Including results for crossdress update.
Do you want results only for Cross Dress Up Date?
Crossdresser Date Outfit
0:08
Crossdresser Date Outfit
3.8K viewsMay 6, 2023
YouTubeRamada The Femme
My Boyfriend is now my Girlfriend S1 E1 // Crossdresser with Girlfriend
2:11
My Boyfriend is now my Girlfriend S1 E1 // Crossdresser with Girlfriend
216.5K viewsJul 28, 2022
YouTubeTransgender and Crossdressing Hub
My Husband is now my Wife |Crossdresser Couple | Male to Female Transition | MTF Transition
2:29
My Husband is now my Wife |Crossdresser Couple | Male to Female Transition | MTF Transition
94.9K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
DRESS UP! DRESS OUT! Crossdressing Confidence!
1:00
DRESS UP! DRESS OUT! Crossdressing Confidence!
37.2K viewsFeb 12, 2022
YouTubeJasmine Page
Male to female transition. MtF hrt transgender crossdressing crossdresser transition
1:42
Male to female transition. MtF hrt transgender crossdressing crossdresser transition
8K viewsDec 3, 2021
YouTubeJessie’s Time
Winks from a cute Crossdresser
0:06
Winks from a cute Crossdresser
7.4K viewsJan 7, 2022
YouTubeCDFling - Date a Crossdresser
Male to female transition transgender MtF crossdress hrt
2:09
Male to female transition transgender MtF crossdress hrt
7K viewsOct 2, 2021
YouTubeJessie’s Time
0:15
Transgender: Early in transition wearing a fave CK dress. Crossdress MtF male to female
4.5K viewsSep 21, 2021
YouTubeJessie’s Time
0:15
Crossdressing Vegas - What are we wearing for a weekend night out #5?
4.3K viewsJan 21, 2022
YouTubeYumi H
0:39
Transgender Early Transition: CK dress. Male to female tg hrt MtF crossdresser crossdressing
3.9K viewsSep 20, 2021
YouTubeJessie’s Time
2:36
Crossdressing #5 in a wedding dress
186K viewsApr 20, 2021
YouTubeWoman Crossdressing
2:22
Crossdressing Role Reversal Marriage || Crossdresser Couple || My Husband became my Bride
82.9K viewsNov 9, 2022
YouTubeTransgender and Crossdressing Hub
2:13
Transgender MtF. Male to female transition hrt crossdress
34.7K viewsSep 22, 2021
YouTubeJessie’s Time
1:40
My best first Crossdresser Outfits with skirt and sexy dress (maletofemale)
25.5K viewsFeb 18, 2021
YouTubeVirgily Filly
1:40
Male to female transition. MtF transgender crossdress HRT CK dress
10.3K viewsNov 14, 2021
YouTubeJessie’s Time
1:21
Male to female transition hrt transgender MtF crossdress crossdressing
8.9K viewsOct 31, 2021
YouTubeJessie’s Time
1:30
Male to female transition. Transgender, MtF, HRT, crossdressing
6.7K viewsNov 28, 2021
YouTubeJessie’s Time
2:28
Mother Supporting their Son for Crossdressing || My Son is now My Daughter
179.8K viewsNov 14, 2022
YouTubeTransgender and Crossdressing Hub
1:28
Male to female transgender transition. MtF, hrt, crossdressing, pantyhose
23.7K viewsJan 27, 2023
YouTubeJessie’s Time
0:13
Transgender MtF: another from early in transition modeling CK dress. Male to female crossdress hrt
8.2K viewsSep 22, 2021
YouTubeJessie’s Time
0:52
Jessica Wearing Red Short Dress with Belt (Genderfluid / Crossdresser)
7.7K viewsApr 12, 2021
YouTubeJessica's Corner
2:39
My new favorite sissy dress 💕 👗
89.4K viewsJun 17, 2023
YouTubeChristy C
1:39
Male to female transgender transition. Hrt, MtF, crossdressing, pantyhose
32.5K viewsDec 22, 2022
YouTubeJessie’s Time
1:31
Crossdresser - girly summer outfit
18.7K viewsAug 4, 2023
YouTubeIsabelle Labelle's Fashion
1:20
the hack that almost ended our channel #update #crossdressing
4.5K views6 months ago
YouTubeCrossdressing Lifestyle
1:23
Crossdresser Raquel - Wet look animal print dress.
59.7K viewsDec 31, 2022
YouTubeRaquel Steele
0:28
Crossdresser’s new outfit for the office
5.3K viewsMar 27, 2023
YouTubeInes Crossdresser
1:44
Crossdressing wedding dress
12.1K viewsNov 8, 2021
YouTubeNewgirl
1:30
my beautiful sexy outfits fashion and sexy haul transgender / crossdresser #maletofemale
13.4K viewsDec 1, 2021
YouTubeVirgily Filly
See more
Static thumbnail place holder