Mature Secretary Stories

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Infinite Scroll

Penny's Comeuppance

by jlorthia on Sep 16, 2017
Fetish

This is another story from my former username "newfavorite," I only added minor tweaks to this story, I corrected some grammar and spelling. There is not much sex in this one and it is shorter than my normal story. *** The job market wasn't doing so hot in Megan's hometown. She had gone to college upstate to become an HR professional, but after weeks of j...

The Door to Door Stocking Salesman Ch. 02

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

Michele was thought about her first sexual encounter with the door to door stocking salesman; she had certainly enjoyed giving him a footjob and she would like to explore their burgeoning relationship further. She particularly liked it when he had kissed and cuddled her just before he left. Of course the dilemma was how to explain to him that she was a trans...

Total Woman Gems Ch. 04

by bhuff on Jul 31, 2018
Novels and Novellas

Assistant Military Liaison Lt Colonel Robert Amherst, 'Bob' to his secretary Amber, was very good at his job. It was Tuesday morning and the weekly updates had arrived for his review before the afternoon intelligence staff meeting. The material was bland, full of pedantic statistics and graphs: arms shipments, troop readiness, fighting equipment availability...

Hell Hath No Fury Ch. 14

by D.C. Roi on Sep 15, 2017
Mature

Heidi awakened in the morning and sat up in bed. She realized there had been no obscene phone calls, so she'd slept through the night, and was rested for the first time since the harassing calls had begun. She allowed herself to feel a little bit hopeful. Maybe he'd decided to stop. Maybe the quick appearance of the police had frightened him away. Maybe he w...

Well Booted...

by Lion24655 on Sep 13, 2017
Fetish

"Simon, I'm going to need a lift this evening. Pick me up at 8.00pm." The voice was not to be denied. It wasn't unpleasant, or unfriendly. It was just not to be denied. "Yes, Miss Bloxham." "And you'll take me home when I am ready." Miss Bloxham was always in charge, and always "Miss Bloxham". Miss Bloxham stood tall, with her long black hair tie into a "b...

His Secret Office Slut

by secretLace on Sep 25, 2017
Mature

Having been away from this site for a while I felt that I wanted to write something short and quick just to get me started. I reached out to our forum and picked one of the first suggestions I got. It was just to supposed to be a vignette but I might add a second part if there is demand for it. ***** She waved good bye to the girls and headed down the cor...

Jolene Gets A Tax Deposit

by meatmywife on Sep 17, 2017
Loving Wives

It was that time of year again, the time I dread the most...tax time! I typically don't look forward to having our taxes prepared although I have known Phil for more than 20 years. Phil knew my first wife and was genuinely pleased to meet my current wife Jolene at our wedding and then again that year when we had our taxes done. Jolene has always had an eye f...

Mum's Church and Charity Work Ch. 04

by Jack1107 on Dec 3, 2019
Mature

Jen's Story. Jen was so happy with Peter's message, she took a couple of selfies of her in the mini-skirt, the outfit she had been wearing at lunch. She then put on a push-up bra and a very tight fitting top which made her tits look massive, attached them with this message, "Dear Peter, thank you so much for your kindness and your prompt reply. I will be t...

Thea's Boss

by DireLilith on Sep 17, 2017
Mature

Dorothea liked her job as Head Secretary to Mr. Connors. He was a kind and older gentleman, and even if everyone said she only got the job because he liked the way she left the top two buttons on all her blouses undone, Thea didn't care. She got the job, and she did it well, to hell with the rest of the world. Thea had worked her own way through secretaria...

Magic Dress - Sheila Pt. 01

by SlightlyRude on Sep 24, 2019
Transgender & Crossdressers

CHAPTER 1 I will be the first to admit that I didn't make a very pretty woman. However, some of the whores were not that appetizing, but that was no reason for them to be beaten up by some vigilante. So here I was on the street in drag, in what you would probably call the red-light district, waiting to see if the bastard would show up on my patch. I wasn't...