Man dress and act like a woman-Transgender
3:21
Man dress and act like a woman-Transgender
41.7K viewsJan 20, 2021
YouTubeTransgender Crossdressing Sissy Dream
Guys Wearing Dresses
3:32
Guys Wearing Dresses
53K viewsAug 30, 2018
YouTubesam8021
GOING OUT IN GIRLFRIENDS DRESS
2:04
GOING OUT IN GIRLFRIENDS DRESS
19.9K viewsOct 29, 2020
YouTubeAlexa Bree
TLW - S3 - Shanes Dress
1:40
TLW - S3 - Shanes Dress
145.4K viewsMay 1, 2007
YouTubeisitdead75
Transgender / Sissy Outfit Inspirations
2:46
Transgender / Sissy Outfit Inspirations
41.3K viewsMar 12, 2021
YouTubeFeminization Project
Men Can Get Pregnant, Too
3:44
Men Can Get Pregnant, Too
100.3K viewsNov 17, 2014
YouTubeStuff Mom Never Told You
New Girl - Webisode # 12
6:22
New Girl - Webisode # 12
82.8K viewsOct 30, 2012
YouTubeBigPompousAss
1:41
Dressing Up As A Girl!
8.3K viewsJun 19, 2013
YouTubeMyEvilmidget
0:46
Boy Dressed Up As Girl
5.7K viewsApr 30, 2020
YouTubeFOREVER CROSSDRESSING
3:39
5 Girly Fashions Men Wore First
23.5K viewsNov 3, 2014
YouTubeStuff Mom Never Told You
1:50
Darren Day as pregnant woman
67.1K viewsFeb 14, 2011
YouTubeLiviaCD
0:30
He Dressed as Blonde Girl
84.6K viewsFeb 4, 2020
YouTubeCrossdressing Transformations
5:24
To the office en-femme? I did it!
372.9K viewsOct 14, 2020
YouTubealena-mnsk
0:46
Pregnant Woman Makes Husband Experience Pregnancy
26.9K viewsApr 5, 2021
YouTubeCaters Clips
20:24
Dressing My Husband For A WHOLE WEEK!
913.7K viewsMay 31, 2019
YouTubeJess and Gabriel
7:00
Boy Dressed as Girl Challenge
3.1K viewsMar 26, 2020
YouTubeCrossdressing Transformations
6:50
Dressing my Boyfriend as Goth Girl
20.8K viewsJul 31, 2020
YouTubeFOREVER CROSSDRESSING
13:30
Makeup Challenge: Man to Woman Transformation
840.4K viewsAug 19, 2017
YouTubeJesi Corcuera (corcuerajesi)
13:52
Transgender father discovers he's 7 months pregnant | 60 Minutes Aus…
492.9K viewsFeb 9, 2019
YouTube60 Minutes Australia
6:08
Princess Boy Loves to Wear Dresses
540.5K viewsSep 1, 2011
YouTubeABC News
0:44
Guy dressed as woman 2
5.2K viewsSep 26, 2018
YouTubeBree Karla jo
9:48
I Dressed My Little Brother As Myself To Prank My Boyfriend! *HI…
240.6K viewsDec 21, 2019
YouTubeAR Life
3:04
How To Dress For Pregnancy And Beyond: New Baby Basics | TODAY
165K viewsAug 4, 2016
YouTubeTODAY
9:15
H&M Fall Fashion Haul: Crossdress Male to Female Transformation (pt…
69.6K viewsOct 11, 2020
YouTubeYoya Fabulosa
7:11
Caught Wearing Girlfriend’s Clothes | CD Girls ♥
51.2K viewsMay 24, 2021
YouTubeCd Girls
11:47
Men Try Maternity Clothes With Pregnancy Bellies
221.5K viewsJul 15, 2018
YouTubeMen Try Videos
21:32
If I Laugh, I Dress Up as a GIRL
1.2M viewsJan 6, 2021
YouTubeF1nn5terLIVE
3:10
Dressing up as a Girl by Sister
63.4K viewsJul 31, 2020
YouTubeFOREVER CROSSDRESSING
17:23
A Man Dressed As A Woman for a Day
35.3K viewsFeb 13, 2020
YouTubeCrossdressing Transformations
See more videos
Static thumbnail place holder