The Boss
4:42
The Boss
1.1M viewsApr 5, 2017
YouTubeCosmopolitan
(: My Senior Year Prom Dress :)
2:31
(: My Senior Year Prom Dress :)
362.7K viewsJan 22, 2011
YouTubeMeghan Rienks
Inappropriate Dress at Work
1:44
Inappropriate Dress at Work
32.2K viewsMar 30, 2007
YouTubePhil Davies
TLW - S3 - Shanes Dress
1:40
TLW - S3 - Shanes Dress
145.1K viewsMay 1, 2007
YouTubeisitdead75
Lady Boss| Wirally Originals | Tamada Media
10:36
Lady Boss| Wirally Originals | Tamada Media
2.4M viewsDec 26, 2019
YouTubeWirally
Getting dressed for work. LBD. Crossdresser
16:30
Getting dressed for work. LBD. Crossdresser
232.8K viewsOct 13, 2020
YouTubeMarianna Durrant
Business/Office Attire for Crossdressers
0:36
Business/Office Attire for Crossdressers
76.8K viewsApr 19, 2020
YouTubeMiss Cookie Monster
1:10
Boss with Employee 2018
8M viewsMay 29, 2018
YouTubeWow Review
1:40
UP10TION Gets Girly in Maid Costumes [MEET&GREET]
68.2K viewsOct 16, 2015
YouTubeMwave
4:27
Leather Boss drive. Gloves. Skirt ASMR @LadyLunaChannel
21.3K viewsJun 26, 2020
YouTubeLady Luna
17:13
How to Dress More Feminine | Feminine Style Tips
283.4K viewsMay 9, 2019
YouTubeMrs Midwest
6:09
Dressing up fun at school
60.4K viewsMay 26, 2016
YouTubevjjohn
8:06
Man in a women's minidress
138K viewsJan 3, 2019
YouTubetanajuklova
4:28
Classy Work Wear Outfits | Fashion Over 40 | Classy Women Style
135.4K viewsAug 15, 2019
YouTubeWhat To Wear
5:24
To the office en-femme? I did it!
368.1K viewsOct 14, 2020
YouTubealena-mnsk
1:28
Pastor Dad and the See-Through Dress
649.2K viewsApr 29, 2016
YouTubeTLC
17:52
1 MONTH OF BUSINESS CASUAL OUTFIT IDEAS | Smart Casual Wor…
754.6K viewsFeb 16, 2018
YouTubeMiss Louie
17:23
A Man Dressed As A Woman for a Day
34.9K viewsFeb 13, 2020
YouTubeCrossdressing Transformations
0:38
Rikky dressed as a business woman
54.8K viewsFeb 12, 2018
YouTubeRikky Satin
6:06
Dressing for: Work, Interview, Business Casual and Special Occ…
93.8K viewsMar 20, 2011
YouTubeKrystalsharee
1:13
Dress Like A Girl Boss | What’s on Trend
15.7K viewsMar 26, 2016
YouTubeGlam, Inc.
13:02
BE A LADY BOSS| DRESS FOR SUCCESS| OFFICE OUTFIT IDEAS…
167.3K viewsMar 25, 2021
YouTubeElena Constantine
3:05
Leather office outfit - Leather Girl 2018 - For all women
130.3K viewsAug 16, 2018
YouTubeFor all women
10:23
Lady Mel wearing Sexy Night Dress at the office | Crossdresser
145K viewsSep 20, 2020
YouTubeMel Cross
6:34
What Would You Do: Sales clerk refuses to sell clothes to transgen…
5.4M viewsSep 16, 2017
YouTubeWhat Would You Do?
14:50
She Wears Special Outfit For Boss | @DramatizeMe
4.8M viewsJul 20, 2021
YouTubeDramatizeMe
4:49
Woman Fired for Dressing 'Too Hot': Office Dress Codes
11.9K viewsJul 10, 2012
YouTubeABC News
9:05
What Would You Do: Sales clerk refuses to sell clothes to transgen…
5.9M viewsAug 19, 2017
YouTubeWhat Would You Do?
25:39
unsuspecting office lady hypnotized by devious coworker with hypnosis
49.2K viewsJun 28, 2021
YouTubehypnosis induction
0:31
Secretary Ines CD in her short gray dress in the office
15K viewsOct 14, 2020
YouTubeInes CD
See more videos
Static thumbnail place holder