Classic pinup outfit idea for crossdresser
6:05
Classic pinup outfit idea for crossdresser
63.5K viewsJul 14, 2020
YouTubeMiss Cookie Monster
Dress Up Time! Stream Highlights - Transgender / Crossdresser
6:56
Dress Up Time! Stream Highlights - Transgender / Crossdresser
13.8K viewsDec 8, 2017
YouTubeAvona Star
Transgirl in Bodycon Dress
2:03
Transgirl in Bodycon Dress
46.8K viewsOct 30, 2022
YouTubeCarly Blink
We Transform Into Pinup Models • Ladylike
17:38
We Transform Into Pinup Models • Ladylike
2.3M viewsAug 17, 2019
YouTubeBuzzFeedVideo
Going to a party | Party Dress | Trans Ladyboy Mel Cross
4:48
Going to a party | Party Dress | Trans Ladyboy Mel Cross
620.1K viewsJan 15, 2021
YouTubeMel Cross
Rachel's Rebirth | June-Dec 2020 (T-Girl / Crossdressing / Transvestism)
4:24
Rachel's Rebirth | June-Dec 2020 (T-Girl / Crossdressing / Transvestism)
39.2K viewsDec 27, 2020
YouTubeRachel Louise Swann
REVISITING BRITNEY | Young and Very Feminine Crossdresser | Awesome Wardrobe Of Girly Dresses
1:12
REVISITING BRITNEY | Young and Very Feminine Crossdresser | Awe…
55K viewsOct 18, 2022
YouTubeThe Spokane Sissy's Vision Board
2:56
SissyPink Fashion Compilation #3
107K viewsJun 27, 2022
YouTubeSissyPink
2:00
Boy to Girl Transformation Pinup Sundays 🖤❤️
14.1K viewsJul 24, 2023
YouTubeLiviah O.
3:29
TEA interview 2018 with Domino Presley
201.4K viewsApr 4, 2018
YouTubeTransAngels
2:21
Crossdresser Outfits Vol 03
90K viewsSep 30, 2014
YouTubeArt AM
1:20
Boy to Girl transformation, féminisation, Cross-dressing par …
66.7K viewsApr 24, 2019
YouTubeTRANS STUDIO Boy to Girl
2:51
Pink Fashion Compilation #7
103.8K viewsJul 29, 2022
YouTubeSissyPink
0:31
Pinup pixie (@pinuppixie)’s videos with original sound - Pinup pixie
530.5K viewsAug 4, 2021
TikTokpinuppixie
4:28
How To Be a Pinup Model! Complete Guide with Bettina May | Full Prog…
280.7K viewsMay 4, 2010
YouTubeWorld Dance New York
4:49
Baby Spice - Soft Pink Sissy Drag / Crossdresser Transformation| Spi…
95.5K viewsAug 3, 2019
YouTubeLuna Rose
0:40
Heidi TG Another Black Dress
63.5K viewsMar 13, 2014
YouTubeheidiphox100
2:31
Winter Wander (Transvestite / Crossdresser)
177.5K viewsJan 21, 2023
YouTubestarrynowhere
2:39
My new favorite sissy dress 💕 👗
77.8K viewsJun 17, 2023
YouTubeChristy C
1:13
1950's Pinup look
3.5K viewsFeb 1, 2021
YouTubeAmber Leigh
4:22
Crossdressers in Dresses & Skirts Vol. 4 (Nov. 7, 2022)
54.7K viewsNov 11, 2022
YouTubeFNewt's Crossdressing Lifestyle
10:53
How To Be a Pinup Model Series: Posing Part 1 by CHERRY DOLLF…
262.7K viewsJul 9, 2013
YouTubeCherry Dollface
1:22:00
How to be a pinup model
42.1K viewsMar 10, 2014
YouTubeRina
1:43
Crossdresser wearing a pink dress with pink slip on stairs
13.6K viewsMay 12, 2019
YouTubeTammy Brown
7:32
Heidi Transformation "Tex Messages"
288.6K viewsOct 9, 2016
YouTubeheidiphox100
8:41
PINUP STYLE EVOLUTION | @MissLillianVance
2.2K viewsJun 5, 2017
YouTubeMiss Semi Sweet
0:34
Pin-up Girl Hair and Makeup Transformation
24K viewsNov 13, 2012
YouTubeCeleste Giuliano
4:47
My First Pinup Girl Photoshoot! :D
78.8K viewsSep 17, 2013
YouTubetabs24x7Official
7:23
PinUp posing for self confidence
10.5K viewsNov 18, 2020
YouTubeDafna Bar-el
7:36
Vintage Outfit for crossdressers part II
60.8K viewsAug 20, 2020
YouTubeMiss Cookie Monster
See more videos
Static thumbnail place holder