Crossdresser in a cute outfit for a date night – CrossDressing with Carmen
2:27
Crossdresser in a cute outfit for a date night – CrossDressing with C…
36.3K viewsMay 26, 2021
YouTubeCrossDresser Carmen
Crossdresser Wearing Red Dress - Ready for Date Night
3:59
Crossdresser Wearing Red Dress - Ready for Date Night
32.1K views3 months ago
YouTubeDee
Crossdresser Date Outfit
0:08
Crossdresser Date Outfit
3.7K viewsMay 6, 2023
YouTubeRamada The Femme
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
21:32
Find in video from 17:01First Date as Sabine
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
16.3K viewsFeb 12, 2024
YouTubeKinda Cute
Dating with a crossdresser ❤️ Have a fun day with me🤗 walking in tube dress in the city
6:26
Dating with a crossdresser ❤️ Have a fun day with me🤗 walking in …
54.1K viewsMay 11, 2021
YouTubeKeira3327
Crossdressers Inspired to Get Ready for Date When Wearing White Dress with Boots (Dec. 1, 2022)
6:23
Crossdressers Inspired to Get Ready for Date When Wearing Whi…
35K viewsDec 2, 2022
YouTubeFNewt's Crossdressing Lifestyle
Crossdresser Love Story: ESP02 First Date as a Girl...OMG We are holding hands
4:01
Crossdresser Love Story: ESP02 First Date as a Girl...OMG We are …
54.9K viewsAug 30, 2021
YouTubeKeira3327
4:26
Dating with a crossdresser: Dress up as a girl in my floral dress
25.1K viewsSep 13, 2021
YouTubeKeira3327
12:56
Crossdressers in Dresses & Skirts Vol. 11 (Dec. 6, 2023)
37.4K viewsDec 7, 2023
YouTubeFNewt's Crossdressing Lifestyle
16:15
Find in video from 09:52Dinner Date
Magical Dress Changed My Gender (Crossdressing Stories)
67K viewsMar 25, 2023
YouTubeKinda Cute
2:31
Crossdressing - Cute polka dot dress
55.5K viewsApr 16, 2020
YouTubeSierra Romeo
10:16
8 Compelling Reasons to Date a Crossdresser
3.4K viewsOct 3, 2024
YouTubeAbout TG Life
14:56
Find in video from 07:04The Impact of Public Dates
How To Find Dates as a Crossdresser
17.9K viewsJan 6, 2023
YouTubeRamada The Femme
7:40
My First Time Cross Dressing Story Time WITH PICTURES | Casey Blake
517.4K viewsOct 18, 2016
YouTubeCasey Blake
1:25
Crossdresser / Femboy wearing cute floral dress
88.7K viewsJun 10, 2023
YouTubeMichelle Diaz
18:30
Trying On Dresses for the First Time [Crossdressing Stories / MtF Tran…
25.3K viewsNov 20, 2024
YouTubeBoys2Fem
4:19
Stunning crossdressing photos collection | Male to female transfor…
194.1K viewsApr 29, 2023
YouTubeCROSSDRESSING BEAUTY
2:21
Crossdresser Outfits Vol 04
159.4K viewsOct 1, 2014
YouTubeArt AM
5:31
beautiful crossdressers
105.7K viewsMay 10, 2023
YouTuberandom stuff
9:15
10 Joyful Activities Crossdressers Can Do
36.5K viewsAug 21, 2024
YouTubeAbout TG Life
3:23
A Beautiful Crossdresser 'Now Boys Will be Girls' | Boy to Girl | MTF Tr…
15.4K views9 months ago
YouTubeTransgender and Crossdressing Hub
2:36
Crossdressing #5 in a wedding dress
182.1K viewsApr 20, 2021
YouTubeWoman Crossdressing
0:23
Crossdresser Love Story: I dressed as a Girl and fall in love...
28.2K viewsJul 30, 2021
YouTubeKeira3327
3:51
party wear feminine dresses for crossdressers | beautifull dresses …
20.4K viewsJul 15, 2019
YouTubeCrossdressing With Abeera
4:09
Find in video from 00:46Opening Up to a Date
Dating Tips as a Crossdresser
12.2K viewsDec 11, 2021
YouTubeAbout TG Life
5:05
Dating with a crossdresser: Meet me at the lakeside...I find my love 😝
27.8K viewsJun 19, 2021
YouTubeKeira3327
See more videos
Static thumbnail place holder

Short videos

2:27
Crossdresser in a cute outfit for a date night – CrossDre…
36.3K viewsMay 26, 2021
YouTubeCrossDresser Carmen
0:08
Crossdresser Date Outfit
3.7K viewsMay 6, 2023
YouTubeRamada The Femme
0:06
Winks from a cute Crossdresser
6.3K viewsJan 7, 2022
YouTubeCDFling - Date a Crossdresser
0:39
Transgender Early Transition: CK dress. Male …
3.6K viewsSep 20, 2021
YouTubeJessie’s Time
0:05
Stylish Mini Dresses for Every Occasion
832.7K views2 months ago
TikTokzuvio.wear
1:19
Crossdressing - Floral wrap dress
16.9K viewsJan 20, 2023
YouTubeSierra Romeo
0:49
Jessica in Multicoloured Summer Dress (Genderflui…
3K viewsApr 19, 2021
YouTubeJessica's Corner
1:00
DRESS OUT! FEEL BEAUTIFUL! Crossdressin…
22.5K viewsFeb 11, 2023
YouTubeJasmine Page
1:40
My best first Crossdresser Outfits with skirt and sexy …
25.3K viewsFeb 18, 2021
YouTubeVirgily Filly
0:15
Transgender: Early in my transition: CK dress
5.7K viewsSep 20, 2021
YouTubeJessie’s Time
1:31
Crossdresser - girly summer outfit
11K viewsAug 4, 2023
YouTubeIsabelle Labelle's Fashion
1:44
Crossdressing wedding dress
12K viewsNov 8, 2021
YouTubeNewgirl
0:40
New crossdresser secretary outfit
2.9K viewsApr 26, 2023
YouTubeInes Crossdresser
2:22
Crossdressing Role Reversal Marriage || Crossdresser C…
70.2K viewsNov 9, 2022
YouTubeTransgender and Crossdressing Hub
2:29
My Husband is now my Wife |Crossdresser Couple | Mal…
81.7K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
2:39
My new favorite sissy dress 💕 👗
80.1K viewsJun 17, 2023
YouTubeChristy C
2:36
Crossdressing #5 in a wedding dress
182.1K viewsApr 20, 2021
YouTubeWoman Crossdressing
0:28
Crossdresser’s new outfit for the office
4.8K viewsMar 27, 2023
YouTubeInes Crossdresser
0:15
Transgender: Early in transition wearing a fave C…
4.3K viewsSep 21, 2021
YouTubeJessie’s Time
1:40
Male to female transition. MtF transgender crossdress HR…
10.1K viewsNov 14, 2021
YouTubeJessie’s Time
Static thumbnail place holder