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Stilettos Stories

stilettos

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...

Lethal Blue - Chapter 11

Never underestimate the strength of a woman

Julie Koop walked through Willowbrook Mall, her thick hair cascading down her back as she effortlessly turned heads strolling through the upscale boutiques. She was wearing a tight jean skirt and a pair of black knee-high boots with six-inch stiletto heel...

The Unexpected Hooker

She literally fell into his life to fuck him senseless

Ben has it all lined up! His parents are away all weekend, so he has taken full advantage of the free time. Drinks with the boys followed by a hooker to fuck his brains out! He had found a redhead online; she looked hot and sexy, although her images purpo...

My Fucking Shoes

You better keep an eye on my feet, baby...

Sneakers are for a walk in the park, honey. Your hand holds mine. Short-heeled black pumps are all business, lover. Better stay outta my way. Bare feet mean I'm in a playful mood, sweetie. Couch cuddling is nice. But, when I don my stilettos, I want to ge...

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Kelly Waits For Brandon To Come Home

Kelly waits for her husband in her panties and her stilettos.

Brandon had a shitty day and came home all aggravated. His gorgeous wife was waiting for him in her white panties and black stiletto heels. She opened the door and just smiled at him.“Fuck! Don’t you look fucking gorgeous.” Kelly opened the door and took...

After I got out of my house, I walked for about 20 minutes to get to this fancy restaurant I made reservations for. It was a long and tiring walk, but I loved cat walking in my sky-high stilettos and hearing the click of my heels with every step. I couldn...

Adventures in a Woman’s Body – Chapter 1: Plugging Up

Dressed up, plugged up, and ready for some cocks

After two years of hard work, I've finally come as close to being a woman as possible. The hormones and drugs that I've been taking for the past five years have made my body and voice quite feminine. With the help of toning exercises, I now have long slen...