Spanking Hairbrush Stories

24,301 results
Orientation
Length
Source
Infinite Scroll

Janet Owns Me Now Ch. 04

by trissy1 on Sep 16, 2017
Transsexuals & Crossdressers

Reluctantly, i started down the stairs holding the oval wooden hairbrush that i already had a love/hate relationship with. The pink charmeuse slip was tight and short and rode up as i slowly descended the stairs. At the bottom, i tugged it down and took several deep, shaky breaths trying to calm myself. i felt so foolish dressed like this, but also oddly cal...

Bed and Breakfast

by iraussieguy on Sep 12, 2017
BDSM

Tanya and I decided to take a long weekend in the country and stay at a farmhouse B & B that had been recommended by some friends. We packed a few clothes into a suitcase, hopped into the car and headed off on Friday afternoon. After about a four hour leisurely drive following the directions of our friends we found the lovely B & B, nestled in rolling meado...

The Red Ribbon

by notecraig on Sep 17, 2017
BDSM

here was a red ribbon tied around the hairbrush. Later that morning, I called my roommate Melissa at work. It was a brief conversation – two words after the usual hellos – and both of them were mine: "Ten-thirty." Hanging up, I thought about my roommate, our arrangement and the hairbrush in my hand. I didn't return it to the bathroom, but rather removed the...

Duplex Ch. 04

by naughtyboyincali on Sep 25, 2017
BDSM

As I sat in Mary's kitchen, naked as the day I was born, while we shared a breakfast of pancakes, I couldn't help but think how life can take sudden, strange turns. Two days ago, I didn't even know this older woman who had spanked me to tears in her living room just a few steps away. As I ate, Mary told me about herself. She was far from the "old spinster"...

The Corner Office Ch. 01

by tom6432 on Sep 12, 2017
BDSM

(a fantasy) I am the sole owner of a small internet software company. Over the past two years our business has increased 500%. The business was started in my home part-time and now is a full-time business with clients in the continental US. We are located in a small town in the Northeast. I have 6 full-time women on my staff to handle customer service, bill...

Madame Madeline

by naughtybynature09 on Sep 14, 2017
BDSM

She closed her eyes for a moment, inhaling deeply and feeling her breath flow through her body, grounding herself and bringing her conscious mind to full attention. When she opened them again he was kneeling at her feet, his alabaster skin was so perfect, and her Nubian colored hand reached down and stroked his cheek. She smiled at both the feel and the cont...

Mother-in-Law is Disciplined Ch. 03

by tom6432 on Sep 18, 2017
Fetish

(This story is fantasy written by me for fun. It contains spanking and humiliation. Please do not read if this bothers you. All characters are 18 or older) Both of my young ladies sat in the back of the car with raised skirts, with both sets of panties down to their knees as they sat on the cool leather seats. They were wearing their punishment outfit, w...

I Spanked My Stepdaughter's Bottom

by quagmires on Sep 14, 2017
BDSM

My stepdaughter Julie stumbled in through the front door of my house, and she was dressed in a yellow short skirt, a white top, and a faux fur coat. In short, she dressed like a hooker even though I overheard her protesting her virginity to a boyfriend on the telephone last week. She is a 5'3" blonde with a round bottom that protrudes out of the backside of...

Teaching Ms. Goodhouse

by SpankerSam on Sep 13, 2017
Fetish

I entered the office and walked to the receptionist. "Mr. Sam to see Ms. Goodhouse." The woman checked her book, nodded and told me to have a seat. The office was neat, efficient and quiet. I noticed that each time the door to Ms. Goodhouse's office opened she was either on the phone or giving orders to one of the secretaries that went in and out like worker...

Lunchtime Therapy

by EddieEnglish on Sep 17, 2017
BDSM

Stephanie looked at her watch. It was eleven o'clock and her visitor was due at noon so she had better not waste time. She had completed most of her housework, the place was looking reasonably respectable because she knew he was a stickler for tidiness, so all she had to do now was get herself ready. There was time for a shower, to select the appropriate cos...