Chantel Jeffries Stories

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Infinite Scroll

Mistress Chantel, Tranny Dominatrix Ch. 02

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Two: A Day in the Life of Tranny Dominatrix Chantel Waking up into another morning where this transvestite dominatrix gets to dress up and enjoy her life of toying with sub men and sissies/crossdressers. Working hard to get my femme look down over the last couple of years prior to operating this Dominatrix business, I enter my very lady-like powder...

From a Husband to a Dutiful Sissy Ch. 09

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

The story will now move one month forward to start at Chapter Nine. This will allow the setting up of Chantel's new career as a transsexual and higher class t-girl escort. The chapter will move through time from her first time as a t-girl escort to a couple of months as a t-girl escort... I hope you all enjoy. ***** Chapter Nine: My First Night as a T-Girl...

Becoming a Sissy Maid & Slut Vol. 10

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Seventeen: It's time that Chantel Earned Her Keep. Well it's the morning of a Saturday, to where by night time I will soon be doing some true sissy slut street walking and now truly begin to earn my keep and begin to earn some serious money for my Master. I awake like all other mornings at 7:30am and follow my morning routine, enema, shower, shave...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

From a Husband to a Dutiful Sissy Ch. 13

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Thirteen: Boy oh Boy, a New Day and a New Relationship. I wake up, the sunlight streams through the hotel room window. I lay for a moment gathering my thoughts. I realize I have spent the night with Mikel. I roll over and I see him peacefully asleep and my feminine emotions are over joyed at such a wonderful sight. I quietly and gently get out of b...

Mistress Chantel, Tranny Dominatrix Ch. 09-10

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Nine: Kerri and Chantel's Dinner Party 9:00am Sunday morning, that alarm clock goes off again, I roll over to turn it off and am still sleepy from yesterday at the shop all day with my love Kerri and another evening out. I roll back over and see Kerri in bed again. Mmm it feels so nice in my heart to have her with me. We slept with wigs on to keep o...

Mistress Chantel, Tranny Dominatrix Ch. 08

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eight: Kerri's First Night at Our Studio. 7:30am. my alarm clock goes off and I awake a little bit groggy, beside me I realize from my fog of sleep that Kerri is asleep with me. I smile as I can't believe it's true. I stare at her, yes from the face up she is in drab at the moment. I have to get use to knowing the girl I am in love with is a genetic...

Becoming a Sissy Maid & Slut Vol. 11

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eighteen: Some New Friends for Chantel. A blissful night's sleep has led me to a wonderful Sunday day off. Master has told me I must accept that special Sunday plans are on the go after 3:00pm but today, this morning awaking at 9:00am I run my routine, enema, shower, put on fragrant body lotion. I then begin a day of dressing just for myself, but al...

Becoming a Sissy Maid & Slut Vol. 07

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Thirteen: Work, Work, Work, Around the House, At the Adult Store and as a Slut at Night. Monday, morning and back to my sissy maid services. Promptly I wake up at 7:30am. As per usual my morning routine of an enema, showering and dressing. Today I did have to reapply depilatory cream to keep my body smooth and hairless. It takes an extra 10 minutes...

Becoming a Sissy Maid & Slut Vol. 09

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Prefix: I will be fast forwarding a few days in my sissy maid, sissy slut lifestyle story here. From the last chapter ending on a Tuesday night going into my second week as Master George's full time sissy maid and slut to that of me getting ready for the following Saturday night of slut service. I feel the story's journey no longer has to follow a linear da...