Shemale Pegging Stories

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Infinite Scroll

Maria the Closer

by joefelton on Aug 17, 2017
Fetish

Chapter One Maria Williams checked the time on her iPhone... three o'clock... time for her weekly call to Angela. She and Angela are best friends, and have known each other since attending kindergarten together at Mariposa Elementary School. Their relationship could be described more like sisters, than best friends. They confide in each other about everythi...

The Medb Wine Club Pt. 01

by tdallyn on Sep 19, 2017
Group Sex

Barbara's text message came across my cell phone just as I was getting ready to leave work. It said, "Don't forget about the wine tasting tonight." "Damn," I said out loud. I had indeed completely forgotten about it. I'd learned about it a few weeks earlier when we were both in our kitchen at home on our computers. I was in the middle of doing something...

Would You

by sydian on Sep 16, 2017
Transsexuals & Crossdressers

'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her skirt gathered at the flatness of her tum, then fell away from her no-wais...

Kim Lazenby's Resumé Ch. 02

by PrimalRoots on Sep 13, 2017
Group Sex

I like to think of myself as a master of exploitation. Others will call me a bitch, a whore, or just plain evil. But my interference in the affairs of others is minimal; its victims further extend the problems I cause. Many solutions present themselves, but are neither explored nor realized. I feel no sympathy, and remain far from empathy. I only feel joy fo...

Resolution

by PattyMarie on Sep 16, 2017
Transsexuals & Crossdressers

This is the third part of a trilogy by three different authors. If you haven't read Torn by patricia51 and A Typical Day by Chagrined this won't mean much to you. They are both worth the read. Consider these two stories as the prolog. * While we attend church regularly, I'll admit to not being a praying man, but I prayed laying in bed that night. "God, he...

The Golden Orb Ch. 02

by hawke56 on Jan 9, 2018
Transsexuals & Crossdressers

Synopsis: This story is a direct continuation of my story "The golden orb." It is advised that you read the first installment beforehand to understand what little plot is happening. If you are just looking to read some story with a lot of sex scenes though you might enjoy this even without reading the first part I guess. The story further follows Sam and Ja...

Afro Stress Relief Ch. 06

by llts1970 on Dec 12, 2018
Transgender & Crossdressers

I was running a bit late after I'd overslept my alarm clock, my shift at Missy Bee's and the hard riding I got from Leroy must have tired me out more than I thought. I managed to get into work just on time, once there I rang Sarah. "Oh hi Johnny, sorry I mean Tina, wow it's early," Sarah lazily answered. "Hi Sarah, is Marci OK? I can pick her up this eveni...

A Learning Experience Ch. 09

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

--- This chapter is dedicated to those of our Brothers and Sisters who have left us far too soon. Thank you for waiting so interminably long between chapters. I am afraid I allowed my enthusiasm for editing wonderful new stories by other authors get a bit out of hand. But I have taken some time off to finish my little transition Biography. I would like to...

The Rose Diaries Ch. 13

by RoseB on Dec 31, 2018
Transgender & Crossdressers

Disclaimer and Notes: The Rose Diaries is an incredibly dark story focusing on forced (heavy emphasis on "forced") feminization of a completely non-compliant individual. There are elements of non-consent, violence, and dark subject matters. In addition, this story depicts dysphoria, dissociation, and general depression. I hope you do enjoy this chapter if...

Attorney Client Privilege Bk. 07

by Bazzz on Sep 14, 2017
Interracial Love

37 Lis was slipping on her navy blue Jimmy Choo pumps when she first heard the noise outside her front door. She figured that one of her neighbors must have been moving something big into their residence as she checked herself out in the full length mirror. She was wearing a navy blue business suit and she knew she looked good in it. The skirt was a bit lon...