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Crossdressing Stories

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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...

Identical Twins

Part Two - Jill And Erica Become Intimate Sisters. Mom Learns She Has Twin Daughters

I woke up early Thursday morning and looked at my sister sleeping soundly. Although completely naked, I didn’t look at her as a guy would. I looked at her as my twin sister. I got out of bed and slipped on my panties. I still had a bra on. I grabbed one o...

Identical Twins

I Went From Being A Fraternal To Identical Twin Sister

Jillian and I are fraternal twins. As with many twins, we have much in common. At twenty-two, we’re both five feet, eight inches. We have blond hair, blue eyes, and fair complexion. We are even close to the same weight. I wear my hair long, and If I relea...

Under Everyday Clothes

Plain boyfriend on the outside, lace-wearing sub underneath

“Conner, could you pass me the pretzels over there?” Siobhan’s mother asked, pointing to a shopping bag filled with all manner of party foods. I was helping her out in the kitchen while Siobhan and her father entertained the rest of the guests around the...

Becoming Anne - My Feminization Chapter 3

My wife discovers my need to be feminized and begins my makeover to Anne (series)

Jess took a few steps back to consider the answer to her question. As she did I was reminded of just how strongly I was attracted to her. My beautiful wife stood 5’6 and weighed 145lbs. Fair skin perfectly molded to her curvaceous figure. Generous D-cup b...

Caught!

Getting caught was his worst nightmare, or was it?

I’d been looking forward to the long holiday weekend for a while. Christa, my girlfriend, was going away on a girl’s trip, allowing me three days of uninterrupted alone time. Don’t get me wrong, I loved Christa and enjoyed our time together but, there wer...

Becoming Anne - My Feminization Chapter 2

I revisit the beginnings of my cravings to become feminized

"Newly discovered persona,” she said. Jess’s choice of words was never accidental. This previously concealed aspect of my character was now on full display. I was not playing a role, this was not contrived, this was me, an emerging new identity. So there...

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Bringing Back The Wild Side Of My Wife

She used to be wild and I brought that side out again

How did I let it get to this situation? My head was locked into the stockade at the foot of my bed. Wearing a blue latex Playboy bunny costume, a remote-control vibrator shoved deep in my ass, and my laptop open to Facebook Messenger. My arms have enough...

Becoming Anne - My Feminization Chapter 1

My wife discovers my need to be feminized and begins my makeover to Anne (series)

I walked into our bedroom. Jess, my wife sitting on the bed. Beside her were some of her sexy lacy underthings, items I had been wearing in secrecy. “Please don’t lie to me,” she said. “You have been dressing like a girl, using my clothes, haven’t you?” M...

Adventures With Eddy - Part 3

Eddy dresses me up, ties me down and turns me into a whore

As I woke up the next morning, the events of the past two days started to rush through my thoughts. I couldn’t believe all of the changes that had happened to me while being with my neighbor, Eddy. I was sixteen, and Eddy and I were tasked with spending o...