Lucy and her makeup artist and friend Gina decide to go to a club's Trans Night. It's the first time Lucy is going out dressed as a woman, and she can't help but feel a little bit intimidated. Watch more Lost In Transition on discovery : https://bit.ly/3EwgevM | Love Reality
4:59
Lucy and her makeup artist and friend Gina decide to go to a club'…
71.6K viewsMar 28, 2023
FacebookLove Reality
How to Dress Femininely Casual
13:21
How to Dress Femininely Casual
249.2K viewsSep 30, 2019
YouTubeMrs Midwest
Coming Out as a Cross-dresser - Why Tell?
2:03
Coming Out as a Cross-dresser - Why Tell?
24.3K viewsApr 17, 2020
YouTubeHelene Barclay
Modeling my “dating dress” again
Modeling my “dating dress” again
2.6K views8 months ago
YouTubemdolivetti
Dating with a crossdresser: Dress up as a girl for a coffee. Care to join?
3:32
Dating with a crossdresser: Dress up as a girl for a coffee. Care to joi…
6.3K viewsFeb 2, 2023
YouTubeKeira3327
How to dress on a First Date to Get You to the Second Date (Evening)
5:35
How to dress on a First Date to Get You to the Second Date (Evening)
146.4K viewsMay 14, 2017
YouTubeInATimelyFashion
A brief encounter with the best dressed woman in Paris 🐓
0:09
A brief encounter with the best dressed woman in Paris 🐓
107.8K viewsNov 13, 2023
TikTokwafflesailor
11:10
Entitled Woman Mad Her Date Cooked Dinner Instead Of Bringin…
108.7K viewsApr 18, 2023
YouTubeDAT BOY WILL
2:00
Dressing Tips For The Perfect Date
200.4K viewsMar 15, 2017
YouTubeGlamrs
4:16
Transgender Wedding Fashion Show
190.9K viewsOct 10, 2010
YouTubecelinepettitejean
2:46
Transgender / Sissy Outfit Inspirations
40.6K viewsMar 12, 2021
YouTubeFeminization Project
2:44
A Crossdresser's Life: Evening Gown
29.7K viewsApr 20, 2019
YouTubeA Crossdresser’s Life
24:24
GET READY WITH ME FOR DATE NIGHT
2.8M viewsFeb 15, 2019
YouTubeJaclyn Hill
6:22
New Girl - Webisode # 12
79.7K viewsOct 30, 2012
YouTubeBigPompousAss
3:42
DRESSED AS MY GIRLFRIEND ANSWERING THE DOOR
37.3K viewsApr 15, 2021
YouTubeAlexa Bree
3:29
IN PUBLIC DRESSED AS A WOMAN
33.7K viewsAug 6, 2020
YouTubeAlexa Bree
26:43
How to Dress Feminine ? Feminine Style Tips
69K viewsFeb 11, 2020
YouTubeLisa Glamour
17:13
How to Dress More Feminine | Feminine Style Tips
282.7K viewsMay 9, 2019
YouTubeMrs Midwest
2:11
Dressing for a dinner date.
52.9K viewsMar 4, 2021
YouTubeAnneke Van Buren
9:59
I Dressed Feminine And Masculine For A Day
627.9K viewsApr 28, 2018
YouTubeAs/Is
24:05
I TURN MY HUSBAND INTO A GIRL!
119K viewsSep 10, 2018
YouTubeSapphy Manda
1:57
Men dressed as women arrested
31.7K viewsJan 12, 2011
YouTubeWPTV News - FL Palm Beaches and Treasure …
19:27
Liz Maxwell, cross dresser, talks to Born
123.7K viewsFeb 14, 2020
YouTubeBorn Limited
5:24
To the office en-femme? I did it!
357.1K viewsOct 14, 2020
YouTubealena-mnsk
2:37
Dressing Services at Dress Me Up
112.7K viewsMay 3, 2011
YouTubeDress Me Up
6:10
crossdresser in a wedding dress
104.2K viewsMar 6, 2010
YouTubemelaniecd
8:12
I Dressed Up As A Girl For A Day
42.9K viewsJul 5, 2018
YouTubeSoloin's Basement
0:34
Trying on dresses at David's Bridal | Crossdresser
3.9K viewsFeb 5, 2018
YouTubeStephanie Marie Trans Southern Belle
3:46
Crossdresser Paul’s First Date As A Woman! | First Dates
137.6K viewsDec 17, 2018
YouTubeFirst Dates
7:23
Getting dressed in the 18th century | National Museums Liverpool
12.6M viewsMay 10, 2017
YouTubeNational Museums Liverpool
See more videos
Static thumbnail place holder