Office Sissy Stories

94,002 results
Orientation
Length
Source
Infinite Scroll

Becky, My Outdoor Lover

by Jenny6969 on Aug 19, 2017
Exhibitionist & Voyeur

They say that office romances are dangerous. There's danger in everything, but in my experience, a little danger can lead to an exciting affair. It all began one Monday morning when I arrived early to work. I usually got in about a half hour before anyone else, using the time to plan the day's schedule or catch up on e-mail. Unlocking the doors and turning...

Playing with Fire

by be24you on Sep 13, 2017
Erotic Couplings

The following story is based on some facts. However my fantasy has added much to make it (hopefully) more interesting to the reader. I have to remark that it will be a mere coincidence only if anybody thinks it is he or she being the one mentioned. I will take the opportunity to express my great thanks to BGMIFUN for his editor views and for making my bad E...

Bob and Brenda Jackson

by Huedogg2 on Sep 17, 2017
Loving Wives

Believe or not, I am a fan of Matt M stories, MM is one hell of a writer. You know a writer is good when his writing can walk you right into the messed up trials of marriage and then piss you off to the core. This story was inspired by MM. While I'm not in his class when it comes to writing, I'll try it just for fun. * Bob Jackson was a simple man. All he...

Finding Elvis Ch. 10

by Wine_Maker on Sep 13, 2017
Romance

Chapter Ten: Shopping trip I blinked. I blinked again. "Two what?" I asked Gretchen. "Billion. Two billion dollars. In the trust fund," she said in a small voice. I stared blankly for a few moments as I tried to get an idea of that much of anything. I finally gave up and turned back to look at Gretchen. "That's actually not as much of a problem for me as...

Play Party Prey Ch. 02

by DixitDomina on Jul 15, 2020
Fetish

The sun had set on its horizon and darkness was replacing the light of the sun that had brightened the day. The campus was not dark though. It was well lit on every side and in all direction. Foot traffic had also reduced to its barest minimum. What was left was just random students or non-academic staff walking on the sidewalks. A few retail kiosks that w...

A Special Bisexual Bond Ch. 05

by walterio on Dec 16, 2019
Anal

AUTHORS NOTE: As in previous chapters this one contains straight and bisexual anal sex encounters. SEPTEMBER IS HERE The month of September had arrived and Cole would be leaving for college in two days. Chet had passed his test and now he was licensed to sell real-estate. That Monday morning, Brenda was out for a woman's club meeting at the country club. S...

The Failed Interview

by SierraSprite on Oct 19, 2020
Erotic Couplings

The interview was a disaster. She was late because she lost the detailed directions. The new outfit was ill fitting and she nervously shifted around in her chair the whole time. Apparently, no one had told her you need to find some empathy with the interviewers. Afterwards, my PA, who was leaving, shook her head sadly. The HR staffer said, "we'll find more c...

Office Sex is the Best

by walterio on Sep 14, 2017
Erotic Couplings

Author's note: This is a story about an office affair between a married man and a married woman. If infidelity, cheating and unfaithfulness upset you, please don't read this story. The story also contains anal sex and bisexual encounters which may not be to your liking. In the past I have received feedback that I should be upfront about the content of a stor...

Owning Bella Ch. 02

by xelliebabex on Sep 26, 2017
BDSM

Authors Note: This is my first real attempt at self editing properly so bare with me please. I Hope those of you who enjoyed the first series enjoy this one equally. ~ellie Reaching down he grabbed hold of her collar and dragged her crawling after to him out her apartment to the other end of the corridor to kneel before the door the training room. "Your...

Vernon’s Valentines

by Spencerfiction on Feb 13, 2018
Loving Wives

Monday 12 February "Ohh! Pretty pink envelope," Teri, leaned over Vernon, with her hands squeezing both his shoulders, "that's got to be a Valentine, right? Gotta secret admirer, then, have we, Vern?" "I guess it could be, er, Teri, isn't it?" Vernon stuttered as he turned the unopened object over in his hands as if it was a parcel bomb. "I had thought it...