Strict Milf Mistress Captions Stories

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MILFY, Chocolate and Friends

by Silfy69 on Sep 14, 2017
Group Sex

Routine. It was always a hard thing for Jilly to stick to. She had, she realised, always sought out 'the next thing', never able to settle on something, with something or with someone. She had been seeing her well endowed Big Black Cock lover for a few months. Through their love-making, he had taken her to places that she hadn't ever dared believe could pos...

Jilly: Hot Choc & the Puppet Master

by Silfy69 on Jan 14, 2018
Interracial Love

Jilly had been running a sort of guest house for nearly two years. She didn't need to do it but the money had come in handy and she'd been reasonably successful. After the first six months of operation, she'd only had five or six clients (which was fine) but had decided to sign up with AirBnB. In truth, she hadn't really increased her turnover of guests but...

A Relentless Teen Mistress Ch. 02

by JackFrostFire on May 4, 2020
BDSM

Introduction This chapter is another tale of lesbian seduction and domination starring Chloe Sharpe. Chloe is an 18-year-old dominant (domme) at Woodglen High School. She's looking to turn 43-year old Abby Kane and eventually her 18-year-old daughter Jesse Kane into her personal submissives. Other characters from Chapter 1: Elyse Devers, French teacher...

Mistress in the Making Ch. 01

by JackFrostFire on Sep 14, 2020
BDSM

Introduction This is Chapter 1 of the story of Alex Wright, a sweet and endearing virgin, and her journey into the world of domination and submission. Moira Caffrey, an experienced sexual domme, has embraced the challenge of transforming Alex into a domme like herself. If successful, Moira intends to give her loyal submissive Layla to Alex as a "human birth...

A Relentless Teen Mistress Ch. 05

by JackFrostFire on Sep 28, 2020
BDSM

Introduction This chapter is another tale of lesbian seduction and domination starring 18-year-old Chloe Sharpe, the top domme at Woodglen High School. She has a special assignment for one of her submissives, school principal Susannah Rush. Notes: Preferably start this series at Chapter 1 or Chapter 2, or at least Chapter 3, but it's not required. This cha...

A Relentless Teen Mistress Ch. 04

by JackFrostFire on Oct 5, 2020
BDSM

Introduction This is another chapter of Chloe's story, a tale of lesbian seduction and domination starring Chloe Sharpe, an 18-year old dominant or "domme" at Woodglen High School. The chapter's a bit of an experiment, since it's a first person account told through a series of emails. The emails are from Susannah Rush, the 43-year old principal of the sch...

Tutor Trouble

by Ballcrake on Sep 27, 2020
BDSM

You are a 19 year old male and you are back home from your technical institute. Your parents ask you to sit down. "Son, we are so disappointed with your school performance! From now onwards, you will be having a tutor to help you with your studies!" Your mom said in an angry tone. Before you could retort, your mom says, "Me and your dad have a...

Letter from Toledo

by justincbenedict on Sep 13, 2017
BDSM

Dear Shoeblossom: I really enjoyed "Letter from Los Angeles: Ms. Scunthorpe's Rebuttal" and also the story from the Time-Lock computer Mistress in "Letter from Greater Ponsonby ." I also have a paid key holder, Phyllis. I grew up in a strict Evangelical family, here in Ohio, and our parents were very primitive, sexually... Masturbation and copulation wer...

TSTC01: Cum Shy to Cum Slut Day 01

by IndigoCrow on Sep 14, 2017
Fetish

Lucy had dressed smart -- she liked to give an impression of strict authority on the first day of training. However, due to her body shape the tight, overstuffed business jacket, low cut shirt and short skirt looked like the design of a horny cartoonist. Her firm, supple tit flesh shook gently back and forth as she slipped into a pair of black high-heels, an...

Service Provider Ch. 01-13

by IdeeFixee on Sep 19, 2017
BDSM

Part 2 — Service Provider Before beginning, please read Part 1: Mother's Helper, The Black Diary. In Part 1, Janice, a hot and sexually frustrated single MILF, is riddled with guilt over her poor parenting of her hot son Matthew, a high school senior. Matt discovers his voluptuous mother's unquenchable penchant for sex and punishment, and quickly increases...