My First Date in Crossdresser Mode (Crossdressing Stories)
10:09
My First Date in Crossdresser Mode (Crossdressing Stories)
63.7K viewsDec 23, 2023
YouTubeSissy Maya
Our First Date As Girlfriends 👩‍❤️ (Crossdressing Stories – MtF Transition)
23:44
Our First Date As Girlfriends 👩‍❤️ (Crossdressing Stories – MtF Tran…
2.4K views7 months ago
YouTubeKinda Cute
My First Date As A Woman | Crossdressing Story
8:08
My First Date As A Woman | Crossdressing Story
23K views10 months ago
YouTubePride Pulse🏳️‍🌈
How To Date Men as a Transgender Woman / Crossdresser
7:40
How To Date Men as a Transgender Woman / Crossdresser
45.7K viewsOct 9, 2024
YouTubeYoya Fabulosa
8 Compelling Reasons to Date a Crossdresser
10:16
8 Compelling Reasons to Date a Crossdresser
3.6K viewsOct 3, 2024
YouTubeAbout TG Life
5 Best Dating and Relationship Tips for Crossdressers
8:24
5 Best Dating and Relationship Tips for Crossdressers
1.6K viewsAug 1, 2023
YouTubeAbout TG Life
How to Date TRANSGENDER Women | Crossdressers | FemBoys
4:22
How to Date TRANSGENDER Women | Crossdressers | FemBoys
44.3K viewsOct 22, 2024
YouTubeYoya Fabulosa
25:05
I Dated Crossdressers for Years—Here’s What No One Unde…
2K views2 months ago
YouTubeLadies Into Crossdressing
16:01
Dating as a Crossdresser + Updates!
94.9K viewsAug 26, 2020
YouTubeYoya Fabulosa
4:01
Crossdresser Love Story: ESP02 First Date as a Girl...OMG We are …
55.2K viewsAug 30, 2021
YouTubeKeira3327
0:10
Blonde Crossdresser Gives Dating Advice
31K viewsDec 28, 2021
YouTubeCDFling - Date a Crossdresser
21:32
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
16.5K viewsFeb 12, 2024
YouTubeKinda Cute
5:26
Crossdresser's First Date: Tg Transformation Stories | tg tf | mtf …
67.4K viewsSep 10, 2024
YouTubetg transformation stories
14:56
How To Find Dates as a Crossdresser
18.1K viewsJan 6, 2023
YouTubeRamada The Femme
7:13
My First Date!!! (MTF Transgender)
72K viewsJul 6, 2017
YouTubeIt's Emily!
8:13
Summer Upstairs - A first time crossdressing experience
508.7K views9 months ago
YouTubeBecoming Lacey
2:29
My Husband is now my Wife |Crossdresser Couple | Male to Fe…
83.7K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
9:31
Supporting My Husband on His Crossdressing Journey
37.3K viewsFeb 10, 2024
YouTubeAbout TG Life
3:13
Crossdresser with Girlfriend and Wife | Crossdresser Couple
102.1K viewsJul 31, 2023
YouTubeTransgender and Crossdressing Hub
10:27
CROSSDRESSER IN PUBLIC - Hotel Check In (NYC vs LA) |Male to Fe…
1.4M viewsJan 10, 2022
YouTubeYoya Fabulosa
13:15
Story time: My first time dating men
283.6K viewsNov 21, 2020
YouTubeRachel Peacock
6:14
Dear Straight Men (Who Are Attracted to Crossdressers)
278.1K viewsSep 1, 2021
YouTubeYoya Fabulosa
12:23
Tips to Satisfy Partner as Crossdresser
4.8K viewsJun 4, 2024
YouTubeAbout TG Life
9:32
The Pros and Cons of Crossdressing at a Mature Age
115K viewsSep 14, 2024
YouTubeAbout TG Life
4:08
Let's dress up and go out together! Dating with a crossdresser ❤️
46.8K viewsJan 30, 2021
YouTubeKeira3327
8:14
I Spent the Weekend as a Woman
19.4K viewsNov 1, 2024
YouTubeCrossdressing Lifestyle
3:16
Dating with a crossdresser: Hold my hand, stay with me! In my leather …
23.1K viewsJul 24, 2021
YouTubeKeira3327
10:13
Top 3 Best Cross-Dressing Dating Sites [Find Like-Minded Love]
20.7K viewsJul 18, 2021
YouTubeOnlineForLove
4:55
Dating MEN as a crossdresser or transgender person?
7.3K viewsMay 14, 2022
YouTubeAnnie Rose
1:21
Crossdresser dating -how to get a girlfriend if you are a transvestite
46.1K viewsOct 24, 2019
YouTubePenny Bond
See more videos
Static thumbnail place holder