Feminizing First Step Stories

319,459 results
Orientation
Length
Source
Infinite Scroll

The Unrelenting Tide

by xxxecil on Sep 19, 2017
Sci-Fi & Fantasy

"What in particular is so special about this timeline that warrants an extended visit?" Science Guild candidate Athena inquired, speaking with a polite but insistent tone to a glowing crystal that hovered in the dim light of the circular chamber, shining like a multi-faceted blue sun. "That in part is what you must discover while you're there." The voices r...

Mistress Chantel, Tranny Dominatrix Ch. 04

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Four: Chantel Hams it up with Kerri and Friends. Beep, beep, beep, my alarm clock goes off. Lying under my fluffy covers and on my satiny bed sheets, face mushed half buried in a pillow I awake, glance at that damn clock and see 9:00am. It's Sunday and I do not have to be up at any specific time but I do not really like sleeping in as I feel it wast...

Shopping at the Kennel

by Certeis on Oct 2, 2018
Transsexuals & Crossdressers

Lady Jezebel Renoux's lips puckered slightly as she regarded the girl in front of her. The brunette was pretty enough, in a kind of pixie-ish way. She had a nice round set of breasts on her that had probably had some work done on them prior to her being brought here. They were nice but Jezebel felt they were kind of out of place on the small-framed girl. She...

The Writer's Secret Ch. 03-04

by AnnMichelle on Sep 16, 2017
Transsexuals & Crossdressers

Thanks for all the wonderful comments on the first two chapters! Here are the next two chapters. It's time to teach Loren a bit about being Laura before their dinner party. Synopsis: Loren had no idea what he was getting into when his agent suggested he write transvestite fiction. Nor did he realize how eagerly his wife Stephanie would embrace the idea of f...

Angel Learns My Secret

by Angelscuck on Sep 16, 2017
Loving Wives

My wrists strained at the ropes that bound me to the chair. The vibrator taped to my cock was driving me mad while I watched my leather clad bride mount her lover's huge black cock. Angel smiled at me teasingly, knowing the pleasure and pain I was experiencing.... Suddenly I heard her key in the door I quickly turn off the magic wand, put it in the desk dra...

Feminizing First Step Ch. 04

by antares34 on Dec 10, 2019
Transgender & Crossdressers

(All characters are age 18+) It has been months since my mom and therapist started my sissy transformation. So many changes have happened! Shortly after placing me in a chastity device, they revealed to me that the "male hormones" I thought I had been taking were in fact just the opposite -progestogen and testosterone blockers to be specific. To be honest...

Wesworld: Candy's Interview

by gaildaniels84 on Dec 25, 2019
Transgender & Crossdressers

This story is inspired by a series of captions done by Wes Mantooth over on his blog. Wes has been gone for several years and I'm a huge fan of his work so my intent is to use several of his stories and characters as jumping off places to create a larger world. *** Cameron once again ran his hands down the front of his pants, trying surreptitiously to wipe...

Jenny Plays with the Big Girls

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

This is my first submission of an erotic story, on this site or any site. Though I don't necessarily ask you to be kind, I do ask you to be gentle...or should that be the other way around? Hmmm... Anyway, this is an interesting tale, a varied tale, one of strange tastes and pursuits. If transvestism or femdom or golden showers turn you off, I ask you here an...

ENF Dot Com - A Wandaverse Spinoff Ch. 02

by Pugzilla on Jun 25, 2019
Exhibitionist & Voyeur

The villains from my Wanda stories have come up with a new business idea. Dillon got an idea from hearing his former teachers go on and on about the pictures and video of the time he had stripped and groped up a slut from school. He should have thought of it before but he didn't like to think about that girl for too long. His memories of her were bitterswee...

A Harlequin Ravishment

by Clintdear on Sep 12, 2017
Transsexuals & Crossdressers

When you called and you told me you were coming to see me tonight and to "be beautiful", I knew this was my chance to see if you were really interested in me as your "gender challenged" boyfriend. I'm 22 and you're 25 and seriously manly. I on the other have grown a girly body with graceful curves, a nice round ass, and breasts that ooze milk when I'm excite...