Sissy Secretary Stories

20,580 results
Orientation
Length
Source
Infinite Scroll

Faith and Faithfulness

by B_Couric on Sep 14, 2017
Exhibitionist & Voyeur

Many thanks to donaldelliot11 for editing. I watched a bunch of Twilight Zone episodes around the time I was inspired to write this. ***** Greg's wife, Kim, was in London on business for the week. They'd only been married a few years, but like most married men Greg looked forward to a few days of freedom, hanging out with his friends, doing what he wanted...

The Landlord Ch. 02

by SpeakerSan on Sep 17, 2017
BDSM

Karen flipped open the compact and grinned ghoulishly. She wiped away an errant splash of lipstick, a particularly sparkly pink, and popped her lips. The reflection moved up to her eyes. Eyeliner, mascara, eye shadow. She had the whole crew working overtime this morning, but they didn't look to be up to the job. Eduardo had insisted she stay with him, and t...

Serlene and Zane

by mitchawa on Sep 13, 2017
Interracial Love

Chapter one Zane Investigative Agency Zane was pounding his big black cock into the pussy of the wife of the CEO of the Georgia Power Company when his phone rang. "Damn, I have to take this. It's on an exclusive line." He kissed the pretty but plump female with overly large breasts and picked up the phone. "Samantha here, you have a call from one Mrs. Se...

What Money Can't Buy

by charles7 on Sep 14, 2017
Mature

I have written a few stories. Mostly I have received positive and encouraging response from the readers, but some have expressed their disapproval of my bad command of the English language. Living in a country where we have two domestic languages combined with the need of a third language not being English, the result is that there are some flaws in my Engli...

The Orphan In Black

by brunorivera on Sep 12, 2017
Romance

I am a young stockbroker and I been working for few months in a new brokerage firm. The work is very much routine, and in the last year, I have noticed the market almost in a continuous downward spiral, this alone makes the job very stressful, protecting clients from losing too much money. Even so, I am well-paid, being I a beginner. Not having many friends...

The Librarian Ch. 04

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Four -- You Know What's At Stake "Yes Mister Patterson we're making progress. I know it seems slow progress but we are dealing with people here who are both smart and dangerous." "No sir she hasn't tried to escape." "It's just easier calling her, her. I agree sir she isn't really but I have to spend all my time with Sarah and I can't just call her 'i...

Katie's Beach Adventure

by lucky871 on Sep 11, 2017
Interracial Love

Steve Taylor was an all-star. All-star in high school in Richmond where he was the starting quarterback his junior and senior years. He led the Falcons to two consecutive undefeated seasons those years. With his charm, talent, and good looks, his parents knew that he would go far in life. When he graduated, Steve had scholarship offers all over the country...

A Chance For Pleasure

by dreamscribe on Sep 16, 2017
Anal

It would be fair to say that I live an ordinary life. As a thirty-something consultant I earn decent money, have a wife and children and don't break any laws. My work is varied and interesting but I find myself wishing I could experience something different. My wife and I have good friends and I believe we provide a good base for our young family. We are a g...

Audrey's Delight

by johnniedee004 on Sep 1, 2017
Group Sex

I first knew Johnnie when I became his secretary. I was just gone eighteen at the time. It took some months before he made a pass at me. It was when we were coming back from a firm's night out in York. We shared a car with two other members of staff. We'd had a few drinks and, on the way back, three of us were sat in the back. There was Johnnie and David wi...

How High a Price: Another View

by E.Z.Riter on Sep 14, 2017
Loving Wives

Dear Reader, The Troubador wrote a story entitled How High a Price in March, 2003, about a man and his cheating wife. That is always a popular subject. Since then, other authors have written stories based on The Troubador's theme and his characters, Early and Susan Conroy. This is my story using the same theme and characters. It is a realistic story. Not...