Secretary Punished Stories

34,245 results
Orientation
Length
Source
Infinite Scroll

Secretary

by ssterrapin on Sep 13, 2017
BDSM

You are my secretary and I come into my office to find you playing with yourself. I startle you and you get up to run, but I grab you and pull you down into my lap. I slowly slide your skirt up over your ass. I begin to caress your ass and thighs with my warm hand. I can tell you're enjoying it because you are beginning to grind against my leg. All of a sudd...

The Settlement

by cathynylons on Sep 12, 2017
Transsexuals & Crossdressers

While my wife was away visiting her mother for a week I had a wild fling with Kate, the sexy new secretary at my office. A young tart about 22 yrs. old in tight skirts and spike heels. She drove me crazy and before I knew it we were doing it on my desk with our clothes mostly on. Then, at her place near the beach and then, on the beach at night. Wild times....

The new Secretary

by 13feathers on Mar 24, 2020
Transgender & Crossdressers

James was standing just outside the office, wondering how his new work life would be. It was an elegant building, all pristine and white, and must have been incredibly expensive. This was supposed to be contract work, a short stint before the next phase of his career. He walked in. The reception was just as clean. Long halls, high ceilings, the epitome of...

Mr. Anderson's Office

by mindless_indulgence on Sep 17, 2017
Mature

"Miss Winters," my teacher called. "Principal Anderson would like to see you." The principal? I hadn't done anything wrong! What else could they possibly do to me at this school? Hadn't four years of torment been enough? I gathered my things and walked towards the door. My exit was accompanied by assorted catcalls as well as flying projectiles of paper an...

Maragana Girl Ch. 09

by caligula97236 on Sep 14, 2017
Novels and Novellas

Chapter 9 -- Kim's second punishment Dukov and Kim returned to the Central Police Station as soon as the classmates had entered their school. Kim removed her cape as soon as they entered the building, since she was strictly prohibited from wearing it inside. She folded it over her arm and followed her Spokesman back to his office. Upon getting back upstairs...

Anari's Predicament Ch. 07

by ScarlettSlave on Sep 17, 2017
BDSM

Chapter 07: Anari's Just Desserts The gurney was now being wheeled out and Anari's eyes stared at the ceiling and the bright lights flying along above her. She was trying to fight the feeling that she was almost looking forward to her next ordeal... As she was wheeled into the main room, Anari heard the gasps of admiration and murmurs of delight at the sig...

Mistress Madeline's Play Date

by deviantdiva on Sep 17, 2017
BDSM

It was a cool, violet evening in late September. The glow from the fireplace lit the living room in a feverish crimson glow as the branches from the old oak tree delicately brushed their tips over the front window. I sipped my wine slowly, relishing its tangy flavor. At precisely 9:30 pm, the doorbell chimed. A deliberate smile played across my lips as I r...

Back To School

by Lion24655 on Sep 17, 2017
BDSM

It felt a bit strange walking into a school after all these years - and I was only going to deliver a parcel from our company! It was strange - all those feelings of teachers telling you what to do, the smell of school desks - all the memories came sweeping back. I was in my thirties, and here I was feeling more and more like a nine year old - a particularly...

Chianti Cares...

by justincbenedict on Apr 9, 2019
BDSM

"I'm not even sure why I'm here." Reba said, trying to smile. In her early forties, Reba had curly dark hair and was somewhat curvaceous, but the sort that dressed sensibly to avoid the censure of her peers. Chianti had met Reba when they'd been taking an Italian cooking course together at Mallard Creek Community College, just across Buttermilk Bridge. It...

Naughty Girl Ch. 01

by StoryTeller07 on Sep 26, 2017
Exhibitionist & Voyeur

Bernice was willing to indulge her husband, as it was a naughty fantasy of hers too. She took off her coat and threw it into the car, together with the keys. Unable to get back into the car, now meant it was impossible to back out of the game. This gave her an added thrill. She was committed to walking across the park, to meet her husband. She was dressed i...