TWO WIVES, One Secret: Our Shared Sissy Husband 👯♀️ Crossdressing Story
51:04
TWO WIVES, One Secret: Our Shared Sissy Husband 👯♀️ Crossdressing Story
3.8K views3 months ago
YouTubeSissy Empress
How I Feminized My Husband | A Step-by-Step Transformation Story
16:52
How I Feminized My Husband | A Step-by-Step Transformation Story
8.2K views6 months ago
YouTubeSissy Lux Crossdressing & Feminization Stories
My Husband is now my Wife | Wife Supporting Husband for Crossdressing
3:36
My Husband is now my Wife | Wife Supporting Husband for Crossdressing
204.7K viewsJan 13, 2023
YouTubeTransgender and Crossdressing Hub
Husband's Public Feminization, Humiliation & Obedience (Crossdressing Stories)
18:48
Husband's Public Feminization, Humiliation & Obedience (Crossdressing Stories)
71.4K viewsMay 10, 2025
YouTubeSissy Maya
I dressed up my husband as a sissy maid transformation cosplay video
3:51
I dressed up my husband as a sissy maid transformation cosplay video
270.2K viewsJul 17, 2021
YouTubeKat Surth
I transform my husband into an adorable sissy...sort of (He fits into my dress!) - full video
34:01
I transform my husband into an adorable sissy...sort of (He fits into my dress!) - full video
371.7K viewsApr 3, 2021
YouTubeKat Surth
Wives And Their Feminized Husbands 💅💄 (Crossdressing Stories) PART 2
22:59
Wives And Their Feminized Husbands 💅💄 (Crossdressing Stories) PART 2
39K viewsAug 24, 2023
YouTubeKinda Cute
30:34
Wife Turns Husband Into a Sissy - Crossdressing Stories
7.3K views8 months ago
YouTubeMaster Sister
12:29
My Husband Secretly Became a Sissy And I Couldn’t Believe It 😳 | Crossdressing Story
686 views5 months ago
YouTubeSissy Empress
2:29
My Husband is now my Wife |Crossdresser Couple | Male to Female Transition | MTF Transition
81.7K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
20:23
❤️ Deep feminizing training for Sissy!
35.5K views4 months ago
YouTubeJulia U
0:47
Shopping For Feminized Husband #crossdressing #feminization #gendertransformation #forcedfeminizationcaptions #sissycaption #sissymaids #mtftransformation #genderbenders #m2ftransgender
31.4K viewsOct 19, 2023
TikTokprettysissy86
15:47
How I Became A Sissy Maid 🌸💝 (Crossdressing Stories)
117.6K viewsApr 23, 2023
YouTubeKinda Cute
10:31
The Gift of Feminization [CROSSDRESSING STORIES]
94.4K viewsMay 18, 2023
YouTubeAri Rose Crossdressing
15:08
Wives And Their Feminized Husbands (MTF Crossdressing Story)
15.8K viewsDec 17, 2024
YouTubeMy Life My Rules
8:41
My Feminized Husband (Crossdressing Stories)
4K viewsMay 4, 2024
YouTubeSissy Maya
15:56
Sissy Crossdressing 101 | A Beginner’s Guide to Feminization and Sissification
16K viewsMar 13, 2025
YouTubemaeve sissyverse
4:56
💄 – How I turned my husband into a good sissy 👠 #punishment
11.7K views8 months ago
YouTubeTania Stories DE
2:25
Mincing Prissy Sissy Training By Mistress Lady Penelope Telephone:07970183024
19.7K viewsJun 14, 2024
YouTubeMistress Lady Penelope
41:53
Obedient Little Sissy Maid - A Tale of Forced Feminization and Submission🌸💄 | Crossdressing story
19.9K views8 months ago
YouTubeFemme Fantasy
46:06
💋💖 FEMINIZATION PRISON 💖 Where Bad Boys Become Good Girls! | My Forced Sissy Transformation
9.5K views6 months ago
YouTubeFemme Fantasy
0:11
pink prissy sissy crossdresser out in public
7.8K views1 year ago
YouTubeChristina d ́Yvon
27:16
Becoming A Sissy Maid TRAINEE 👩‍🦰😍 (Crossdressing Stories)
29.5K viewsJun 4, 2024
YouTubeSissy Maya
0:14
Frilly sissy doll in pink dress
11.6K viewsSep 2, 2020
YouTubeSissy F
1:11
Satin sissy dresses from Sissy Maid Outfits!
