SafeSearch is filtering adult resultsTurn it off
What It's Like to Date a TRANS Girl | Boyfriend Q&A | Victoria Rose
26:23
What It's Like to Date a TRANS Girl | Boyfriend Q&A | Victoria Rose
159.6K viewsJun 16, 2021
YouTubeVictoria Rose
What's it Like Being With a TRANS Girl? Transgender Dating Couple Q&A | Victoria Rose
18:25
What's it Like Being With a TRANS Girl? Transgender Dating Couple Q&A | Victoria Rose
72.2K viewsNov 12, 2022
YouTubeVictoria Rose
Date Reveals She's Transgender | First Dates
4:16
Date Reveals She's Transgender | First Dates
682.2K viewsNov 21, 2018
YouTubeChannel 4 Entertainment
Transsexual Drew-Ashlyn dating tips and BJ stories
12:51
Transsexual Drew-Ashlyn dating tips and BJ stories
251.9K viewsJan 12, 2017
YouTubeDrewAshlynMua
I’m 23 - And In Love With A 57 Year Old Trans Woman | LOVE DON’T JUDGE
5:46
I’m 23 - And In Love With A 57 Year Old Trans Woman | LOVE DON’T JUDGE
56.2K viewsOct 28, 2022
YouTubeLove Don't Judge
HOW TO DATE A TRANS WOMAN
13:47
HOW TO DATE A TRANS WOMAN
24.4K viewsFeb 14, 2025
YouTubeBrixtina
HOW TO DATE AS A TRANS WOMAN
13:18
HOW TO DATE AS A TRANS WOMAN
4K views9 months ago
YouTubeBrixtina
Being with A Trans Girl : Boyfriend's Perspective
12:20
Being with A Trans Girl : Boyfriend's Perspective
1.2M viewsMar 23, 2021
YouTubeMathilda Hogberg
Dating as a Trans Woman
18:24
Dating as a Trans Woman
398.5K viewsDec 30, 2020
YouTubeKayla Ward
HOW TO Date Trans Women
13:00
HOW TO Date Trans Women
592K viewsNov 27, 2015
YouTubeStef Sanjati
Dating with a crossdresser: Meet me at the lakeside...I find my love 😝
5:05
Dating with a crossdresser: Meet me at the lakeside...I find my love 😝
27.7K viewsJun 19, 2021
YouTubeKeira3327
Trans Dating Coach shares her dating advice for transgender women and the men who love them
1:39:09
Trans Dating Coach shares her dating advice for transgender women and the men who love them
805 viewsApr 4, 2025
YouTubeMen Like Us Podcast with Chris Patterson
What is a Shemale?
8:13
What is a Shemale?
18K viewsMar 15, 2025
YouTubeMy Transgender Date
Is Chester Attracted to Transgender Women? | First Dates Canada
5:41
Is Chester Attracted to Transgender Women? | First Dates Canada
146.2K viewsMay 5, 2023
YouTubeFirst Dates
How Hard Is Dating as a Trans Woman?
11:20
How Hard Is Dating as a Trans Woman?
177.2K viewsFeb 26, 2025
YouTubeICKY
Trans Women of All Ages Discuss Chasers, Polyamory & Dating | Them
18:30
Trans Women of All Ages Discuss Chasers, Polyamory & Dating | Them
174.5K viewsFeb 12, 2025
YouTubethem
How To Find Dates as a Crossdresser
14:56
How To Find Dates as a Crossdresser
17.4K viewsJan 6, 2023
YouTubeRamada The Femme
I Dated a Ladyboy in The Philippines 🏳️‍⚧️
50:10
I Dated a Ladyboy in The Philippines 🏳️‍⚧️
255.6K views5 months ago
YouTubeTravel with Luke Damant
I dated Thailand’s HOTTEST ladyboy, Chinni 🇹🇭
17:12
I dated Thailand’s HOTTEST ladyboy, Chinni 🇹🇭
98K viewsAug 11, 2024
YouTubeBrent Timm
7 Dating Red Flags For Trans Women
7:44
7 Dating Red Flags For Trans Women
15.2K viewsSep 18, 2024
YouTubeMalibu Barbiie Delish
Kapuso Mo, Jessica Soho: She's dating a transgender!
13:41
Kapuso Mo, Jessica Soho: She's dating a transgender!
5.6M viewsNov 12, 2018
YouTubeGMA Public Affairs
The Truth about dating a Ladyboy in Thailand
18:52
The Truth about dating a Ladyboy in Thailand
149.2K views9 months ago
YouTubeSam Tyler
What Trans Women Want: Dating Green Flags
7:17
What Trans Women Want: Dating Green Flags
103.8K viewsSep 24, 2024
YouTubeMalibu Barbiie Delish
Advantages of dating a Crossdresser
4:04
Advantages of dating a Crossdresser
10K viewsApr 25, 2025
YouTubePaige Darling
8 Compelling Reasons to Date a Crossdresser
10:16
8 Compelling Reasons to Date a Crossdresser
3.2K viewsOct 3, 2024
YouTubeAbout TG Life
My first dating experience (Transgender Woman)
9:32
My first dating experience (Transgender Woman)
7.2K viewsOct 22, 2024
YouTubeThe Life of Miss Cici
See more