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Sissy Stories

Training for Sissies Part 1

Training for Sissies Part 1

Training for Sissies Part 1 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: September 9, 2022September 15, 2022
Turned Sissy By My Lesbian Girlfriend Part 4

Turned Sissy By My Lesbian Girlfriend Part 4

Turned Sissy By My Lesbian Girlfriend Part 4 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: August 25, 2022August 18, 2022
Turned Sissy By My Lesbian Girlfriend Part 3

Turned Sissy By My Lesbian Girlfriend Part 3

Turned Sissy By My Lesbian Girlfriend Part 3 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: August 18, 2022August 15, 2022
Turned Sissy By My Lesbian Girlfriend Part 2

Turned Sissy By My Lesbian Girlfriend Part 2

Turned Sissy By My Lesbian Girlfriend Part 2 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: August 12, 2022August 12, 2022
Turned Sissy By My Lesbian Girlfriend Part 1

Turned Sissy By My Lesbian Girlfriend Part 1

Turned Sissy By My Lesbian Girlfriend Part 1 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: August 4, 2022August 4, 2022
Forced to Be a Sissy Maid Part 4

Forced to Be a Sissy Maid Part 4

Forced to be a Sissy Maid Part 4 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: July 28, 2022July 28, 2022
Forced to Be a Sissy Maid Part 3

Forced to Be a Sissy Maid Part 3

Forced to be a Sissy Maid Part 3 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: July 21, 2022July 20, 2022
Forced to Be a Sissy Maid Part 2

Forced to Be a Sissy Maid Part 2

Forced to be a Sissy Maid Part 2: Sissy Training is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: July 14, 2022July 13, 2022
New Series! Forced to Be a Sissy Maid!

New Series! Forced to Be a Sissy Maid!

Forced to be a Sissy Maid Part 1: Sentencing is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: July 7, 2022July 13, 2022
Now Available! My Roommate the Sissy

Now Available! My Roommate the Sissy

Announcing the release of our short story, My Roommate the Sissy: Feminized & Pleasured.

by: malechastitylifePosted on: June 18, 2022June 29, 2022
The Sissy Bet: Part 8

The Sissy Bet: Part 8

The final part of our sissy story, The Sissy Bet. My life allows me to orgasm under one condition, I agree to be her sissy maid.

by: malechastitylifePosted on: May 27, 2022May 27, 2022
The Sissy Bet: Part 7

The Sissy Bet: Part 7

Part 7 of our sissy story, The Sissy Bet. My wife rewards my cleaning by pegging me.

by: malechastitylifePosted on: May 20, 2022April 6, 2022
The Sissy Bet: Part 6

The Sissy Bet: Part 6

Part 6 of our sissy story, The Sissy Bet. My wife makes me clean the house dressed as a sissy maid and then judged my cleaning.

by: malechastitylifePosted on: May 13, 2022April 6, 2022
The Sissy Bet: Part 5

The Sissy Bet: Part 5

Part 5 of our sissy story, The Sissy Bet. My wife demands that I clean the house dressed as a maid.

by: malechastitylifePosted on: May 6, 2022April 6, 2022
Now Available! Becoming a Sissy Maid: Unlocking Hidden Desires

Now Available! Becoming a Sissy Maid: Unlocking Hidden Desires

We’re proud to announce the release of our first book, Becoming a Sissy Maid: Unlocking Hidden Desires.

by: malechastitylifePosted on: May 2, 2022June 29, 2022
The Sissy Bet: Part 4

The Sissy Bet: Part 4

Part 4 of our sissy story, The Sissy Bet. My wife and I go home to try on our new bras and panties together.

by: malechastitylifePosted on: April 29, 2022March 25, 2022
The Sissy Bet: Part 3

The Sissy Bet: Part 3

Part 3 of our sissy story, The Sissy Bet, when my wife takes me to the store to buy panties.

by: malechastitylifePosted on: April 22, 2022March 25, 2022
The Sissy Bet: Part 2

The Sissy Bet: Part 2

The continuation of our sissy story, The Sissy Bet. About how a bet on a football game turned me into a sissy slave.

by: malechastitylifePosted on: April 15, 2022March 25, 2022
The Sissy Bet: Part 1

The Sissy Bet: Part 1

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

by: malechastitylifePosted on: April 8, 2022March 19, 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 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

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Articles

  • Blackmailed Sissy Maid Part 2
  • Blackmailed Sissy Maid Part 1
  • Frat House Sissy Part 4
  • Frat House Sissy Part 3
  • Frat House Sissy Part 2
  • Frat House Sissy Part 1
  • Taken by the Wolf: A Halloween Gender Swap Story
  • Training for Sissies Part 4
  • Training for Sissies Part 3
  • Training for Sissies Part 2
  • Training for Sissies Part 1
  • Turned Sissy By My Lesbian Girlfriend Part 4
  • Turned Sissy By My Lesbian Girlfriend Part 3
  • Turned Sissy By My Lesbian Girlfriend Part 2
  • Turned Sissy By My Lesbian Girlfriend Part 1
  • Forced to Be a Sissy Maid Part 4
  • Forced to Be a Sissy Maid Part 3
  • Forced to Be a Sissy Maid Part 2
  • New Series! Forced to Be a Sissy Maid!
  • Now Available! From Stepbrother to Stepsissy Part 4
  • Now Available! From Stepbrother to Stepsissy Part 3
  • Now Available! My Roommate the Sissy
  • How to be a Chastity Keyholder
  • Chastity Cage Cleaning Tips
  • Now Available! From Stepbrother to Stepsissy Part 2
  • How to Make Your Man Cum in His Chastity Cage
  • The Sissy Bet: Part 8
  • Now Available! From Stepbrother to Stepsissy Part 1
  • The Sissy Bet: Part 7
  • The Sissy Bet: Part 6
  • The Sissy Bet: Part 5
  • Now Available! Becoming a Sissy Maid: Unlocking Hidden Desires
  • The Sissy Bet: Part 4
  • The Sissy Bet: Part 3
  • The Sissy Bet: Part 2
  • The Sissy 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
  • Cucked Abroad: Part 5
  • 7 Steps to Make Your Husband Your Sissy
  • Cucked Abroad: Part 4
  • Why I Keep Him Caged and Plugged
  • Cucked Abroad: Part 3
  • Chastity Marriage Vows
  • Punish Him with Post Orgasm Torture
  • Signs You’re Ready for a Female Led Relationship
  • Cucked Abroad: Part 2
  • How to Reward Your Chastity Husband
  • Cucked Abroad: Part 1

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