Casa Susanna, a 1960s Resort Where Crossdressing Was Safe | History Of Crossdressing | Crossdressers
1:55
Casa Susanna, a 1960s Resort Where Crossdressing Was Safe | …
29.2K viewsSep 9, 2021
YouTubeThe Crossdressing Guide
How to Dress in the American 1950s Fashion
How to Dress in the American 1950s Fashion
891.3K views3 months ago
wikiHowKatie Quinn
Crossdresser doing another modeling of 1950’s “Dating Dress”
2:40
Crossdresser doing another modeling of 1950’s “Dating Dress”
8K viewsDec 5, 2020
YouTubemdolivetti
Exploring 1950s Vintage Crossdresser Fashion
0:28
Exploring 1950s Vintage Crossdresser Fashion
1.5K viewsSep 13, 2021
TikTokdannybeaton
50s Dress Crossdresser
1:13
50s Dress Crossdresser
4.2K viewsSep 17, 2021
YouTubeTrixy Deans
Crossdressing a Retro Look – How to Crossdress in Vintage Style from Start to Finish!
5:31
Crossdressing a Retro Look – How to Crossdress in Vintage Style fro…
15.2K views10 months ago
YouTubeCrossdressing Lifestyle
Getting Dressed in the 1950s
0:21
Getting Dressed in the 1950s
9.2K viewsFeb 6, 2021
YouTubeOlga Kurzova
3:22
White 50's style prom dress - crossdresser
47.3K viewsDec 9, 2019
YouTubeVicky Blue
8:03
1950s Style - What Women Wore in 1950s America
357.1K viewsFeb 1, 2023
YouTubeThe History Lounge
0:56
Getting dressed in the 1950s
6.9K viewsSep 21, 2022
YouTubesew_through_time
26:14
Gender in Fashion & Costumes: A History of Crossdressing [CC]
8.2K viewsAug 20, 2021
YouTubeLizCapism
0:12
TopVintage - 50s Cross Dress in Black
28.3K viewsMar 5, 2015
YouTubeTopvintage Boutique
8:03
The Shocking Truth About These Famous Crossdressers!
7.7K viewsApr 6, 2023
YouTubeAbout TG Life
2:11
Crossdresser modeling 1950's style dating dress on first day of 2024
5.9K viewsJan 4, 2024
YouTubemdolivetti
1:25
Fifties Fashion (1950s) - Archival - BBC Motion Gallery
4.8K viewsSep 17, 2014
YouTubeGetty Images
4:10
Stylish & Bold: Watch a Crossdresser Shine in a Vintage R…
11.4K viewsNov 8, 2024
YouTubeCrossdressing Lifestyle
1:31
Crossdresser: 50s Style dress
9.8K viewsSep 3, 2023
YouTubeIsabelle Labelle's Fashion
6:52
Crossdresser: 50s Style putting on stockings, petticoat and gloves
15.2K viewsJul 22, 2023
YouTubeIsabelle Labelle's Fashion
5:14
1950s Housewife looks - Genderfluid Demigirl
3.6K viewsJan 5, 2023
YouTubeemily shadows
0:58
Fifties/Sixties style dress and net petticoat. Crossdresser
59.6K viewsDec 7, 2013
YouTubeMarianna Durrant
17:31
A 1953 Crossdreamer
5.9K viewsJun 25, 2019
YouTubeJack Molay
0:55
Jessica wearing 1950s Style Halter-neck Dress (Crossdresser / Trans…
8K viewsApr 15, 2021
YouTubeJessica's Corner
0:12
HOW DIFFERENT AGES DRESSED IN THE 1950s!! ✨
14.4M viewsJun 20, 2020
TikTokjasminechiswell
3:02
Clothes Make the Man
Apr 10, 2014
NY TimesPatrick Healy
21:08
1950s Housewife Part 2: The Kitchen – Feminization Ideas for the Happ…
58.2K viewsSep 8, 2021
YouTubeNina Dream
9:44
50 Glamorous Photographs Showing Dresses That Girls Often …
19.7K viewsJun 17, 2022
YouTubeYesterday Today Tribute
1:49
Comedian Harry Gordon Crossdressing, 1950s - Archive Fil…
11.5K viewsOct 19, 2023
YouTubeHuntleyFilmArchives
22:08
I Tried Every Iconic 1950s Look in 48 Hours | Glamour
977.5K viewsJan 31, 2019
YouTubeGlamour
16:06
10 Forgotten Fashion Rules from 1950s America
529 views3 months ago
YouTubeBackroads And Memories
11:15
Fashion House (1950-1969)
117.2K viewsApr 13, 2014
YouTubeBritish Pathé
See more videos
Static thumbnail place holder