Pantyboy Stories

87 results
Orientation
Length
Source
Infinite Scroll

Mistress Morgan's Sissy Husband

by corduroysissy on Dec 10, 2017
Transsexuals & Crossdressers

Morgan Ashley was a very pretty lady, not movie star glamorous mind you, but far prettier than anything her wimpy husband Robin would normally attract. Having just stepped out of the shower she was wearing a red mid-wale corduroy bathrobe and her long red hair was wrapped in a towel. She was seated in the living room armchair with a cigarette perched between...

Jennifer Monroe & the Ladies Ch. 02

by corduroysissy on Jan 14, 2018
Transsexuals & Crossdressers

Everyone stopped. The ladies all looked at Jennifer with their mouths hanging open, and Debbie just stood there mortified, not believing what he just heard. "Do you not speak English bitch, I said get the fuck out of here right now. That's your punishment." He didn't move. "Oh, are you feeling sorry now Tinkerbell, well tough shit, beat it, bye-bye." De...

Continuing Adventures Of Panty Boy

by Panty10 on Oct 15, 2017
Fetish

I sure had a wild time at the poker game and it was something I never expected. After we talked about it, I was clear that our friends did not think any less of me and that they had a great time too. Cheryl and I were lying in bed, in our matching panties, the following night, just kind of snuggling and talking about it when she reached down and started care...

Casey's Submissive Journey Pt. 08

by corduroysissy on Mar 6, 2018
Transsexuals & Crossdressers

Mistress Betty - Part Two When Karen returned from the kitchen she was holding a drink in each hand and the sight awaiting her not only shocked her, but stopped her dead in her tracks. Betty had her skirt pulled up on her belly and Debbie was between her legs licking her pussy. Betty's face was upturned, her eyes were closed and she had a very contented smi...

The Sting

by estragon on Sep 1, 2017
Humor & Satire

Who stole the stories from Literotica.com? Here's one answer. Huang Meili had a rare place for an eighteen year old girl--she was a Senior Research Fellow at the National University of Defense Technology in Chengsha. Ostensibly she was a database manager, developing software for better tracking spare aircraft parts and maintaining records for naval personne...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

Cyber Sissy Ch. 02

by missvicky53 on Sep 25, 2017
Fetish

I waited, watching the door as the sound of Megan's heels came closer and closer. I noticed a distinct stirring in my white lacy panties as the anticipation grew. I couldn't help it, I was about to live one of the fantasies I had spent so much time reading about on the net. Besides, since following the list of instructions Megan had left, I was in no positio...

Panty Posers Ch. 02

by EROTICbearscribe on Jul 6, 2020
Transgender & Crossdressers

NOTE: This is a work of fiction. The characters appearing in this series are consenting adults over the age of 18. Any reference to past experiences by any character appearing in this story are intended to define that character. * It was almost 3 when I woke up in my roommate's double bed. Sunlight streamed between the broken slats of his plastic blinds...

Fluffy, Furry Angora CockTease Ch. 01

by KittyZateez on Feb 6, 2018
Fetish

Author's Note: Hello TeaseToys and PantyBoys! For those of you who have discovered and enjoyed the work I've posted so far here on Literotica, I thought I'd share this note with all of you. The first two stories I posted, my Sensual PrickTeasing and PantyBoy PrickTease, were written several years ago, but there are plenty more fantasy teasing stories I've...

Panty-Boy

by pantywriter on Sep 16, 2017
Fetish

Suzie leaned forward, her elbows on the table supporting her hands that were cupping her chin. The glint in her eye told me that I was expected to answer. As always I was surprised. This petite little girl radiated a kind of force. She was one of a kind, and perhaps the most stubborn and headstrong woman I ever met. And there was a tiny little part of my b...