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Tag: Chastity Training

Articles about training your chastity men.

Blackmailed Sissy Maid Part 2

Blackmailed Sissy Maid Part 2

Blackmailed Sissy Maid Part 2 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: November 25, 2022November 18, 2022
Blackmailed Sissy Maid Part 1

Blackmailed Sissy Maid Part 1

Blackmailed Sissy Maid Part 1 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: November 18, 2022November 18, 2022
Frat House Sissy Part 3

Frat House Sissy Part 3

Frat House Sissy Part 3 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: October 27, 2022October 27, 2022
Frat House Sissy Part 2

Frat House Sissy Part 2

Frat House Sissy Part 2 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: October 20, 2022October 20, 2022
Frat House Sissy Part 1

Frat House Sissy Part 1

Frat House Sissy Part 1 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: October 13, 2022October 12, 2022
Taken by the Wolf: A Halloween Gender Swap Story

Taken by the Wolf: A Halloween Gender Swap Story

Taken by the Wolf: A Halloween Gender Swap Story is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: October 6, 2022October 6, 2022
Training for Sissies Part 4

Training for Sissies Part 4

Training for Sissies Part 4 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: September 30, 2022September 23, 2022
Training for Sissies Part 3

Training for Sissies Part 3

Training for Sissies Part 3 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: September 23, 2022September 23, 2022
Training for Sissies Part 2

Training for Sissies Part 2

Training for Sissies Part 2 is now available to read on Kindle and for free with a Kindle Unlimited membership.

by: malechastitylifePosted on: September 15, 2022September 15, 2022
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
Chastity Cage Cleaning Tips

Chastity Cage Cleaning Tips

Learn the best ways to stay safe in chastity with proper chastity cage hygiene.

by: malechastitylifePosted on: June 10, 2022April 21, 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
7 Steps to Make Your Husband Your Sissy

7 Steps to Make Your Husband Your Sissy

There’s nothing more satisfying then seeing your husband progress into your sissy. Get started today!

by: malechastitylifePosted on: February 25, 2022January 22, 2022
Why I Keep Him Caged and Plugged

Why I Keep Him Caged and Plugged

What should you do if you want to take your chastity relationship to the next level? Learn why you should keep him caged and plugged.

by: malechastitylifePosted on: February 11, 2022June 29, 2022
Cucked Abroad: Part 3

Cucked Abroad: Part 3

Part 3 in the continued story of my wife’s trip to Mexico and her journey to turn me into her cuckold. She’s now in Mexico and on the hunt.

by: malechastitylifePosted on: February 4, 2022February 4, 2022
Punish Him with Post Orgasm Torture

Punish Him with Post Orgasm Torture

Need to teach your boyfriend or husband in chastity a lesson? Post-orgasm torture or teasing is a great way to get a point across and show him who is boss.

by: malechastitylifePosted on: January 28, 2022December 27, 2021
Cucked Abroad: Part 2

Cucked Abroad: Part 2

Part 2 in the continued story of my wife’s trip to Mexico and her journey to turn me into her cuckold.

by: malechastitylifePosted on: January 21, 2022December 31, 2021
How to Reward Your Chastity Husband

How to Reward Your Chastity Husband

As a chastity keyholder, from time to time you may deem it relevant to reward your chastity husband. These are our favorite ways to reward men in chastity.

by: malechastitylifePosted on: January 17, 2022December 27, 2021

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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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Recent Articles
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  • Blackmailed Sissy Maid Part 1
  • Frat House Sissy Part 4
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