Late In A Mini Dress
4:04
Late In A Mini Dress
6.6M viewsFeb 27, 2020
YouTubeCurvy Claire UK
Driving Around Cross Dressed
0:24
Driving Around Cross Dressed
39.4K viewsSep 1, 2017
YouTubeNonsencetown - Behind The Scenes
GOING OUT IN GIRLFRIENDS DRESS
2:04
GOING OUT IN GIRLFRIENDS DRESS
19.9K viewsOct 29, 2020
YouTubeAlexa Bree
SHE DRESSED ME UP
1:08
SHE DRESSED ME UP
274.9K viewsJun 11, 2020
YouTubeAlexa Bree
A Crossdresser's Life: Change Clothes
1:11
A Crossdresser's Life: Change Clothes
34.5K viewsNov 12, 2020
YouTubeA Crossdresser’s Life
15 Hours in Drag...
7:37
15 Hours in Drag...
215.9K viewsSep 2, 2012
YouTubeVictoria Vogue
New Girl - Webisode # 12
6:22
New Girl - Webisode # 12
82.8K viewsOct 30, 2012
YouTubeBigPompousAss
0:16
Beautiful Girl Drives UPS Truck
163.7K viewsAug 7, 2021
YouTubeGreg Sabo Review Hub
10:54
Females are Great Drivers Heres PROOF
78.3K viewsFeb 14, 2019
YouTubeRevLimiterPro
3:29
IN PUBLIC DRESSED AS A WOMAN
34.6K viewsAug 6, 2020
YouTubeAlexa Bree
4:27
Leather Boss drive. Gloves. Skirt ASMR ‪@LadyLunaChannel‬
21.6K viewsJun 26, 2020
YouTubeLady Luna
2:56
Stuck in Traffic Cross Dressed
62.1K viewsSep 1, 2017
YouTubeNonsencetown - Behind The Scenes
6:09
Dressing up fun at school
61K viewsMay 26, 2016
YouTubevjjohn
8:26
Business Woman Driving & Outfit Try On
71.4K viewsOct 1, 2020
YouTubeMelanie-Jane Transit
2:36
Aishling Rafferty - Truck Driving Woman
239.6K viewsMar 21, 2021
YouTubeAishling Rafferty
5:24
To the office en-femme? I did it!
373.9K viewsOct 14, 2020
YouTubealena-mnsk
0:47
Lady trucker driving in high heels.
11.4K viewsFeb 18, 2021
YouTubeJuve per sempre
14:05
Crossdressing Transformation - Applying makeup on a work conference call!
386.7K viewsAug 14, 2019
YouTubeJuliette Noir
1:55
Woman drives car in reverse
91K viewsApr 3, 2015
YouTubePedal Pumping
1:40
Beautiful crossdresser in high heels | Stacy Sativa
73.6K viewsJul 25, 2021
YouTubeSomething New
9:22
TRYING ON MY MUMS CLOTHES FROM WHEN SHE WAS MY AGE.
1.7M viewsDec 10, 2017
YouTubeThatcherJoe
1:20
How to Elegantly Enter and Exit a Car
629.9K viewsNov 16, 2010
YouTubeHowcast
1:18
The English Princess - How To: Get Out of the Car Gracefully
988.7K viewsAug 30, 2013
YouTubeHow To... With the English Princess
12:24
We Tried The Changing In Our Car Challenge • Ladylike
1.5M viewsJul 27, 2019
YouTubeBuzzFeedVideo
6:06
STEFFAN's 1ST TIME DRESSED AS GIRL! (TRANSFORMATION)
566.7K viewsSep 25, 2013
YouTubethesexychorizos
17:23
A Man Dressed As A Woman for a Day
35.2K viewsFeb 13, 2020
YouTubeCrossdressing Transformations
0:27
Woman in tight dress driving motorcycle
4.2K viewsNov 14, 2020
YouTuberr360rr
10:07
WOMAN DRIVING IN LEATHER OUTFIT AND HIGH HEELS
58.9K viewsMar 14, 2021
YouTubeGirls Clothes
6:25
Dressing up as a Woman in public
85.3K viewsNov 8, 2017
YouTubeOzBushPig
See more