Sissy Secretary Stories

20,580 results
Orientation
Length
Source
Infinite Scroll

Human Doll Ch. 04

by StoryTeller07 on Sep 18, 2017
Fetish

Bill hadn't seen Rose for some months. At a fund raising dinner they bumped into each other. He hardly recognised her. She looked as attractive as ever, and gave him a big smile. "Hello, sir," she demurely said. "Err, hello. How are you?" he asked. She looked well and had a contended look about her. "I'm fine, very good in fact. I have often thought abo...

Just Say Yes Pt. 02

by ChrisyCrossy on May 28, 2018
Loving Wives

What a week it has been! I feel as if I have embarked on an amazing, sexually transforming journey. I find myself working for my husband as his personal assistant. The job title did not really do justice to the role I found myself in. I had gone to the job interview wearing the barest minimum that could be defined as work attire and it obviously influenced...

Sprung Ch. 08

by Vandemonium1 on Dec 11, 2018
Loving Wives

This is alternative ending 8 of 'Sprung'. It has the same beginning as 'Sprung 1 - 4, all the way down to 'Alternate Ending Number 8'. It stands alone. There's some sex and it's a complete ending. I think it includes concepts I haven't seen here before. Many thanks to CTC for the edit and ideas. I would like to acknowledge cpete's, 'Anatomy of an Affair'...

Kirsty and John, The Next Friday

by DocHudson on Jan 1, 2019
Romance

Kirsty: I arrived at the airport early, my flight isn't for another two hours. I rub your business card, tracing the letters of your name with my finger. Your personal information is on the back of the card so I take out my phone and text you. "Hi John. I hope you are enjoying your ride home. I would love to be riding with you, it's a very special back seat...

Major Mistake

by PAPATOAD on Sep 14, 2017
Loving Wives

There is no sex in this story. Sorry. Thanks to the Hip and Knee doctor for editing assistance. * I wasn't expecting it, but at least she had the decency to confront me and not screw around until I caught her. I really didn't know what to say. Was I mad? Yes. Was I confused? Yes. Was I going to try and stop her? No way. "George. I am not being unreasonab...

After the Win Pt. 05

by WF06 on Sep 19, 2017
Romance

"Judge, since Linda is so close to graduation, why don't you go ahead and hire her and give her a job title and description. If you want her as a PA or assistant or whatever, so be it. If you want her to take on a company, so be that too. Let her start doing research and start writing motions for you if you like. You know where she can do the most good for t...

Educating Harry Ch. 05

by myrionomos on Sep 14, 2017
Novels and Novellas

Thank you to those readers who have responded, particularly by pm and email which have been more than I expected. Your opinions are welcomed. This is now the 5th part in what will be a twenty part series. * Harry strolled through the doors of the Church hall almost exactly on time. There were a dozen or so people milling around. His Aunt Diane spotted him,...

Computer Geek Ch. 04

by Ada Stuart on Sep 12, 2017
Romance

"I brought my laptop as well," Kate said as they sat in Scott's car and drove off. Scott manoeuvred easily out of the parking lot and through the city. It seemed he knew the way quite intimately and Kate relaxed as they discussed the on-going project and what they needed to do. "Already, the project plan seems to be almost complete. So what do you need me...

My Special Valentine

by _Connie_ on Sep 13, 2017
BDSM

I inhale the fragrance of the roses, taking my time before reading the card. A wicked smile as I read his words, "My Special Valentine, the rose is a symbol of my love, timeless, created by God, but its beauty can be dangerous, beware the thorns....Love Daddy" During our four year relationship, I have learned that when Bob calls himself "Daddy" it means I a...

Colin's Bi-Sexual Side Of Life Ch. 03

by walterio on Sep 14, 2017
Anal

INTRODUCTION On Sunday after his weekend encounter with Ricky, Colin decides to go to the beach. This chapter deals with Colin's heterosexual side as he meets a couple of girls at the beach. Colin most also deal with his boss's secretary Cathleen. SUNDAY AT THE BEACH After Ricky had left, Colin returned to his hotel room to get his bathing suit and head o...