How To Date Men as a Transgender Woman / Crossdresser
7:40
How To Date Men as a Transgender Woman / Crossdresser
44.6K viewsOct 9, 2024
YouTubeYoya Fabulosa
How to Date TRANSGENDER Women | Crossdressers | FemBoys
4:22
How to Date TRANSGENDER Women | Crossdressers | FemBoys
43.5K viewsOct 22, 2024
YouTubeYoya Fabulosa
8 Compelling Reasons to Date a Crossdresser
10:16
8 Compelling Reasons to Date a Crossdresser
3.2K viewsOct 3, 2024
YouTubeAbout TG Life
Crossdresser dating -how to get a girlfriend if you are a transvestite
1:21
Crossdresser dating -how to get a girlfriend if you are a transvestite
46.1K viewsOct 24, 2019
YouTubePenny Bond
Old Friend, New Love: Dating Her After She Became A Woman 💞 (Crossdressing Stories – MtF Transition)
21:50
Old Friend, New Love: Dating Her After She Became A Woman 💞 (Crossdressing Stories – MtF Transition)
2.9K views1 month ago
YouTubeKinda Cute
I Dated Crossdressers for Years—Here’s What No One Understands
25:05
I Dated Crossdressers for Years—Here’s What No One Understands
1.4K views1 month ago
YouTubeLadies Into Crossdressing
My First Date As A Woman | Crossdressing Story
8:08
My First Date As A Woman | Crossdressing Story
15.8K views9 months ago
YouTubePride Pulse🏳️‍🌈
21:32
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
16.3K viewsFeb 12, 2024
YouTubeKinda Cute
9:25
Does This Crossdresser Date Men or Women? (Q&A Session!)
34.3K viewsDec 17, 2022
YouTubeYoya Fabulosa
14:56
How To Find Dates as a Crossdresser
17.4K viewsJan 6, 2023
YouTubeRamada The Femme
0:10
Blonde Crossdresser Gives Dating Advice
30.7K viewsDec 28, 2021
YouTubeCDFling - Date a Crossdresser
3:08
Dating as a Transgender Woman: Exploring Love and Self-Respect
387.5K viewsJun 7, 2024
TikToklea.greyy
7:43
Valentines Date: Full Hearts
79.8K viewsFeb 14, 2022
YouTubeheidiphox100
9:31
Dating Problems as a Femme Crossdresser...
18.1K viewsFeb 15, 2022
YouTubeRamada The Femme
2:27
Crossdresser in a cute outfit for a date night – CrossDressing with Carmen
36.2K viewsMay 26, 2021
YouTubeCrossDresser Carmen
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressing Stories / MtF Transition]
21.2K viewsJan 22, 2025
YouTubeBoys2Fem
25:43
I Turned My Boyfriend into a Woman! [Crossdressing Stories / MtF Transition]
58.8K viewsSep 17, 2024
YouTubeBoys2Fem
3:36
My Husband is now my Wife | Wife Supporting Husband for Crossdressing
202.8K viewsJan 13, 2023
YouTubeTransgender and Crossdressing Hub
6:14
Dear Straight Men (Who Are Attracted to Crossdressers)
272.2K viewsSep 1, 2021
YouTubeYoya Fabulosa
15:22
Crossdressing Confessions: My Life as Caroline [Crossdressing Stories / MtF Transition]
62.9K viewsOct 3, 2024
YouTubeBoys2Fem
1:30
Unexpected Request from my Wife
3.6M viewsSep 9, 2019
YouTubeheidiphox100
5:39
Crossdresser Kissed by a Guy
143.3K viewsNov 15, 2024
YouTubeheidiphox100
10:27
CROSSDRESSER IN PUBLIC - Hotel Check In (NYC vs LA) |Male to Female Transformation|
1.3M viewsJan 10, 2022
YouTubeYoya Fabulosa
1:00
crossdresser in floral dress dancing for you!
13.2K viewsFeb 5, 2022
YouTubeirene dfgdf
11:24
Wife Captures Video of Husband Dressed as Woman Around Town
658.8K viewsOct 8, 2021
YouTubeheidiphox100
18:30
Trans Women of All Ages Discuss Chasers, Polyamory & Dating | Them
174.5K viewsFeb 12, 2025
YouTubethem
10:29
What I LOVE About CROSSDRESSERS! (Crossdressing Story)
17.6K views8 months ago
YouTubeSoft Silky Secrets
2:17
Amazing Men Dressed As Women #7
26.8K viewsOct 3, 2022
YouTubeCrossdressing Shout-out 💋
8:02
Outwitted into CROSSDRESSING [CROSSDRESSER STORY]
57.7K viewsJan 10, 2023
YouTubeLuna's Crossdressing Stories
22:28
How Wearing a Dress Changed My Life at 50 [Crossdressing Stories / MtF Transition]
35K viewsDec 12, 2024
YouTubeBoys2Fem
See more

Short videos

3:08
Dating as a Transgender Woman: Exploring Love an…
387.5K viewsJun 7, 2024
TikToklea.greyy
2:27
Crossdresser in a cute outfit for a date night – CrossDre…
36.2K viewsMay 26, 2021
YouTubeCrossDresser Carmen
2:29
My Husband is now my Wife |Crossdresser Couple | Mal…
81.7K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
2:34
This Beautiful Transgender Living the Best Time of her …
34.7K viewsJun 14, 2023
YouTubeTransgender and Crossdressing Hub
0:11
Trans Dating in the US: Best Transgender Dating Site in …
1.1K viewsJun 3, 2023
YouTubeMy Transgender Cupid
2:22
Crossdressing Role Reversal Marriage || Crossdresser C…
67.2K viewsNov 9, 2022
YouTubeTransgender and Crossdressing Hub
0:48
Helping My Husband Crossdress: A Fashion Twi…
1.7M viewsApr 4, 2022
TikTokhappygoliving
2:47
Boy Who Lives as a Girl | Boy to Girl Transition | Male to …
71.9K viewsApr 23, 2023
YouTubeTransgender and Crossdressing Hub
0:04
What’s life like being married to a Crossdresser? For me…
58.2K viewsFeb 19, 2023
TikTokthe_crossdressers_wife
0:39
Transgender Early Transition: CK dress. Male …
3.6K viewsSep 20, 2021
YouTubeJessie’s Time
0:13
Transgender MtF: another from early in transition mo…
7.6K viewsSep 22, 2021
YouTubeJessie’s Time
2:36
Crossdressing #5 in a wedding dress
181.2K viewsApr 20, 2021
YouTubeWoman Crossdressing
2:38
H&M Fall Fashion Haul: Crossdress Male to Femal…
100.6K viewsOct 16, 2020
YouTubeYoya Fabulosa
1:28
Male to female transgender transition. MtF, hrt, crossdr…
22K viewsJan 27, 2023
YouTubeJessie’s Time
2:13
Transgender MtF. Male to female transition hrt cross…
34.4K viewsSep 22, 2021
YouTubeJessie’s Time
0:15
Transgender: Early in my transition: CK dress
5.6K viewsSep 20, 2021
YouTubeJessie’s Time
1:21
Male to female transition hrt transgender MtF crossdres…
8.8K viewsOct 31, 2021
YouTubeJessie’s Time
1:00
crossdresser in floral dress dancing for you!
13.2K viewsFeb 5, 2022
YouTubeirene dfgdf
2:09
Male to female transition transgender MtF crossdres…
6.8K viewsOct 2, 2021
YouTubeJessie’s Time
1:40
My best first Crossdresser Outfits with skirt and sexy …
25.2K viewsFeb 18, 2021
YouTubeVirgily Filly
Static thumbnail place holder