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Mtf transition Stories

mtf transition

A Misunderstanding - The Sequel - Part 6

Simon is pleasantly rewarded for good behaviour

Simon stood naked in Sarah's bedroom, awaiting, he hoped, a handjob as a reward for drafting a new and undated letter of resignation. His cage was still locked in place and his penis was becoming impatient as he watched Sarah reach into the drawer of her...

Identical Twins

Part Four - The Family Embraces A Newfound Intimacy

“I can’t believe I’m saying this, but I like having twin girls,” Mom said, as we arrived home after our nice dinner. “We had a great time, Mom. Thanks. And thanks for letting me have my sister,” Jill happily exclaimed. We got ready for bed. As I was about...

A Misunderstanding - The Sequel - Part 5

Just when Simon thinks things can't get much worse he's in for a surprise

It was Monday morning, and Simon had spent an embarrassing weekend with Sarah making him dress completely in female clothing and punishing him with lines, not to mention adding further days to his chastity clock. He had also had an awkward encounter with...

Gaining A New Identity

Joe give up his identity to become his girlfriends femme cuck.

My girlfriend has known for quite some time that I love to dress in lingerie and women's clothes. The other day she sat me down and explained that she wants a real man. She said that we can stay together so long as she could have other lovers. She said th...

The divorce was final in two months. I owned only women’s clothing and lingerie. Joann let everyone know about the divorce. What we hadn’t considered was that her other friends, as well as colleagues, would want to fix her up with dates. Besides that, the...

Becoming A Pornstar

Jack makes a wish to become a pornstar... and it comes true

The video that caught my attention tonight starred a petite blonde with perfectly manicured nails and long, pretty blonde hair. She had the kind of body that I could only dream of—slender yet perky in all the right places. Her partner was everything I was...

Bob Returns To Crossdressing With Unexpected Reaults - Chapter Seven

Elizabeth takes a major step in this “transitional” chapter.

When we returned home from our girl adventure on a Saturday. The next morning, we sat down to talk about what to do next. “Elizabeth, You enjoyed the entire week,” Jo declared. “I am sure we had a better time than we would have if you were Bob. I had a gr...

Bob Returns To Crossdressing With Unexpected Results - Chapter Six

Jo and Elizabeth Go On A Trip And End Up On A Double-Date

I had reached the point where the only time I wasn't Elizabeth was at work. “I know you hate wearing male clothing,” Joann told me one morning as I was getting ready for work. “It’s like you are cross-dressing as a man. I want you to quit your job so you...

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Bob Returns To Crossdressing With Unexpected Results - Chapter Four

Joann becomes comfortable with Elizabeth. Friends find out. Elizabeth gets asked out on a date.

After an exhilarating weekend, my life unfortunately returned to normalcy. Bob went back to work. We came home, had dinner, and watched TV. I realized Joann was processing. Duh. I just told her I wanted to dress and act like a woman. I didn’t want to pres...

Bob Returns To Crossdressing With Unexpected Results - Chapter Three

Bob Tells His Wife about Elizabeth. Her Unexpected Response.

I steered into the driveway that I had pulled into hundreds of times. This was the first time dressed as a woman. I knew I couldn’t stop what I started. I wasn’t controlling the overwhelming desire to be feminine. It seemed to control me. As a couple walk...

Bob Returns To Crossdressing With Unexpected Results - Chapter Two

Bob Is Transformed Into Elizabeth. Elizabeth Seeks Affirmation.

I left Jane’s house feeling exhilarated. I was fairly confident that I passed as a woman, but I only had Jane and Jim telling me that. Maybe they told every client that. As I drove, I thought about what I had done. I not only dressed fully as a woman, and...

Bob Returns To Crossdressing With Unexpected Results - Chapter One

After An Extended Dormancy, The Desire To Crossdress Returns

I was in a great marriage. We got along, did fun things, and had a great sex life. My wife, Joann, or “Jo”, knew that I had cross-dressed when I was a teenager. I had told her how my sister, Maggie, had dressed me as a girl for a Halloween party when I wa...

Tyler, Now Taylor: Learning to Contribute - Chapter 1

Tyler's gender-swapping experiments catch up with him...

"Tyler!" Your father's voice is gritty, like sandpaper against wood. Standing in the doorway of your room, Rick glares at you, his hands smeared with black engine grease. "What the hell is this?" He holds up the translucent bottle of X-Change pills. Your...