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Chastity Stories

Favorite Chastity / Sissy Books of 2024

Favorite Chastity / Sissy Books of 2024

Happy 2025! With the new year upon us we wanted to share some of our favorite chastity and sissy books of 2024 from our favorite author, Tiffany Chastain. Let these be your guide towards a better you! Locked in servitude for one of the world’s richest and most powerful women. […]

by: malechastitylifePosted on: January 1, 2025January 1, 2025

Free Chastity & Sissy Stories

Free chastity and sissy ebooks from Tiffany Chastain!

by: malechastitylifePosted on: July 12, 2024July 12, 2024
The Sissy Maid Bet: Part 1

The Sissy Maid Bet: Part 1

The story of how losing a simple chastity bet on a football game changed my life.

by: malechastitylifePosted on: April 8, 2022June 26, 2024
Chastity Marriage Vows

Chastity Marriage Vows

Chastity should be a part of every relationship, especially marriage. Here are some ideas for chastity-related marriage vows.

by: malechastitylifePosted on: January 31, 2022June 4, 2022
Forced to be a Sissy Slave: Part 7

Forced to be a Sissy Slave: Part 7

The conclusion of the story of how my wife turned me into her sissy maid then trained me to become her sissy slave.

by: malechastitylifePosted on: December 31, 2021June 29, 2022
Advanced Sissy Training: Part 6

Advanced Sissy Training: Part 6

The continued story of how my wife forced me to be her sissy maid and how she trained me to be her cock loving sissy.

by: malechastitylifePosted on: December 24, 2021June 29, 2022
Desperate to Be A Sissy Maid: Part 5

Desperate to Be A Sissy Maid: Part 5

The continued story of how my wife forced me to be her sissy maid and how I started longing to be her sissy.

by: malechastitylifePosted on: December 17, 2021June 29, 2022
How Male Chastity Improved My Relationship

How Male Chastity Improved My Relationship

Learn how my husband and I rejuvenated our stale relationship and fell more in love with each other by starting a male chastity relationship.

by: malechastitylifePosted on: December 6, 2021December 7, 2021
How My Wife Feminized Me: Part 4

How My Wife Feminized Me: Part 4

The continued story of how my wife forced me to be her sissy maid as she now transforms me to be more feminine for her.

by: malechastitylifePosted on: December 3, 2021June 29, 2022
Punished as a Sissy Maid: Part 3

Punished as a Sissy Maid: Part 3

The continued story of my new life, forced to be my wife’s sissy maid as she finds new ways to punish me.

by: malechastitylifePosted on: November 26, 2021June 29, 2022
Being a Sissy Maid: Part 2

Being a Sissy Maid: Part 2

The continued story of my day forced to be my wife’s sissy maid and clean our house while in chastity.

by: malechastitylifePosted on: November 12, 2021June 29, 2022
Becoming a Sissy Maid: Part 1

Becoming a Sissy Maid: Part 1

The start of my story of how my wife forced me to be her sissy maid while in chastity.

by: malechastitylifePosted on: November 2, 2021June 29, 2022
My Experience with Starting Male Chastity

My Experience with Starting Male Chastity

Learn about my experience starting a male chastity lifestyle. How my wife handled it, how it felt and how we improved our relationship.

by: malechastitylifePosted on: October 27, 2021November 26, 2021

Free Chastity Story!

Read The Sissy Maid Bet for Free!

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Articles

  • Favorite Chastity / Sissy Books of 2024
  • Lovense Ridge: Review
  • Silicone Dildo with a Strap-On: Review
  • Realistic Penis Sleeves: Review
  • Male Chastity Belt 01
  • Dildo Gag with Ball: Review
  • Steel Guardian Chastity Cage
  • V2 Premium PAIN.T The Guardian: Review
  • Cellmate 3rd Generation CAG INK: Review
  • Locktober: Exploring Chastity’s Month-Long Challenge
  • Lovense: Hush 2 Review
  • Free Chastity & Sissy Stories
  • Why You Should Turn Your Husband into Your Sissy Maid
  • How to Handle Longterm Chastity
  • Why You Should Stop Buying Cheap Knockoff Chastity Cages
  • How to Start Chastity with an Apprehensive Keyholder
  • How to Panty Train Your Man in Chastity
  • Fun Ways to Spice Up Your Male Chastity Relationship
  • Expanding Your Chastity Relationship with Femdom
  • Chastity Training Tips for Keyholders
  • How to be a Chastity Keyholder
  • Chastity Cage Cleaning Tips
  • How to Make Your Man Cum in His Chastity Cage
  • Now Available! Becoming a Sissy Maid: Unlocking Hidden Desires
  • The Sissy Maid Bet: Part 1
  • Sissy Husband Rules to Live By
  • Best Ways to Tease and Deny in Chastity
  • How Cuckolds Should Prepare For Their Wife’s Dates
  • 7 Steps to Make Your Husband Your Sissy
  • Why I Keep Him Caged and Plugged
  • Chastity Marriage Vows
  • Punish Him with Post Orgasm Torture
  • Signs You’re Ready for a Female Led Relationship
  • How to Reward Your Chastity Husband
  • Common Male Chastity Misconceptions
  • How to Turn Your Husband into Your Cuckold
  • Chastity Text Messages to Tease Your Man
  • Forced to be a Sissy Slave: Part 7
  • Why You Need to Be in Long Term Chastity
  • Advanced Sissy Training: Part 6
  • Start Dominating Your Husband in Chastity
  • Desperate to Be A Sissy Maid: Part 5
  • First Steps Towards Becoming a Sissy
  • How Male Chastity Improved My Relationship
  • How My Wife Feminized Me: Part 4
  • Retaking Control with Femdom Chastity
  • Punished as a Sissy Maid: Part 3
  • Chastity Relationship Rules
  • Chastity Punishments List
  • Benefits of Solo Chastity

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Recent Articles
  • Favorite Chastity / Sissy Books of 2024
  • Lovense Ridge: Review
  • Silicone Dildo with a Strap-On: Review
  • Realistic Penis Sleeves: Review
  • Male Chastity Belt 01
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