Sissy Chantel Stories

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Infinite Scroll

Recruiting of a Sissy Maid Ch. 12

by Sissy_Chantel on Nov 23, 2017
Transsexuals & Crossdressers

Chapter Twelve: Chantel's First Night as a Club Dominatrix [One week after the dinner time encounter with Carl]. Carl in conversation with Barlow revolves around modifying a room in the complex into a Dominatrix play room/dungeon, for Carl's new girl to expand her role as to being a tranny dominatrix. Carl asks, "Barlow how is the Dominatrix room coming a...

From a Husband to a Dutiful Sissy Ch. 08

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Readers, I so hope you are enjoying my story here. It sort of allows me to live vicariously through my words as Chantel. This story has been outlined to allow me to write it in an encompassing and linear way. I try not to wing it but to paint a story that is life-like without being boring, well at least I hope it's not. I hope my characters are believable an...

Becoming a Sissy Maid & Slut Vol. 05

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Prefix: A continuation of my sissy maid and slut journey. I hope you all do enjoy my unfolding story here. I am writing further chapters with hopes to give you all a semblance of some of my sissy ideas and thoughts so that these may excite you as the reader. I will try hard to keep each chapter on an exciting flow of what I feel may be life of a full time si...

Sissy's Decline into a Slut Pt. 02

by Sissy_Chantel on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Three: Another Exciting Night as Sissy Slut Wannabe. Well about a week has gone by since I bought the dildo, wrist cuffs, ice lock and the lubricants at the adult sex shop. Dressing up as a sissy maid or a sissy slut everyday at home and learning how to use the dildo first with my mouth and trying out the flavoured lubes for added pleasure, but most...

Becoming a Sissy Maid & Slut Vol. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Three: Sissies at Work, Sissies as Sluts at the Farm. 4:00am and the alarm clock goes off. We three sissies must wake and begin our day of long, hard labour of degrading sissy maid and sissy slut work. Off comes our sleeping lingerie and soon three naked with only our chastity devices dangling on our sissy dicks we must quickly and together s...

From a Husband to a Dutiful Sissy Ch. 11

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

The way this chapter turns out to be, I suggest one may need some tissues... Don't say I didn't warn you. ***** Chapter Eleven: Jack and Chantel, Life's Ups and Downs. I wake up to another new and exciting morning, It's cold out but sunny, Fall is soon moving to Winter. Out of my nightie and into the shower I am invigorated by the warm water. Getting out...

From a Husband to a Dutiful Sissy Ch. 17

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Seventeen: Wedding Day and Wedding Night. [November 16.] Life is all a hectic fluster, now one day prior to the wedding of Mikel and myself along with Helen and Alan. Crazy, crazy, crazy, but so exciting... I finally find some time to be with myself. I am in the bathroom, naked only my pink fluffy bathrobe on. I'm going to take time to just sit an...

Recruiting of a Sissy Maid Ch. 06

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Six: Pornography Anyone? Master Reggie knocks at Chantel's room door. Chantel replies, "Come in." Reggie comes in and says, "You packed and ready to go Chantel?" Chantel says, "Yes Master Reggie. I have a suitcase packed with outfits for the movie and a change of clothes besides what I am wearing." Chantel wears a pink t-shirt, black skinny jeans...

Mistress Chantel, Tranny Dominatrix Ch. 12-13

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twelve: Another Play Day Work Day at Our Studio. I arrive at my studio dressed for another day of fun and exciting dominatrix work. I park my "Plum Crazy Girl." step out in my red leather thigh high boots over my black sheer pantyhose. On my feminine looking body is a red leather form fitted mini dress with loose pleated, A-line skirt barely coverin...

Becoming a Sissy Maid & Slut Vol. 13

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twenty Two: Satin, Ruffles and Lace, Sissy Maids contracted out to Work. Monday morning and I arise as typical at 7:30am, enema, shower, shave do my makeup and put on a maids dress for the day. Today it's back into a black satin one. Master told me though to put on black back seem pantyhose for today which I dutifully do and make sure the seems are...