Ch. 01

by honourableboy on Mar 20, 2018
BDSM

The lights were very strong and warm on my skin. My oiled skin that was quietly exuding its strength and muscles under a fabulous tan that would be the envy of models. Then of course, not as much money is spent on models as on me. There was some music in the arena and the crowd was watching closely. They were watching closely as we were now doing the "demons...

Party Girls

by sharkinlace on Mar 5, 2018
Transsexuals & Crossdressers

It's been a while since I posted anything. But this is a story that I've been thinking out for a couple years. Bear with me, as I thought I would fill in the back-story through a series of flash backs. I hope it works, and isn't too confusing... "Tell me about your first time," she asked. Julia and I had just finished making love for the first time as a co...

Swimming Pool Sluts!

by BAD BOY BILL on Apr 24, 2018
Mature

"Landing strip or baby bald?" asked 50 year old platinum haired Mandy Collins holding the safety razor in her finger's, looking at her girlfriend Nikki Brown. Redheaded Nikki, 40 and only 5 feet tall, took a cheek hollowing drag off her VS 120, then ashed the glowing tip in the ashtray next to the toilet, where she sat nude except for her 6 inch clear acryl...

Cum Addict Pt. 01 Ch. 01

by novella_champ on Jun 19, 2018
Novels and Novellas

This is module one, chapter one. This is going to be a novella of sorts. The intent is to have 4 modules total covering different times in our main characters life. While it is feasible to read any of these independently, this is a carryover story, so reading them in order is beneficial. Module one, our main character, Katherine "Kat" is a senior in high s...

My Unwanted Transition Ch. 05

by Terrafic on Nov 19, 2018
Transgender & Crossdressers

( Complicated ) Skylar stayed in touch with me every day via text messages, and I also talked to Leslie and Andy. It had been two weeks since meeting Skylar at the mall, and I hadn't met up with him since. My birth control was also in full effect now, but I haven't gone to see Andy either. Every time he asked I came up with something that I was busy with, l...

Carol Confirms Sex Sells Ch. 03

by irxgbr on Sep 17, 2017
Loving Wives

As I lay next to my very dear wife, Carol, in our hotel bedroom in Paris, I held her wedding and engagement rings between my fingers and moved them up and down her ring finger. "I know these will always be wrapped firmly around your heart but they do not seem to be permanently attached to your finger. We were both happy when they were sitting in the vase at...