317.8K viewsNov 7, 2011
YouTubecrossdresserbetty
0:14
Sissy Training | Feminization | Bimbofication | Crossdresser | Sissy Assignments | Male2Female
261.2K viewsJan 2, 2023
YouTubeTheSissyGuide-Feminization Training- Sissifica…
1:22
Sissy boy in purple maid dress with pink petticoats!
182.8K viewsJul 18, 2009
YouTubeChrisissy
5:29
Sissy Training Induction (Full)
13.1K viewsJul 1, 2024
YouTubeQueen Supreme
0:47
Sissy boy in a frilly pink princess dress
43.8K viewsSep 22, 2020
YouTubeSissy F
5:08
How To Dress Up, Crossdress Like A Sissy Maid - Beautiful Sissy Maids In Pink And Black Maid Outfits
79K viewsAug 30, 2021
YouTubeTheSissyGuide-Feminization Training- Sissifica…
See more

Short videos

2:29
My Husband is now my Wife |Crossdresser Couple | Male to Female Transition | MTF
81.7K viewsDec 3, 2022
YouTubeTransgender and
0:47
Shopping For Feminized Husband #crossdressing #feminization
31.4K viewsOct 19, 2023
TikTokprettysissy86
0:14
Sissy Training | Feminization | Bimbofication | Crossdresser | Sissy Assignments |
261.2K viewsJan 2, 2023
YouTubeTheSissyGuide-Feminization
2:22
Crossdressing Role Reversal Marriage || Crossdresser Couple || My Husband became
70.2K viewsNov 9, 2022
YouTubeTransgender and
2:25
Mincing Prissy Sissy Training By Mistress Lady Penelope Telephone:07970183024
19.7K viewsJun 14, 2024
YouTubeMistress Lady Penelope
0:47
Sissy boy in a frilly pink princess dress
43.8K viewsSep 22, 2020
YouTubeSissy F
0:10
Prissy Sissy hits different when Joy wears it #pink
6.8K views1 month ago
YouTubeSissyPink
0:11
pink prissy sissy crossdresser out in public
7.8K views1 year ago
YouTubeChristina d ́Yvon
0:12
Getting cute for my husband! #prissyp
45.6K viewsMay 20, 2023
YouTubePrissy P
1:04
Office Sissies: Dress to Impress
16K viewsNov 5, 2023
YouTubeSissyPink
0:14
Frilly sissy doll in pink dress
11.6K viewsSep 2, 2020
YouTubeSissy F
0:31
I love being a prissy maid on #maidmonday #crossdresser #femboy #trans #transmodel
589 views1 month ago
TikToksissy.shelby.kiss
1:21
Sissy Dress Ideas Stylish and gorgeous collection for#2022 sissy Dress Ideas
41.3K viewsJul 2, 2022
YouTubeFashion forever
1:05
These Dresses Feel So Gooooood! 😘💕
68.5K viewsMay 30, 2022
YouTubeSissyPink
0:51
Looking for a husband? Miss Prissy is too.
2.4K viewsMar 15, 2023
YouTubeGeorge D….Keepin it Reel
1:26
Mincing Prissy Sissy Training By Mistress Lady Penelope Telephone:07970183024
3.5K viewsJun 14, 2024
YouTubeMistress Lady Penelope
0:39
Sissy lockable dress Role Play Maid Dress with Apron and Panties French gay PVC Short
2.9K viewsMay 13, 2022
YouTubeFetish queen
0:12
He also washes his own clothes, cooks on weekends, and handles the kids when I
4.7K views3 weeks ago
TikTok_sarahlizabeth
1:31
A Husband for Miss Prissy
1.1K views9 months ago
YouTubeBack To The Toons ENG
0:14
My husband my life my world 22 years strong #DecadasIA #CapCut
2.1K viewsJan 25, 2024
TikTokprissypriss312