Office Butt Plug Stories

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Orientation
Length
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Infinite Scroll

Office Fantasy Ch. 3

by victors_angel on Sep 14, 2017
BDSM

The clock struck 5, as she rose from her desk to get her coat. Glancing briefly at her co-workers also getting their things together to go home for the evening, she speculates who Mr. Nightingale would summon to his office to warm her bottom. Damn, her cheeks are tender as she walks, she can't wait till she can see her bottom in the mirror to see for herself...

His Sweet Girl Ch. 06

by naughtysexmouse on Sep 26, 2017
Erotic Couplings

As I walked downstairs stark naked, my whole nubile body ached from its repeated exploitation the night before. Semen was splattered over my face, tangled in my hair and dried in rivulets down the sides of my mouth and onto my chin. There were also copious amounts of white cum splashed over my tiny tits and crusted over my small pointed nipples, with their s...

AliExpress and Sissy Downfall Pt. 08

by His_fag_wife on Jul 10, 2018
Transsexuals & Crossdressers

Emma's gaze swung around the room taking in as much of the contents of the room as she could. So many of the items being completely unrecognizable to her. "Close your mouth my dear little slut or I may have to put something in it." "Yes Master, sorry Master, it is just an amazing collection." "It is, isn't it and we'll get Charlie to choose your new plug...

Zoe's Professor Pt. 01

by vegasgeek on Jul 9, 2018
Erotic Couplings

He closed the door behind her and motioned for her to sit. She sat in the chair, a few feet set back from his desk. "Professor. Thanks for seeing me outside of your normal office hours." "I'm happy to help, Zoe. Now tell me what I can help you with." Zoe's feet shifted uneasily. She had been Michael's teaching assistant for two years, but they were purely...

Training Professor Munroe Ch. 02

by Isabel_Blyss on Sep 17, 2017
BDSM

Lucille smiled at herself in the mirror as she put the finishing touches on her makeup. Almost a month had gone by since she introduced the professor to his new role (my how time flies when you're misbehaving). Professor Munroe was shaping up quite nicely and she felt he was ready for the next step. Wednesday afternoons used to be when the professor could co...

A Quiet Day at the Office Ch. 01

by MasterDaddyG on Sep 13, 2017
BDSM

Oh, you have done it again and you know it. You have been making mistakes all week and you know that from my previous statements, they will not be tolerated. Your mind is racing with thoughts of anxiety. If you could reverse your actions, you would. You know I have some form of punishment in store for you as you stand before my desk. But, you're not sure wha...

A Night at the Theatre

by AlinaX on Sep 13, 2017
Anal

This story was co-written with Sandy Monroe. * One Friday morning, mid-November, I was surprised to receive a call from Ben. With his new job in the City, I never usually heard from him during the day, and rarely saw him except at the weekends. "Hi Ali," he said, sounding very anxious. "Are you free to talk?" I looked around, intrigued, a little worried,...

Neighbourhood Terror to Sissy Pt. 20

by Fibaro on May 11, 2020
Transgender & Crossdressers

Chapter 22 Marcy woke up with a loud groan. Sleep had not come easy last night with how horny she had been, the fact that her butt had remained filled up, her sore throat and that chastity cage that seemed to hurt a lot more than it used to. On top of the difficulties falling asleep she was now woken up way too early. She had to since she was supposed to st...

New Black Neighbor

by greyhound_guy30 on Sep 12, 2017
Loving Wives

After a few frustrating post college years, I convinced my wife Sandy to move to Los Angeles. The job market had been terrible in the Midwest so we packed up our belongings and made the journey across country. In my search for better pay I took a job at a computer firm downtown. I had finally made the move from a cubicle to my own office with a secretary. Sa...

Office Boy Pt. 02

by MadWisco on Apr 27, 2020
BDSM

Kelly straightened her dress in the mirror inside the door of her office closet. Walking back to the chair where she had left her fitted professional jacket she assessed her young employee, still semi-slumped on the floor, underwear around his knees, having just cleaned his mess from the tile with his tongue and mouth. "You should get dressed and get to wor...