Lactating Shemale Literotica Stories

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A Shower with a Masseuse Named Eve

by Legatus on Nov 2, 2017
Transsexuals & Crossdressers

Foreword: This is my second submission, I hope you enjoy it. This is a direct continuation of my first story: A Masseuse named Eve. I will be messing with the format a bit, and I may end up breaking the series into smaller chapters. I am going to focus on this series as a way to develop my style, as a testing ground for future settings/characters. I may con...

Milking He-girl breasts

by spitzharder on Mar 7, 2018
Transsexuals & Crossdressers

The morning sun burst into our bedroom, it's golden fingers caressing the pink frilly sheets and the face of Fliss. Felicity, as she was named, was a he-girl like me. The sun lit up her soft, girly features as I lent in to kiss her awake. Her long eye lashes fluttered and dark brown eyes gazed into mine, "Morning Missy," she said. my name is Mystique but M...

Lactation & Pregnancy Facts

by Wordgoddess on Sep 13, 2017
How To

So, you've just finished your fetish story about a lactating pregnant woman who washes her nipples with soap and water every day. What's wrong with this story? Lots. Today, as a lactating mother, I will attempt to dispel some of the myths surrounding lactation and pregnancy, which will help make your stories more believable: Myth: Pregnant women lactate....

A Masseuse Named Eve

by Legatus on Sep 13, 2017
Transsexuals & Crossdressers

This is my first submission, I hope you enjoy it. I tried to focus on character development, so this may be a bit longer than most are used to. **WARNING: This story contains a hermaphrodite/dickgirl/shemale with an inhumanly large cock and lactating breasts. There's shemale on male sex, lactation, and unrealistically large cum shots. If that isn't your thi...

Erin and the Wonder Bra

by kimberlykitten on Sep 12, 2017
Fetish

Erin was up late night, doing a little bit of studying. She had the television on, watching one of her favorite late night movies while studying. Suddenly, Gary Coleman pops up on the television wearing a business suit in front of shelves, stacked with bras. He began advertising for the Mega Wonder Bra. "For all the ladies out there with humongous breasts...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....

Pam's Shemale Experience Ch. 11

by majicman21 on Jun 1, 2020
Transgender & Crossdressers

Content warning: one scene with a golden shower. "Ah, what a way to start the day," Tanya sighed, letting her cock slip from Alex's pussy. The shemale had just filled it with a load of cum, dribbles of that gift already leaking out. Pam smiled from next to them, at the possessive yet affectionate way Tanya slapped her cock onto one of Alex's thighs and...

Pam's Shemale Experience Ch. 08

by majicman21 on Mar 11, 2019
Transgender & Crossdressers

Content warning: one scene with a golden shower... Pam woke with a start. It took her a few seconds to hear her alarm ringing. Next to her, Tanya was still asleep, and further down on the bed, Alex was as well, her head resting on Tanya's thigh. Pam reached over to the bedside table and quickly turned off the alarm. Neither of the other women stirred....

The Gym Ch. 4

by Kip Carson on Sep 14, 2017
Group Sex

John arrived at Kate's house at 6:50 pm. She answered the door in a very tight fitting short dress. "Damn, you look good" John told her. "Sorry I'm so early, but I was so excited about tonight" he added. "That's fine, I'm always ready early" she said. "And you look pretty damn good, too" she added. She eyed him up and down. He was wearing black dockers, a ni...

Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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