First Time Sissy Books Categories

First Time Sissy Categories Books ListFirst Time Sissy Books Categories

Sissy Call Girl: First Time Crossdressing For Money (Adventures of a Sissy Call Girl Book 1)

Sissy Call Girl: First Time Crossdressing For Money (Adventures of a Sissy Call Girl Book 1)

Sissy Call Girl: First Time Crossdressing For Money (Adventures of a Sissy Call Girl Book 1)

By: Honey Wells

Becoming My Mother-in-Law's Sissy Part 1: Caged for Control (Kindle Edition)

Becoming My Mother-in-Law's Sissy Part 1: Caged for Control (Kindle Edition)

Becoming My Mother-in-Law's Sissy Part 1: Caged for Control (Kindle Edition)

By: Tiffany Chastain

Emasculating My Husband (Kindle Edition)

Emasculating My Husband (Kindle Edition)

Emasculating My Husband (Kindle Edition)

By: Ann Michelle

The House of Silk: Feminized and Dominated in Chastity (Kindle Edition)

The House of Silk: Feminized and Dominated in Chastity (Kindle Edition)

The House of Silk: Feminized and Dominated in Chastity (Kindle Edition)

By: Vanessa Lockridge

Bob's Transformation: Husband to Cuckolded Sissy Slut (Kindle Edition)

Bob's Transformation: Husband to Cuckolded Sissy Slut (Kindle Edition)

Bob's Transformation: Husband to Cuckolded Sissy Slut (Kindle Edition)

By: Sarah Millward

Becoming A Nurse: Feminized By My Wife (Role Play Gender Swap Book 1)

Becoming A Nurse: Feminized By My Wife (Role Play Gender Swap Book 1)

Becoming A Nurse: Feminized By My Wife (Role Play Gender Swap Book 1)

By: Becky Huntingdon

Modern Art: A MtF Gender Swap (Kindle Edition)

Modern Art: A MtF Gender Swap (Kindle Edition)

Modern Art: A MtF Gender Swap (Kindle Edition)

By: Aurora Harper

Ex Appeal: Boy to Girl Transgender Transformation (Feminized Men and Transgender Women Romance Stories)

Ex Appeal: Boy to Girl Transgender Transformation (Feminized Men and Transgender Women Romance Stories)

Ex Appeal: Boy to Girl Transgender Transformation (Feminized Men and Transgender Women Romance Stories)

By: Jane Futa

Birthday Present for a Sissy Hubby - Book 2: A Feminization of a Husband Tale (Sissy Tales)

Birthday Present for a Sissy Hubby - Book 2: A Feminization of a Husband Tale (Sissy Tales)

Birthday Present for a Sissy Hubby - Book 2: A Feminization of a Husband Tale (Sissy Tales)

By: S Joey

Birthday Present for a Sissy Hubby - Book 1 : A Feminization of a Husband Tale (Sissy Tales)

Birthday Present for a Sissy Hubby - Book 1 : A Feminization of a Husband Tale (Sissy Tales)

Birthday Present for a Sissy Hubby - Book 1 : A Feminization of a Husband Tale (Sissy Tales)

By: S Joey

The New Girl (The Girls)

The New Girl (The Girls)

The New Girl (The Girls)

By: Kenzie McKay

Marrying A Sissy Husband - Day One (Kindle Edition)

Marrying A Sissy Husband - Day One (Kindle Edition)

Marrying A Sissy Husband - Day One (Kindle Edition)

By: Honey Wells

Executive Sissy: A Forced Feminization Story (Kindle Edition)

Executive Sissy: A Forced Feminization Story (Kindle Edition)

Executive Sissy: A Forced Feminization Story (Kindle Edition)

By: Honey Wells

Dressed into a Party Girl: Crossdressing, Feminization, Humiliation (Crossdressing Bundle (Feminized Men and Transgender Women Romance Stories))

Dressed into a Party Girl: Crossdressing, Feminization, Humiliation (Crossdressing Bundle (Feminized Men and Transgender Women Romance Stories))

Dressed into a Party Girl: Crossdressing, Feminization, Humiliation (Crossdressing Bundle (Feminized Men and Transgender Women Romance Stories))

By: Jane Futa

Feminized By My Boss’s Daughter: Caged and Transformed (Feminized By My Boss's Daughter Book 1)

Feminized By My Boss’s Daughter: Caged and Transformed (Feminized By My Boss's Daughter Book 1)

Feminized By My Boss’s Daughter: Caged and Transformed (Feminized By My Boss's Daughter Book 1)

By: Tiffany Chastain

Fresh Start: First Time Feminization (Kindle Edition)

Fresh Start: First Time Feminization (Kindle Edition)

Fresh Start: First Time Feminization (Kindle Edition)

By: D.L. Savage

Becoming Her Sissy Doll: Feminized By My Wife (Kindle Edition)

Becoming Her Sissy Doll: Feminized By My Wife (Kindle Edition)

Becoming Her Sissy Doll: Feminized By My Wife (Kindle Edition)

By: Tiffany Chastain

Sissy's First Date Part 4: Date Night (Kindle Edition)

Sissy's First Date Part 4: Date Night (Kindle Edition)

Sissy's First Date Part 4: Date Night (Kindle Edition)

By: Tiffany Chastain

Sissy's First Date Part 3: The Practice Date (Kindle Edition)

Sissy's First Date Part 3: The Practice Date (Kindle Edition)

Sissy's First Date Part 3: The Practice Date (Kindle Edition)

By: Tiffany Chastain

Sissy's First Date Part 2: Becoming Becca (Kindle Edition)

Sissy's First Date Part 2: Becoming Becca (Kindle Edition)

Sissy's First Date Part 2: Becoming Becca (Kindle Edition)

