Sissy Secretary Stories

20,580 results
Orientation
Length
Source
Infinite Scroll

Secretaries in Bondage

by DrSqueaky on Sep 15, 2017
BDSM

I paid the cab driver and turned to walk into the shiny, glass-encased office building. The bright southern California sun blinded me, and since I hadn't needed them when I boarded the plane at LaGuardia at 6AM I hadn't thought to bring sunglasses. I was momentarily snowblind when I entered the building. As my eyes adjusted, I saw a reception desk in front o...

Voices

by KissingFever on Sep 11, 2017
Group Sex

Chapter 1 The phone rang at Lily's desk and she held her breath, hoping that it was her new client from the South. She loved talking to Jack as his deep southern voice made her forget her worries for the day. Being alone in her office helped too as she often times closed the door and looked out the window while discussing bras and panties with him. Today an...

Morzhay Cosmetics

by dr_mabeuse on Sep 12, 2017
BDSM

Is there anything as sweet as leaving the office late Friday afternoon, going out to meet the guys for some beers and knowing that the evening, the whole weekend, is just stretched out ahead waiting for you? Friday night, then Saturday sleeping late, maybe some football in the park, tooling around, meeting someone for dinner… “Mr. Narr, Ms Morzhay said she...

Five Women Sex

by feelsgood on Sep 12, 2017
Fetish

My name is Mike. In my seventy years I have had the good fortune to have had multiple sex partners at one time or another. My multiples were not always a three-way with two women. This true story happened to me long ago and involved five ladies who ended up in my bed one summer's night. Yes, five naked sexed-up young ladies gave me pure sexual joy and pleas...

Exploration in the Bushes

by Dana Gallagher on Sep 13, 2017
Exhibitionist & Voyeur

Dana was sitting at her desk staring into the glaring screen of her computer. She attempted to work, but as she did her eyelids kept drooping and her head began to loll down to her chest. Abruptly her head shot up as if she'd been pinched. She blinked her eyes several times and rubbed them with her fists. She yawned as she stretched her arms out to their ful...

You Got to Know When to Hold 'Em

by fritz51 on Mar 10, 2020
Loving Wives

Forward: This piece was inspired by a story I stumbled into while using the "Loving Wives Spinner" feature to find a story to entertain myself one day. If I could remember the name of the story, I would give it a mention and due credit. But, alas, I cannot recall it. This story has two parts, borrowing words from a familiar song, part 1 contains "Fol...

Susan Fucks Better Than Andie

by delayedaction on Nov 16, 2020
Loving Wives

The conduct described in this story does not reflect any factual conduct by our overworked civil servants. Likewise, regulations in force are not faithfully represented; it is all fiction and made-up solely to advance the story. There is not as much sex as some readers want. Susan fucks better than Andie ... but Andie's blowjobs are better. Andie and I saw...

Been Waiting for Love Ch. 04

by Myanlass on Sep 25, 2017
Interracial Love

After Katrina left, Scott took a shower to get ready for the interview. Now he felt more relax and confident about meeting up with Mr. Thomas. As he drove to the office, he started to think about Katrina and where this could possibly go. He knew this was something more for her and for him as well. He looked past little Kitty Kat that use to run around with...

My Daughter's Feet Ch. 09

by bardsy on Sep 12, 2017
Novels and Novellas

I made it to headquarters with five minutes to spare. I walked into the chief's outer office and was greeted by a smiling Renee. "Good Morning Captain Baldwin. Chief Hall is with County Executive Lawson right now. Have a seat. I'm sure he knows you're here, I reminded him ten minutes ago." She laughed. "Renee, you know you don't have to be formal with me. H...

Daughters Make the Best Bitches

by MTL17 on Sep 25, 2017
Celebrities & Fan Fiction

Author's note: This story takes place in Season 5 by which point everybody is over the age of 18. ** The Rosewood Book Club had been established with the best intentions, but it had quickly become more of a wine and gossip club. Which was great for Ella Montgomery, especially the second time around. After all the club had been first assembled because the d...