Pencil Skirt Stories

117,393 results
Orientation
Length
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Infinite Scroll

Dis-Tance

by Footwriter on Jun 18, 2019
Exhibitionist & Voyeur

It was one of those June days that put lead in your pencil. The clear blue of the sky suffused the air with sunshine and the new, healthy scent of spring. Only once in awhile did a passing woman flit by close enough to leave a whiff of her essence, as the copious visual images of the dashing ladies pretty much overwhelmed the sensorium! Jerry was enjoying...

Submissive Serena Gives In At Last

by fantasyboy on Sep 17, 2017
BDSM

Serena can't hide her submissive side any more Since her second marriage Serena had managed to suppress her submissive and exhibitionist tendencies, after all they were the reasons her first marriage failed. She was determined that this time she would control her urges and not put her marriage under any unneccesary pressure. Everything was going well until...

Anthony's Detention

by Turbidus on Sep 13, 2017
Erotic Couplings

Anthony finds himself in detention with the teacher of his dreams. All characters are over 18. Thanks to LarryInSeattle for editing. Enjoy. =================== Ms. Buell bent over the pile of papers that adorned her desk, her head resting in the palm of her left hand. Her right holds a red marking pencil that she taps, unknowingly, against her teeth. Ve...

Nina the Naughty Babysitter Pt. 01

by sexysadie777 on Sep 13, 2017
BDSM

It was a little past 10 when I heard the garage door open-Mr. Vince must be home, I thought. "Hey Nina, how was your night? I hope the kids weren't too rowdy," he said, entering the living room. Mr. Vince was a nice guy- recently divorced, handsome and fit for his age at 34, and always a great tipper. "Your kids are the sweetest, Mr. Vince. No problem at...

Mom's in Town Ch. 12

by 1sfshermale on Dec 17, 2017
Group Sex

"The manager's assistant left a note saying that she wanted a quick word with you before you left" the check-out clerk said. "I will just let her know you are here." A short, curvy women wearing heels, a white blouse and black button down pencil skirt appeared shortly. In a very business-like manner the woman extended her hand..." Hi, I'm Rachael" she said....

Wife Stripped While Husband Watches

by andtheend on Sep 12, 2017
BDSM

Wife stripped naked and forced to have sex, while husband watches. * "Are they gone?" "Yeah, Molly, I just showed them out to their car." "Oh, my God, Roger, I'm shaking, I'm so wet. I thought I was going to cum, when you pulled me over your knee, pulled up my dress, pulled down my panty and spanked me in front of them." "It was my pleasure," he said wi...

Bus Girl

by zeropatience on Sep 12, 2018
Exhibitionist & Voyeur

I don't normally look up skirts, but from my seat on the bus it was impossible not to notice that she wasn't wearing any panties. I looked up to see if she had caught me peaking, she smiled when we made eye contact. Embarrassed that I had been caught I immediately glanced down at my hands. Much to my surprise I could see in my peripheral vision that instead...

Notes at Work

by RightNextDoor on Sep 17, 2017
BDSM

I'm nervous and excited at the same time. Today I'm starting a new job! I've worked hard to get to this point, and honestly, didn't think I got the position. I thought that surly there were many others who would have been more qualified than me. I'll be working in an editing position for the local newspaper. They already showed me where my cubical would be,...

The New Neighbour

by seams_straight2me on Sep 14, 2017
Transsexuals & Crossdressers

It was the most exhilarating and exciting sound ever. My first outing dressed up and made up, and the ticking of my stiletto heels on the pavement made me feel alive, sexy, feminine and horny. The nylons with seams as straight as you could wish to see them felt even sexier and better than I wore them indoors. The soft breeze over my smooth legs felt lovely,...

My Friend Kay

by Classygloves on Sep 16, 2017
Transsexuals & Crossdressers

Although I started pleasuring myself with kid gloves and satin when I was 13 years old, I did not completely cross dress until I was in my late thirties. At that time I was living with the sexiest, horniest female that I have ever known. Her name was Kay and I met her when I was working as a car salesman. I had just sold her a new car and was telling her tha...