Sissy Wife Stories

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Sissy Wife Adventures

by Maddylim on Apr 4, 2016
Transsexual

You open your eyes and turn to the alam clock on your bedside. "Seven a.m.," you whisper to yourself as you stretch your arms out wide. You pull down your blankets to reveal your slender and smooth body wrapped up in a very cute pink babydoll that barely covers your privates, which themselves are covered by a sexy pink thong. Your long bpack hair l...

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Sissy Watches Her Wife Get Fucked

by tiffanyfoxe on Sep 19, 2017
Transsexuals & Crossdressers

I was dressed in my favorite maid's uniform, hot pink with white lace ruffles around the neckline, the cuffs of the sleeves, and the hem of the skirt with a wonderfully feminine full ruffled petticoat that made my skirt stand out almost straight. As a proper maid should, I also had on a white satin and lace maid's apron, white lace wristlets and a white lace...

My Sissy Wife Pt. 01

by IcelandSpar on Feb 11, 2019
Transgender & Crossdressers

I beep my car and ring the bell, holding the flowers I've just picked up on my way. Roses or lilies, I wondered, before settling on a combination of both. The door opens, and there you are, with your smile that cheers me up. We kiss there on the threshold, a peck that turns into a short kiss, then a longer one. You take the flowers from me, "aww, thank you,...

My Sissy Wife Pt. 02

by IcelandSpar on Feb 26, 2019
Transgender & Crossdressers

(contd. from where we left off in part 1) I grab your ass cheeks as we kiss, our faces ablaze with our love, a gurl and her man, in their own world. My cock is soft from your masterful oral ministrations, I know it's going to take me fifteen odd minutes to recharge. We both know this, and are impatient to move on. As I knead your flesh, you whisper, "yes b...

My Sissy Wife Pt. 03

by IcelandSpar on Mar 12, 2019
Transgender & Crossdressers

Continued from where we left off in part 2. For everyone who read this and liked it, favorited it, left a comment, or sent me a message: thank you, you inspire me to keep writing. If there's anything you'd like to see here, or questions in general, please don't hesitate to reach out. Peace! ***** Somewhere in the night I must've rolled off you, I woke up b...

AliExpress and Sissy Downfall Pt. 04

by His_fag_wife on Dec 30, 2017
Transsexuals & Crossdressers

As Tim added inch after inch, slowly taking his time, stretching his new slut, driving deep into Emma's tight twitching arse, she moaned with the pain like a wounded animal. He loved the supremely tight fit as he slid forward into her, bit by bit. His sweaty ball sack finally rested on Charlies face, each of his big balls settling into Charlies eyes sockets...

AliExpress and Sissy Downfall Pt. 09

by His_fag_wife on Aug 20, 2018
Transsexuals & Crossdressers

Charlie stood wobbling slightly, on the 5 inch heels. Legs a little apart to accommodate the very substantial base of the Fenrir Dragon cock currently stretching her wide open, holding her buttocks apart and her asspussy wide open with the 2 1/2 inch diameter. She felt better now, shattered and tired but she was basking in the looks of approval from both her...

The Homosexual Sissy Wife

by jakladd on Sep 14, 2017
Transsexuals & Crossdressers

I love being the one for you, the one waiting at home for you while you are at work. The house is immaculate. My time at home is spent making everything perfect, especially me, your gay sissy wife. Gay does not aptly describe the level of homosexual submission I have towards you. Being femme and sexy for you is my constant quest. I spend hours at our home gy...

From Husband to Man's Sissy Wife

by Pantypansy on Jul 8, 2019
Transgender & Crossdressers

I was pulling up my white panties and smoothing the tops of my stockings when I heard the doorbell, and my wife welcoming somebody at the door. He had a deep, Scottish voice. Lucy welcomed him into the living room, then closed the door and came into the stairwell and beckoned for me to come down. I felt a chill of fear, but tottered down the stairs in my...

From Husband to Man's Sissy Wife Ch. 02

by Pantypansy on Jul 9, 2019
Transgender & Crossdressers

I had just finished changing into a black satin, frilly French maid's outfit - which Hamish had picked for me - when I heard voices downstairs. I pulled my silk panties up tight and put on a pair of black high heels and tottered down the stairs. Hamish had changed into jeans and a button-down shirt, and was chatting to my wife in the kitchen. Both were l...