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From a Husband to a Dutiful Sissy Ch. 04

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

A quick note about this chapter. It runs a tad long as I want it to really set things up for Chantel's future, not just some sissy maid for her now Mistress wife, as cool as that can be, but to develop a more varied sissy, crossdressing, maid and slut story. I hope it works for my readers. ***** Chapter Four: Moving on to reinforcing my new lifestyle Satu...

From a Husband to a Dutiful Sissy Ch. 03

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Three: My sissy maid lifestyle becomes more set in reality. Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

From a Husband to a Dutiful Sissy Ch. 02

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Two: My reveal, a true reveal for the sissy in me. I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

Humiliated Sissy Husband Ch. 02

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

Max was very busy hand washing all of Tonya's underwear and lingerie in the kitchen sink. He dipped a pair of her panties in the clean rinse water dunking them several times before twisting them and squeezing out the excess water. He then placed them in the clothes basket on the counter. Tonya insisted he wear 6" heels around the house especially when doing...

Humiliated Sissy Husband Ch. 03

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

"Come on Max, I don't have all day." Tanya was running the water in the kitchen sink making sure it was hot enough to shampoo Max's hair. Max stood just out of reach shaking his head. He was wearing a girdle, padded bra and a slip. He had a towel around his neck. He was wearing 6" red high heels because, that's what Tanya said sissies wore around the hous...

Humiliated Sissy Husband

by rik581 on Sep 12, 2017
Transsexuals & Crossdressers

Content Warning: To Literotica readers. This is a story of degradation and demeaning of the male sexuality as retribution for an extra marital affair. It consist of a strong female character and a wimpy willing male character. The sexual hypocrisy built in the story is intentional an meant to be part of the demeaning aspect. There is "NO" gay scenes in the s...

Cuckold Sissy Husband Goes Further

by keptsissy on Sep 18, 2017
Loving Wives

PART EIGHT: "Baby, I've been thinking about you. Been thinking you need something more to look forward to. I think that you would enjoy cumming more, enjoy your little thing played with more if it was more a special occasion." She's seated at the kitchen table. She has a small package on the table. "Come here." She watches as I walk to her. "Mistress, I n...

A Sissy Husband

by imaginesex101 on Sep 16, 2017
Transsexuals & Crossdressers

'Smooch' "Love you babe" "Love you too, Jeff" Pamela and Jeff are on a vacation spending time outside the city in a beach farmhouse. Pamela got up and wore her purple negligee over her huge tits and wet pussy. "Go and get ready, I will prepare you some breakfast." "Ok", Jeff said waking up from the bed in his pink bra and matching panties. "I must...

Humiliated Sissy Husband Ch. 04

by rik581 on Oct 9, 2017
Transsexuals & Crossdressers

"A Second Helping" "Come along now Max, the guys will be here soon. You still have chores to do first before we are ready," Tonya called out from the open motel room door. The door was wide open as she waited for Max to get out of the car and come in. She had parked in front of the room but across the parking lot. It would be a good 50' walk for him in 6"...

Humiliated Sissy Husband Ch. 05

by rik581 on Nov 16, 2020
Transgender & Crossdressers

Max and Tonya walked in the front door after a morning outing in which Max spent the entire time complaining about wanting to go home. Max stood there wearing a little girls dress and high heels, with his wrist tied to his upper arms and hanging limply near his shoulders. His shoulders, waist and legs strapped extremely tight to the pole. They needed to be...