Feminizing First Step Stories

319,459 results
Orientation
Length
Source
Infinite Scroll

Becoming More Feminine Pt. 02

by bottumguy84 on Feb 11, 2019
Transgender & Crossdressers

(Editor's note: This one isn't as long as my last story, the main character is getting a first name, and I'm going to incorporate a few requests from readers in the last story) *** Jason, Dan we're back. I barely was able to open my eyes when I heard Jen say, "Dan"? I finally woke up enough to realize what happen, Jason's arm was draped around my waist an...

Because I Love You

by gypsyrose26 on Sep 17, 2017
BDSM

His eyes were as wide as he knew his anus would be soon. Charles Hampshire was wearing his very own ruffle-butt panties, socking , high heeled shoes with a lovely little bra his wife had been given for her birthday, and a long brown wig perfectly fitted to stay on tight. He was suspended over his living room floor by his ankles, neck, wrists, and his nipple...

I Learned My Lesson Well Ch. 02

by Angelscuck on Sep 14, 2017
Transsexuals & Crossdressers

As I told you in part 1, Angel really taught me a lesson regarding cumming without her permission. I was so grateful that I hadn't lost her to a superior black stud, I was even afraid to masturbate to porn on the internet. We have two computers, hers and mine, next to each other in our office. She told me she had forwarded an email to me from one of her gi...

He To She Ch. 02

by LaurenWestley on Sep 16, 2017
Transsexuals & Crossdressers

(Authoress Note: All disclaimers regarding characters, age appropriateness etc are in effect. I really advise anyone under 21 not to read my stories. It takes a certain degree of maturity to enjoy my writings without recriminations. Don't write a review if you don't like the theme of the story. That's just childish. But criticism is always good and helps me....

Mind Over Management Ch. 10

by SEVERUSMAX on Sep 14, 2017
Transsexuals & Crossdressers

Grace's body hair didn't survive the night, of course. It wasn't long at all before the ladies all got in on the act and she was totally smooth from her neck down. This was in addition to the cream also applied to her face to rid her of any shadow of facial hair. When she took a shower with Jen and rinsed off the stray hairs, Grace emerged clean, slick, and...

Feminizing First Step Ch. 06

by antares34 on Jun 1, 2020
Transgender & Crossdressers

(All characters are age 18+) Today my mom was having her friends over for a pool party in our backyard. They had been here all afternoon --mainly lounging around the secluded swimming pool and patio area. Michelle had been first to arrive. She was my mom's old roommate from university and came wearing a black bikini and floral print sarong. Next was Kendra...

A Week as a Woman

by thrillerauthor on Sep 16, 2017
Transsexuals & Crossdressers

© 2017 by Thrillerauthor My life is such these days that my time as a woman is restricted to business trips to a large city in a western state, where long hot summers and gray rainy winters are offset by endless autumns and lovely springs. There I maintain a small pied-a-terre with an apartment upstairs, and a downstairs office with its own access to the st...

Service Day 01: Sissy's Breakfast

by SissyHubbyD on Aug 7, 2019
Transgender & Crossdressers

His alarm goes off at 6 AM that Saturday. On any other Saturday he would ignore the alarm and sleep in until 10 or 11, but not today. Today is Service Day, and he couldn't be happier about it. He gets out of bed quietly, careful not to wake his wife as he does so, and tiptoes out of the room and down the hall to the empty guest room. His outfit for the day...

Feminizing First Step Ch. 01

by antares34 on Sep 23, 2019
Transgender & Crossdressers

Author's Note: This is a work of fiction and a prequel series to my other published stories. All characters are age 19+. ***** Today my mother and I went swimsuit shopping at a local department store. It was early in the afternoon, and we practically had the place to ourselves. Upon entering the store, we walked past a large column covered in mirrors, and...

Changes

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

By now Danny and me had been engaged for well over a year and living happily as man and wife, I never had to work unless I wanted to and I had also become an amateur Trans model being photographed for some magazines and events so I was always content being me but as my life has moved on I knew I wanted to make my feminization more permanent. Now as a Tgirl...