Winnie's Boarder

Story Info
Will Winnie's gay Mistress let her cum?
740 words
3.3
19.9k
7
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I can't forget anything Winnie thought. Cheryl gets so impatient when I lose focus. Winnie's broad bottom still stung a bit from the night before when Cheryl had forced the sobbing Winnie to lie naked on her own king-sized bed wrists bound behind her back.

Winnie had looked over her shoulder pleading as the other woman had tossed her blonde curls before raising her hand the red nails clutching the straightened coat hanger and bringing it down swiftly on Winnie's large bare bottom.

"Winifred I can't believe you are so selfish and slovenly." Cheryl had said in her demure voice before swinging the cruel wire down again and again as Winnie tried so hard not to scream. "I'm creating a cute little cross patch on your cheeks my dear. I hope that will help you be more mindful of your duties."

And it was true--Winnie could be thoughtless. Driving home now from the store Winnie hoped she'd remembered everything that Cheryl had asked for on the shopping list. A bottle of Pino Grigio some Cornish hens and various veggies.

Winnie moved uncomfortably on the car seat. Winnie had a nice heated seat in her Lexus and it was very soft but after a thrashing like Cheryl liked giving the pain stuck around. Winnie's support hose was wet as she remembered her pain and humiliation.

Cheryl had of course looked gorgeous in her aquamarine sweater that made her boobs stick out...the intense red lipstick contrasting with the blonde locks but Winnie had had such trouble looking up at her that night because of course she was getting the beating of her life!

"Don't bounce (WHACK!) around Winifred. Lie(WHACK!) still like a good (WHACK!) girl. Can't you (WHACK!) control anything?

You(WHACK!) are hog fat and I imagine you just(WHACK!) spend your (WHACK!) days at the office(WHACK!) gobbling candy bars as (WHACK!) you go over (WHACK!) student papers. I should(WHACK!) visit you one day(WHACK!) with my cane and(WHACK!) my paddle!"

Winnie had overheard her admin talking to the department head's secretary about the "bitch" that was imposing on her boss.

"Why does a sophisticated lady like Professor Cottrell let this frowsty blonde chick live rent free without helping with the shopping and the housework? I heard Dr. Winnie couldn't go to the Ackerman's party last Saturday night because she was too busy scrubbing the bathrooms of her house."

When Winnie had heard these girls gossiping about how she herself was taken advantage of she thought in a humiliated fashion what they might think if they knew the whole story...and then Winnie had rushed to her executive one-stall bathroom and attempted to masturbate...but of course Cheryl had pierced Winnie's clitoris and so all Winnie could do was move the little metal ball back and forth...much stimuli but no explosion...

Again and again Winne had stroked her dry clitoris trying to get to the end....but the orgasms were elusive! She felt humiliated thinking that her administrative assistant and the other subordinates were discovering what a sad and subjugated old woman she was....

And if they knew! Winnie was a tenured professor being manipulated by a woman who'd failed out of beautician's school in 1975.

After 29 minutes on the commode Winnie still hadn't cum and knew she had to meet a student for her office hours. She burst into silent tears of frustration at not being able to orgasm...but she pulled up her panties pulled down her dress and then she'd trudged back to her office....

How had it happened?

Cheryl had been boarding with Winnie's neighbor Colonel Pecksniff before he'd passed. Winnie a quiet widow had invited Cheryl who had always been pleasant to her to move in paying a nominal rent and helping out with housework taking care of the cats and of course watching the place when Winnie went out of town.

After all they were both sixty-year-old women with little else in common except that they'd both traveled extensively Winnie as an archaeologist and Cheryl as a companion of various rich men--usually Foreign Service types.

How did she know that within 72 hours Cheryl would have Winnie over her knee and be whipping her bare buttocks with a bedroom slipper...and then later with a saucepan!

As Winnie pulled in the driveway she wondered if Cheryl might let her masturbate tonight...true the night before she'd sent Winnie to bed buttocks welted with no supper...

Would Winnie be allowed to orgasm tonight?

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
LUSTYWHEELSLUSTYWHEELSabout 8 years ago
strange

why would a pierced clit prevent orgasm? Also very very few women have the anatomy necessary to make piercing the clit even possible. few are large enough or exposed enough etc

AnonymousAnonymousover 8 years ago
Men writing about lesbians

Just awful

Share this Story

Similar Stories

Long Distance Pt. 01 Her wife uses a vibrating clit ring to tease her from afar.in BDSM
Like Mother, Like Daughter Maureen watches her daughter getting turned into a slave.in NonConsent/Reluctance
Arin's Inheritance Pt. 01 She learns what her Aunt left her.in BDSM
Sweet Gwendoline Ch. 01 A submissive young woman submits to a female dominant.in BDSM
Keyholder Demoness Ch. 01 Charity’s chastity belt keyholder is abducted.in Erotic Horror
More Stories