Crossdressing In Pantyhose Stories

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Infinite Scroll

Best Camping Trip Ever Ch. 01

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

*This is a fictional work based on a fantasy of mine. Hope it comes true, and hope you enjoy.* ***** I love camping! I mean I really love camping. I also love crossdressing. And sex. With men. Yeah. I live for all the above. I have also begun to get a little more bold as the years go by. I wear tights or pantyhose under my jeans everyday, even during the s...

From a Husband to a Dutiful Sissy Ch. 03

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Three: My sissy maid lifestyle becomes more set in reality. Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

Stockings & Stalkings Pt. 01

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Giselle applied the clear topcoat to her ruby-red lipstick; she pursed her lips as she looked at her reflection in the mirror. "There; finally finished," she smiled to herself. It had taken Giselle nearly one hour to transform from 'Gary', her male alter-ego, into Giselle, the hot transvestite staring back at her from the mirror. She smiled to herself as s...

Michele And The Predator Ch. 03

by MicheleNylons on Jul 15, 2020
Transgender & Crossdressers

The Predator was stunned; it dawned upon him what had happened; he had fucked and been fellated by a transvestite. A man dressed as a woman! He looked at the pathetic sight lying before him on the bed and laughed. He thought to himself that she was just as good as any 'real' woman he had fucked; and she sure wasn't going to be telling anybody about this even...

Becoming a Sissy Maid & Slut Vol. 11

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eighteen: Some New Friends for Chantel. A blissful night's sleep has led me to a wonderful Sunday day off. Master has told me I must accept that special Sunday plans are on the go after 3:00pm but today, this morning awaking at 9:00am I run my routine, enema, shower, put on fragrant body lotion. I then begin a day of dressing just for myself, but al...

Obey Thy Neighbor

by jealouscuck on Sep 18, 2018
Transsexuals & Crossdressers

My name is Melvin Johnson. I am an accounting executive for a very large medical conglomerate. I have the luxury of working from my home office a good portion of the time. Not that it is all roses for I travel some and work some long hours out of town. My wife Chelsea is also an accountant. However she travels at least sixty percent of her working time. She...

Dressing at Bloomingdales

by willow619 on Sep 16, 2017
Transsexuals & Crossdressers

My wife knew about my crossdressing long before I married her. I couldn't have married someone who disapproved, or from whom I had to keep it a secret. I have a collection of lingerie I wear when we have sex. My wife enjoys how it makes me feel, and she likes to see me happy. But I don't dress fully, and don't own any dresses, skirts or blouses. I have a fa...

What's Your Price?

by Checkmate215 on Sep 26, 2017
Transsexuals & Crossdressers

Growing up poor meant I always had to do without. I was orphaned as a baby and became a ward of the state. I could never seem to catch a break, my life was one loss after another. After becoming 18 I was discharged from foster care with nothing. Now three years later I still had nothing. My prospects weren't good and I couldn't get by on my looks. I was 5'7"...

Recruiting of a Sissy Maid Ch. 02

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Two: Onto Her Training and Breaking Down. The feeling of fear and dread falls over Chantel as she sits on the flimsy bed in what is for now her prison cell. Totally alone and isolated except for the fact that Mitch and Nate Burrows will lord over her as they orientate, train and ultimately break Chantel from a fantasy sissy to what will be a living...

My New Maitresse Ch. 01

by Cagedcompliance14 on Sep 14, 2020
BDSM

My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...