Plug Stories

19,290 results
Orientation
Length
Source
Infinite Scroll

Becoming A Crossdresser

by AsianCD1990 on Sep 13, 2017
Transsexuals & Crossdressers

First shot at writing, the following events of this series are a mix of true events and fantasy. Up to you to figure out what is what. I will see what the feedback is like to see when the next chapter will be posted after making the required adjustments. At 23 years of age, I find myself in a position that I never thought I would be in. Living life as a...

Hadley's Other Cherry Ch. 02

by TotalKnockout on Sep 18, 2017
Anal

This is part two of a three part story. To read part one, go to https://www.literotica.com/s/hadleys-other-cherry-ch-01 To read the first installment of Hadley and Jack's story, Hadley's Cherry, go to https://www.literotica.com/s/hadleys-cherry *************************** Harvey Henderson was padding upstairs with a glass of water when he saw lights shi...

Learning to Submit Ch. 10

by kitten_d44 on Jan 20, 2020
Novels and Novellas

Author's Note - This story is filed in Novels but is heavily BDSM in nature so feel free to skip over it if that's not your thing! Thanks everyone for continuing to read and support this story! For those just jumping in here, I recommend starting at chapter 1 to fully understand the characters and background. Thanks also to ftw752 for continuing to give...

AliExpress and Sissy Downfall Pt. 05

by His_fag_wife on Feb 6, 2018
Transsexuals & Crossdressers

Charlie was deep in it now, being assessed by Miss Bell the beautician before she started work on removing all of Charlies hair below her soon to be plucked eye line. Candice the young pretty petite receptionist was also looking on to deepen Charlies humiliation. "Miss Bell, I'm really tight, but even my little pussy couldn't be satisfied by that little cli...

Toys For My Pet

by Firewagn69 on Sep 12, 2017
Toys & Masturbation

I awaken at 2p.m. after working the night shift. You hear the grumpy groggy bear stumble to the shower, mumbling how his morning woody wouldn't behave and that it was freaking 2 p.m. and what was it doing awake. It was then while I was stepping into the shower that you let me know that the kids were with your mom, that she would be gone until late, and that...

Best Friends

by ILuvAnal on Sep 12, 2017
Anal

The saga began on a beautiful, hot, July, Friday evening in New England. My wife and I are fortunate enough to have a nice cottage on the shores of a large, pristine lake. The lake is quite deep, very cold and clear enough that you can see into depths of 30 or more feet. Though there are hundreds of homes and cottage along its shores, our camp is located...

Pigtails and Plugs

by English Lady on Sep 12, 2017
Anal

"Good morning, my love." I feel my husbands hand roving down my back and over my buttocks. "Mmm, morning." I stretch out and his hand squeezes my bottom, a finger slipping between the cheeks. I gasp and his finger slips up and down, teasing me, urging me to lift up from the bed. "Someone's horny this morning." "Yes, you must have been having a fun dream,...

Owning Professor Ballard Pt. 05

by Wifeowner on Sep 25, 2017
BDSM

Professor Ballard woke up on her stomach on her bedroom floor. She was naked and collared. She ached all over. Her hands were cuffed behind her back. She lay still in the coolness of the morning. It had been a rough three days. She heard Kendra snoring lightly in the bed above her. She craned her neck and looked up at the clock on the nightstand. It was ti...

Simon's Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...

Simon’s Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...