By: Tiffany Chastain

Sissy's First Date Part 1: Truth or Dare (Kindle Edition)

Sissy's First Date Part 1: Truth or Dare (Kindle Edition)

Sissy's First Date Part 1: Truth or Dare (Kindle Edition)

By: Tiffany Chastain

References on Request: A Gender Swap Romance (Kindle Edition)

References on Request: A Gender Swap Romance (Kindle Edition)

References on Request: A Gender Swap Romance (Kindle Edition)

By: Claudia Kirk

Made For This: Sissy Crossdressing, First Time Feminization (Kindle Edition)

Made For This: Sissy Crossdressing, First Time Feminization (Kindle Edition)

Made For This: Sissy Crossdressing, First Time Feminization (Kindle Edition)

By: Jane Futa

From Husband to Housewife: Dominated and Feminized by my Wife (Kindle Edition)

From Husband to Housewife: Dominated and Feminized by my Wife (Kindle Edition)

From Husband to Housewife: Dominated and Feminized by my Wife (Kindle Edition)

By: Vanessa Lockridge

Feminized By My Girlfriend: First Time Feminization, Crossdressing (Kindle Edition)

Feminized By My Girlfriend: First Time Feminization, Crossdressing (Kindle Edition)

Feminized By My Girlfriend: First Time Feminization, Crossdressing (Kindle Edition)

By: L.K. Winters

Caught Red Handed: A First Time Feminization Tale (The Lace Trap Book 1)

Caught Red Handed: A First Time Feminization Tale (The Lace Trap Book 1)

Caught Red Handed: A First Time Feminization Tale (The Lace Trap Book 1)

By: L.K. Winters

Sissified: An LGBTQ+, First Time, Feminization, Short-Read Romance (Forced Feminization, Hot Wives, and Cuckolds)

Sissified: An LGBTQ+, First Time, Feminization, Short-Read Romance (Forced Feminization, Hot Wives, and Cuckolds)

Sissified: An LGBTQ+, First Time, Feminization, Short-Read Romance (Forced Feminization, Hot Wives, and Cuckolds)

By: Barbara Deloto

Sissy Feminization Training: Becoming My Neighbor's Maid (Sissy Feminization Fantasies)

Sissy Feminization Training: Becoming My Neighbor's Maid (Sissy Feminization Fantasies)

Sissy Feminization Training: Becoming My Neighbor's Maid (Sissy Feminization Fantasies)

By: Jessi Frost

Sissy Beach: Caged and Feminized for Friends (Sissy Feminization Fantasies)

Sissy Beach: Caged and Feminized for Friends (Sissy Feminization Fantasies)

Sissy Beach: Caged and Feminized for Friends (Sissy Feminization Fantasies)

By: Jessi Frost

My Sissy Husband's New Cage: Feminized and Denied For All Our Friends (Sissy Feminization Fantasies)

My Sissy Husband's New Cage: Feminized and Denied For All Our Friends (Sissy Feminization Fantasies)

My Sissy Husband's New Cage: Feminized and Denied For All Our Friends (Sissy Feminization Fantasies)

By: Jessi Frost

Her Strict Feminization: Transgender Crossdressing (Kindle Edition)

Her Strict Feminization: Transgender Crossdressing (Kindle Edition)

Her Strict Feminization: Transgender Crossdressing (Kindle Edition)

By: Toby Passion

Femdom Boss: Part 3: Bound For Her Pleasure (Femdom Sissy Feminization, Crossdressing, Humiliation)

Femdom Boss: Part 3: Bound For Her Pleasure (Femdom Sissy Feminization, Crossdressing, Humiliation)

Femdom Boss: Part 3: Bound For Her Pleasure (Femdom Sissy Feminization, Crossdressing, Humiliation)

By: Rae Robinson

My Dominatrix Wife: Part 1: Caged (Femdom Sissy Feminization, BDSM, Crossdressing)

My Dominatrix Wife: Part 1: Caged (Femdom Sissy Feminization, BDSM, Crossdressing)

My Dominatrix Wife: Part 1: Caged (Femdom Sissy Feminization, BDSM, Crossdressing)

By: Rae Robinson

The New Owners (Kindle Edition)

The New Owners (Kindle Edition)

The New Owners (Kindle Edition)

By: Jocelyn Gray

BDSM Studies 4 : Degradation : A Study in Humiliation (Kindle Edition)

BDSM Studies 4 : Degradation : A Study in Humiliation (Kindle Edition)

BDSM Studies 4 : Degradation : A Study in Humiliation (Kindle Edition)

By: Maia Anne Fisher

From Intern to Sissy Secretary Part 4: Secretarial Duties (Kindle Edition)

From Intern to Sissy Secretary Part 4: Secretarial Duties (Kindle Edition)

From Intern to Sissy Secretary Part 4: Secretarial Duties (Kindle Edition)

By: Tiffany Chastain

From Intern to Sissy Secretary Part 3: Sissy Plaything (Kindle Edition)

From Intern to Sissy Secretary Part 3: Sissy Plaything (Kindle Edition)

From Intern to Sissy Secretary Part 3: Sissy Plaything (Kindle Edition)

By: Tiffany Chastain

From Intern to Sissy Secretary Part 2: First Time Sissy (Kindle Edition)

From Intern to Sissy Secretary Part 2: First Time Sissy (Kindle Edition)

From Intern to Sissy Secretary Part 2: First Time Sissy (Kindle Edition)

By: Tiffany Chastain

Locked Up Sissy: Truth or Dare: First Time Chastity Feminization (Kindle Edition)

Locked Up Sissy: Truth or Dare: First Time Chastity Feminization (Kindle Edition)

Locked Up Sissy: Truth or Dare: First Time Chastity Feminization (Kindle Edition)

By: Lexi Brookes