Including results for crossdressing vintage dresses.
Do you want results only for Crossdrossing Vintage Dresses?
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…
15K views9 months ago
YouTubeCrossdressing Lifestyle
Stylish & Bold: Watch a Crossdresser Shine in a Vintage Red Dress!
4:10
Stylish & Bold: Watch a Crossdresser Shine in a Vintage R…
11.2K viewsNov 8, 2024
YouTubeCrossdressing Lifestyle
Crossdressing Glamour Vintage Style - Goodwood revival 2025
3:06
Crossdressing Glamour Vintage Style - Goodwood revival 2025
8.5K views3 months ago
YouTubeCrossdressing Lifestyle
Grandma’s Vintage Dress: A Transformation Tale – Crossdressing Stories
29:42
Grandma’s Vintage Dress: A Transformation Tale – Crossdress…
1K views7 months ago
YouTubeMiss Scarlett
The Hidden World of Cross-Dressing in the 60s [Crossdressing Stories / MtF Transition]
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressin…
17.2K views11 months ago
YouTubeBoys2Fem
3 50s-style Dresses - Crossdresser Trans LGBT
4:50
3 50s-style Dresses - Crossdresser Trans LGBT
2.5K views11 months ago
YouTubeemily shadows
Vintage Crossdressing
2:44
Vintage Crossdressing
7.8K views4 months ago
YouTubeInes CD
13:17
My Grandmom's Hidden Dresses: A Crossdressing Journey! 👗✨
1.9K viewsAug 6, 2024
YouTubeTransformHER Stories💙
3:04
Tanya Melody M418 Crossdressing fashion - Vintage style red dress …
777 viewsDec 2, 2024
YouTubeTanya Melody UK
9:17
How Vintage Lingerie Changed My Life #crossdressing ‪@HollyMonroe‬
2.9K views1 month ago
YouTubeHollyMonroe
12:07
Vintage lingerie where it all began and crossdressing ‪@HollyMonroe‬ …
25.4K views3 months ago
YouTubeHollyMonroe
4:03
Vintage lingerie started my crossdressing #crossdresser @H…
29.4K views4 months ago
YouTubeHollyMonroe
11:03
Why Did I Always Feel Different? Girdles and crossdressing
17.6K views2 months ago
YouTubeHollyMonroe
14:44
She Made Me Wear The Vintage Dress. | A Crossdressing Story
773 views3 months ago
YouTubeSissy Lux Crossdressing & Feminization Stories
25:37
How I Got Feminized In Vintage Boutique - Crossdressing Stories …
1.2K viewsDec 17, 2024
YouTubeTransformHER Stories💙
0:11
Vintage Lingerie started my crossdressing journey ‪@HollyMon…
5.4K views4 months ago
YouTubeHollyMonroe
4:50
Crossdressing Vlogger Backless Bodycon Dress & Vintage Handbag
4.8K views6 months ago
YouTubeKathleen Dawson
9:37
Vintage lingerie and the crossdresser 1
15.1K views3 months ago
YouTubeHollyMonroe
1:54
Crossdressing Vlogger Pinafore Dress Pass the LOVE GenX retro
2.4K views9 months ago
YouTubeKathleen Dawson
14:06
Anastasia's Fabulous Crossdressing Fashion Collectio…
3.2K viewsFeb 12, 2024
YouTubeAnastasia Harris
3:01
Vintage lingerie crossdressing #crossdresser
15.2K views10 months ago
YouTubeHollyMonroe
10:29
What I LOVE About CROSSDRESSERS! (Crossdressin…
12.6K views3 months ago
YouTubeSoft Silky Secrets
8:38
My Surprising Journey Into The World Of Lingerie! #crossdressing
10K views6 months ago
YouTubeHollyMonroe
15:29
Crossdressers in Dresses & Skirts Vol. 16 (July 18, 2024)
66.9K viewsJul 19, 2024
YouTubeFNewt's Crossdressing Lifestyle
0:46
Tanya Melody (short 59) Crossdressing fashion - Vintage s…
4.1K viewsAug 24, 2023
YouTubeTanya Melody UK
18:13
Dressed As an Older Woman Over 60 👗💅 (Crossdressing Stories)
12.3K viewsNov 28, 2023
YouTubeKinda Cute
0:54
Tanya Melody. Crossdressing fashion. Vintage night dress style …
6.8K viewsJun 25, 2023
YouTubeTanya Melody UK
1:31
Crossdresser: 50s Style dress
9.8K viewsSep 3, 2023
YouTubeIsabelle Labelle's Fashion
18:01
I’m 60 And Love To Wear Dresses & Makeup (MTF Crossdressing Story)
1.9K views5 months ago
YouTubeMy Life My Rules
1:41
Beautiful Crossdresser Trying Out Vintage Dresses | Carla Navarro
6.3K viewsMay 14, 2023
YouTubeSomething New
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0:46
Tanya Melody (short 59) Crossdressing fashion - Vi…
4.1K viewsAug 24, 2023
YouTubeTanya Melody UK
0:54
Tanya Melody. Crossdressing fashion. Vin…
6.8K viewsJun 25, 2023
YouTubeTanya Melody UK
1:31
Crossdresser: 50s Style dress
9.8K viewsSep 3, 2023
YouTubeIsabelle Labelle's Fashion
2:44
Vintage Crossdressing
7.8K views4 months ago
YouTubeInes CD
0:55
Vintage Feminine outfit for Crossdressers
104.8K viewsApr 24, 2020
YouTubeMiss Cookie Monster
0:52
Tanya Melody (short 63) Crossdressing fashion - A …
1.4K viewsSep 9, 2023
YouTubeTanya Melody UK
0:45
Tanya Melody (short 64) Crossdressing fashion - A …
1.9K viewsSep 10, 2023
YouTubeTanya Melody UK
1:00
Crossdressing classic style is always in vogue #crossd…
3.8K viewsMar 7, 2024
YouTubeCrossdressing Lifestyle
0:41
Tanya Melody - Crossdressing fashion - Ni…
1.5K viewsJul 30, 2023
YouTubeTanya Melody UK
2:55
Crossdresser in a disco outfit, ready to revive the 7…
17.4K viewsJun 5, 2021
YouTubeCrossDresser Carmen
1:56
Crossdresser - red 50s style polka dot dress
6.3K viewsJul 2, 2023
YouTubeIsabelle Labelle's Fashion
3:01
Vintage lingerie crossdressing #crossdresser
15.2K views10 months ago
YouTubeHollyMonroe
0:11
Vintage Lingerie started my crossdressing journey ‪@H…
5.4K views4 months ago
YouTubeHollyMonroe
0:37
Crossdressing Modeling Vintage Lingerie
7.1K viewsSep 13, 2024
YouTubeJoann Abernathy
0:11
crossdresser in a pink vintage room ‪@HollyMonro…
4.9K views7 months ago
YouTubeHollyMonroe
0:56
Tanya Melody - Crossdressing fashion - Pe…
763 viewsAug 5, 2023
YouTubeTanya Melody UK
0:25
House Wife transformation - crossdressing fun
20.2K views11 months ago
YouTubeThe World of Anastasia
0:54
Tanya Melody - Crossdressing fashion - W…
2.1K viewsAug 6, 2023
YouTubeTanya Melody UK
1:23
Crossdresser Raquel - Wet look animal print dress.
54K viewsDec 31, 2022
YouTubeRaquel Steele
1:06
elegant crossdresser as mature lady in satin bow bl…
29.2K viewsApr 16, 2023
YouTubeChristina d ́Yvon
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