petticoated1
2:10
petticoated1
444.3K viewsDec 4, 2007
YouTubesissysissy99
DOING MY BOYFRIENDS MAKEUP!!
16:54
DOING MY BOYFRIENDS MAKEUP!!
784.3K viewsJun 21, 2017
YouTubeEden The Doll
I DO MY HUSBANDS MAKEUP!
14:11
I DO MY HUSBANDS MAKEUP!
931.4K viewsJan 26, 2017
YouTubeChristen Dominique
MY HUSBAND WEARS DRESSES
11:35
MY HUSBAND WEARS DRESSES
18.8K viewsDec 24, 2020
YouTubeThe Condos
Boyfriend Makeover
13:26
Boyfriend Makeover
1.3M viewsAug 7, 2018
YouTubeKelsey Kreppel
TRYING ON MY GIRLFRIENDS OUTFIT
1:41
TRYING ON MY GIRLFRIENDS OUTFIT
74.1K viewsJun 16, 2021
YouTubeAlexa Bree
DOING HER BOYFRIENDS DRAG MAKEUP !?
8:18
DOING HER BOYFRIENDS DRAG MAKEUP !?
42.5K viewsMar 22, 2018
YouTubeCorey Bilous (CoCo)
2:56
Style Advice to Daughter from Crossdresser
84.3K viewsFeb 26, 2021
YouTubeheidiphox100
8:46
Dressing my Husband as ME!
31.7K viewsMay 9, 2021
YouTubeDorky Ever After
10:43
DOING MY BF’S MAKEUP IN SEPHORA
141.6K viewsSep 17, 2018
YouTubeCaiti Mackenzie
24:24
GET READY WITH ME FOR DATE NIGHT
2.8M viewsFeb 15, 2019
YouTubeJaclyn Hill
7:54
MEN should wear DRESSES | Crossdressing
41.4K viewsOct 27, 2020
YouTubeOlive La Strada
11:40
Transforming Boyfriend Into A Drag Queen!
282K viewsMay 29, 2019
YouTubeKouvr
19:08
🇰🇷 BOYFRIEND BUYS MY DRESSES 👗
1.7M viewsFeb 24, 2020
YouTubeFarina Jo
2:15
Dressing Brother as Drag Queen
7K viewsJul 31, 2020
YouTubeFOREVER CROSSDRESSING
14:43
I WORE MY BOYFRIEND'S CLOTHES FOR A WEEK!
5.3M viewsFeb 28, 2018
YouTubeRyland Adams
23:24
I Wore My BOYFRIENDS Clothes For A WEEK... | Sophie Louise
322.5K viewsMay 3, 2019
YouTubeSophie Louise
12:14
Dressing In My Husband's Clothes For A Week
1.1M viewsDec 1, 2019
YouTubeJess Conte
16:39
I Do My Husbands Makeup | Laura Lee
1.6M viewsMay 26, 2016
YouTubeLaura Lee
4:46
Raiding my Wife's Closet
106.7K viewsMar 13, 2020
YouTubeheidiphox100
2:36
Crossdressing #5 in a wedding dress
181.2K viewsApr 20, 2021
YouTubeWoman Crossdressing
14:48
First Video - I Do My "Husband's" Makeup
37.7K viewsOct 27, 2019
YouTubeHappily Ever Trans
20:24
Dressing My Husband For A WHOLE WEEK!
913.7K viewsMay 31, 2019
YouTubeJess and Gabriel
Boys in Makeup & Dressing up - 3
1:24:38
Boys in Makeup & Dressing up - 3
450K viewsSep 21, 2017
YouTubevjjohn
10:57
My Husband Dresses Me For A WEDDING!
56K viewsAug 21, 2018
YouTubeTiffyQuake
4:27
How To Make Your Boyfriend Crossdress - Step 1: Wonderwear
514.8K viewsSep 6, 2013
YouTubeCrossDressingLife
8:18
Fashion Haul: Crossdress Male to Female Transformation (Feminization)
110K viewsMay 24, 2021
YouTubeYoya Fabulosa
2:39
Putting a Man in a Dress
69.5K viewsSep 21, 2009
YouTubeCarey Hamblin
0:58
Fifties/Sixties style dress and net petticoat. Crossdresser
59.7K viewsDec 7, 2013
YouTubeMarianna Durrant
6:08
Princess Boy Loves to Wear Dresses
540.5K viewsSep 1, 2011
YouTubeABC News
See more