Sissy Chantel Stories

6,586 results
Orientation
Length
Source
Infinite Scroll

Slutty Co-worker Chantel Ch. 01

by writemarksmith on Jul 20, 2020
Exhibitionist & Voyeur

Bill was very aware of the sexual tension between him and Chantel Even though he was the boss at the office, and it was not appropriate for him to have a relationship with a temp just working there for the summer...the two had hit it off almost immediately. They had flirted at lunch, in the hallways and at office events. Although there was a 14 year age ga...

Mistress Chantel, Tranny Dominatrix Ch. 04

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Four: Chantel Hams it up with Kerri and Friends. Beep, beep, beep, my alarm clock goes off. Lying under my fluffy covers and on my satiny bed sheets, face mushed half buried in a pillow I awake, glance at that damn clock and see 9:00am. It's Sunday and I do not have to be up at any specific time but I do not really like sleeping in as I feel it wast...

Bigger Bites of Taboo Apples Ch. 03

by JordonLynn on Sep 16, 2017
Interracial Love

Chapter 3: Permanent Houseguest An illicit proposal … I opened my eyes slowly, almost painfully. My mind was foggy, my memory hazy, but it only made sense that, for the ceiling of the bedroom to be awash with this much sunlight, it had to be morning. And not early morning. I rolled my head to the side and was jolted wide awake. For the first time since b...

Mistress Chantel, Tranny Dominatrix Ch. 14

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Fourteen: Wedding Plans, Shopping, Men's Stag and Girl's Stagette. The girls all get into Kerri's Ford Expedition. Who are they? Gillian, Penny, Jessica and her girlfriend Linda along of course with me and Kerri at the wheel driving. We are all dressed casually chic of course Kerri and I tend to sex it up the most, as t-girls often tend to do. We a...

The Online Fantasy

by Benitta Josephine on Aug 17, 2017
Fetish

Monica was sitting at her computer wishing for some excitement in her life. She creates her own chat room with her screen name Madam Chantel, under Towns Square called LonelyHouseWife, hoping for someone to jump in so she can find some excitement on-line. After 8 minutes of waiting, she has a hit. TeaseMeplease answers her cries for some fun. He asks if he...

Snow Jobs

by JordonLynn on Sep 16, 2017
Interracial Love

Author’s acknowledgement: I want to thank the Lit members who cast their votes and made Chapter 2 of Bigger Bites of Taboo Apples the Interracial Story of the Year. This is an honor I never expected to come my way when I first began posting my humble offerings. Thank You. Even more, I want to personally thank all of my readers who voted and made it Story of...

Awakenings Ch. 08

by Goodhusband on Sep 18, 2017
Loving Wives

This story is the eighth episode in a series entitled "Awakenings". If you have not read the previous seven episodes of this series, I encourage you do so before beginning this chapter. I remind you again that I write cuckold stories. While I try to make them loving cuckold stories, they do depict an alternative life style. If you're offended or upset by st...

Mistress Chantel, Tranny Dominatrix Ch. 16

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Sixteen: A Wedding [Friday Morning] Kerri and I wake up and shower together, today will be a busy day. It's about 8:30 am and once we finished showering we began our basics of dressing. Kerri along with her sister Kendra and her friend Gillian will be dressing in the down stairs spare bedroom. I will be dressing in what will soon be Kerri and my...

From a Husband to a Dutiful Sissy Ch. 18

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Eighteen: A Honeymoon To Remember "Good Morning Hun." as I kiss Mikel, the morning after our most wonderful night. "Good Morning Chan." Mikel says as he plays with my hair. I say, "Last night was...well so wonderful, you made me feel like a woman." Mikel says, "You are a woman and last night was the best for me too babe." Mikel rolls out of bed,...

Weekend Sexcation in Mexico Ch. 01

by alexander1037 on Sep 14, 2017
Group Sex

I have a friend named Elysia. She is almost exclusively into girls, rarely sharing the company of men. She and I had only ever had sex once, after a drunken night at the strip club, but honestly I don't remember much about it. So I was a little surprised when she came to me with a proposition. One of her closest friends (wink) was a girl by the name of Chan...