The Con Job
5:45
The Con Job
167K viewsNov 3, 2014
YouTubeBell Air
Secretary's New Room
7:19
Secretary's New Room
28.6K viewsDec 3, 2020
YouTubeMelanie-Jane Transit
Busy Secretary
3:25
Busy Secretary
22.7K viewsJan 27, 2017
YouTubeJuliette Noir
Office Outfits Try on
10:51
Office Outfits Try on
211.3K viewsJun 27, 2021
YouTubeSharon Janney Model
MY FIRST TIME! | Gigi
7:32
MY FIRST TIME! | Gigi
1.3M viewsOct 15, 2013
YouTubeGigi Gorgeous
Probing Fiona's Inbox - #5
5:47
Probing Fiona's Inbox - #5
30.2K viewsOct 9, 2016
YouTubeFiona Dobson
Secretary | Red Miniskirt Office Style Review
3:24
Secretary | Red Miniskirt Office Style Review
9.2K viewsOct 3, 2019
YouTubeKelsey Fax
2:29
dressing service manchester
201.6K viewsMay 24, 2011
YouTubeDressingService
7:36
Vintage Outfit for crossdressers part II
61.3K viewsAug 20, 2020
YouTubeMiss Cookie Monster
16:30
Getting dressed for work. LBD. Crossdresser
233.5K viewsOct 13, 2020
YouTubeMarianna Durrant
2:18
Meet A Transgender Homecoming Queen
2.2M viewsOct 11, 2015
YouTubeBuzzFeed Multiplayer
0:36
Business/Office Attire for Crossdressers
77.1K viewsApr 19, 2020
YouTubeMiss Cookie Monster
2:15
Sarah's Secretary Look Part 3 LK Bennett Heels
34.9K viewsApr 11, 2019
YouTubeSarah Jane
16:31
Demystifying the Crossdressing Experience | Savannah Hauk | TED…
111.9K viewsAug 11, 2021
YouTubeTEDx Talks
1:49
Boarding School | Film 2018 -- Cross Dressing [Full HD Trailer]
72.3K viewsJun 5, 2019
YouTubeQUEERmdb
5:34
Transvestite Business Woman - October Outing
37.7K viewsNov 28, 2016
YouTubeMira Murray
19:27
Liz Maxwell, cross dresser, talks to Born
130.4K viewsFeb 14, 2020
YouTubeBorn Limited
5:24
To the office en-femme? I did it!
371.6K viewsOct 14, 2020
YouTubealena-mnsk
1:19:55
GOING OUT CROSSDRESSING | The CrossYAAS Podcast - EP 128
24.1K viewsAug 1, 2021
YouTubeCrossYAAS Podcast!
3:30
Sarah's Secretary Look Part 2 Pleaser Heels
19.4K viewsFeb 28, 2019
YouTubeSarah Jane
5:31
TG Caption Story - The Secretary (Part 2 of 3)
22.6K viewsJul 22, 2020
YouTubeTG Tavern
10:20
Crossdressing Tutorials - What's on the Agenda!
24.6K viewsJun 30, 2021
YouTubeYoya Fabulosa
16:51
Meet A Real Life Japanese Geisha | Everyday Bosses #69
1.4M viewsApr 21, 2021
YouTubeAsian Boss
9:28
Office/Secretary Look | How To Style With Hosiery
146.9K viewsJun 11, 2020
YouTubeAdeola Crown
5:10
Straight, Married Dad Wears Skirts, Heels to Work
51.4K viewsOct 19, 2020
YouTubeDaily Blast LIVE
7:40
A flat with (cross)dressing zones. #1 survey
1.1M viewsFeb 4, 2017
YouTubealena-mnsk
1:03
Waitressing is a drag in Japan
103.5K viewsApr 14, 2008
YouTubeOn Demand Entertainment
7:13
SECRETARY LOOK PT.2 | HOW TO STYLE WITH HOSIERY
152.6K viewsApr 30, 2020
YouTubeATQ. Hosiery
1:40
Beautiful crossdresser in high heels | Stacy Sativa
73.5K viewsJul 25, 2021
YouTubeSomething New
1:23
Kate Middleton's Short Skirts Criticized by the Queen
165.3K viewsFeb 4, 2014
YouTubeHollyscoop
See more videos
Static thumbnail place holder