Guys Wearing Dresses
3:32
Guys Wearing Dresses
53.1K viewsAug 30, 2018
YouTubesam8021
BOY WEARS DRESS
10:26
BOY WEARS DRESS
11.3K viewsApr 22, 2020
YouTubeCrossdressing Transformations
If Groomsmen Were Bridesmaids
7:49
If Groomsmen Were Bridesmaids
7M viewsOct 30, 2014
YouTubeBuzzFeedVideo
Little Boy In A Dress
3:24
Little Boy In A Dress
45.4K viewsAug 25, 2011
YouTubeMaNdYRoD1998
Boys in Dresses
0:23
Boys in Dresses
142.2K viewsJul 8, 2007
YouTubepuponcloud
Little Boy Wears Dresses
0:31
Little Boy Wears Dresses
4.7K viewsOct 24, 2019
YouTubeCaters Video
Crossdressers in Prom Dress
2:25
Crossdressers in Prom Dress
481K viewsSep 16, 2016
YouTubeVanesa Tsukino
1:55
Boys in Dress
2K viewsMay 30, 2021
YouTubeIsma Nakhirunkanok.
18:39
TRYING ON AMAZON PROM DRESSES !! ... Again
1.9M viewsMay 22, 2020
YouTubeMia Maples
5:49
Turning My BROTHER Into ME 😍 *PART 3*
77K viewsAug 19, 2020
YouTubeThe Siblings
24:34
MILK MAID DRESS TUTORIAL (+ pattern) - THISISKACHI DIY
364.4K viewsMay 9, 2021
YouTubeTHISISKACHI
6:08
Getting Dressed in the 1830s
2.5M viewsAug 9, 2019
YouTubeCrowsEyeProductions
6:11
TWINS GO WHOLE DAY IN MY PROM OUTFIT!!
4M viewsApr 6, 2019
YouTubeAlexa Rivera
3:10
Good TV Maids vs Bad TV Maids
167.4K viewsDec 4, 2007
YouTubeGuy Masterleigh
1:24
The Boy In The Dress
95.3K viewsSep 2, 2016
YouTubeKereru Class
14:26
The Try Guys Wear 1800s Bridgerton Dresses
2.4M viewsFeb 3, 2021
YouTubeThe Try Guys
19:50
SHOPPING FOR MY WEDDING DRESS!
6.6M viewsAug 17, 2018
YouTubeRyland Adams
7:07
Crossdresser fashion show / 11 different dresses
118.1K viewsJan 5, 2019
YouTubeCrossDressingLife
0:13
turning into a maid 🥵
478.6K viewsMay 2, 2021
YouTubeFreddie 🌻
13:16
Boy tries on 18th century dress
236K viewsMay 11, 2019
YouTubeKovu Kingsrød
1:11
Satin sissy dresses from Sissy Maid Outfits!
317.8K viewsNov 7, 2011
YouTubecrossdresserbetty
1:40
A crossdresser in beautiful short dresses | Alice
138.1K viewsJan 17, 2021
YouTubeSomething New
0:31
The Boy in the Dress | Trailer
49.7K viewsDec 9, 2019
YouTubeRoyal Shakespeare Company
7:00
Boys in Maid Outfits - Tik Tok Compilation
17.6K viewsApr 12, 2021
YouTubeTik Tokie
0:42
Maid Boys on Tiktok 🎶(4)
6.9K viewsDec 5, 2020
YouTubeprinceyg18
0:46
Dramatic football - The Boy in the Dress preview - BBC
245.6K viewsDec 22, 2014
YouTubeBBC
0:12
boy in maid outfit 😳
82.4K viewsMar 6, 2021
YouTubeSky_wolf_UwU
15:05
Wearing a MAID DRESS to a MAID CAFE *shocking* | worldofxtra
950.2K viewsApr 7, 2021
YouTubeworldofxtra
8:34
Men Live Like 1950's Housewives For A Week
742.9K viewsJul 4, 2018
YouTubeBuzzFeedVideo
0:11
Ewww, you like boys in maid outfits?
144.3K viewsJun 2, 2021
YouTubeMr Relevant
See more videos
Static thumbnail place holder