All
Search
Images
Videos
Shorts
Maps
News
More
Shopping
Flights
Travel
Notebook
Report an inappropriate content
Please select one of the options below.
Not Relevant
Offensive
Adult
Child Sexual Abuse
Length
All
Short (less than 5 minutes)
Medium (5-20 minutes)
Long (more than 20 minutes)
Date
All
Past 24 hours
Past week
Past month
Past year
Resolution
All
Lower than 360p
360p or higher
480p or higher
720p or higher
1080p or higher
Source
All
Dailymotion
Vimeo
Metacafe
Hulu
VEVO
Myspace
MTV
CBS
Fox
CNN
MSN
Price
All
Free
Paid
Clear filters
SafeSearch:
Moderate
Strict
Moderate (default)
Off
Filter
12:45
Transgender & Dating
17.4K views
Dec 16, 2019
YouTube
Bella Joie
DATING AS A CROSSDRESSER?! LET'S CHAT GRWM
12.8K views
May 30, 2020
YouTube
Zahirah Zapanta
Cute Blue Office Outfit Transwoman Office Style | Alex Faxton
2.2K views
Nov 11, 2020
YouTube
Kelsey Fax
6:35
Dating WOMEN as a crossdresser or transgender person?
3.1K views
May 17, 2022
YouTube
Annie Rose
13:18
Crossdresser Queer Pride 2022 - Visiting Toronto!
37.9K views
Jun 30, 2022
YouTube
Yoya Fabulosa
4:43
Transgender Dating
20.8K views
Apr 6, 2015
YouTube
Transline Hollywood
7:28
Crossdressing Makeup Tutorial
79.8K views
May 8, 2018
YouTube
Yoya Fabulosa
7:13
My First Date!!! (MTF Transgender)
71.5K views
Jul 6, 2017
YouTube
It's Emily!
7:32
MY FIRST TIME! | Gigi
1.3M views
Oct 15, 2013
YouTube
Gigi Gorgeous
24:24
GET READY WITH ME FOR DATE NIGHT
2.8M views
Feb 15, 2019
YouTube
Jaclyn Hill
16:01
Dating as a Crossdresser + Updates!
93.7K views
Aug 26, 2020
YouTube
Yoya Fabulosa
4:16
Date Reveals She's Transgender | First Dates
677.2K views
Nov 21, 2018
YouTube
Channel 4 Entertainment
19:45
Role play - Trans-dating agency
37K views
Mar 19, 2017
YouTube
Juliette Noir
2:36
Crossdressing #5 in a wedding dress
177K views
Apr 20, 2021
YouTube
Woman Crossdressing
6:27
"Let's Just Do What Makes Me Happy" | First Dates
706.3K views
Mar 31, 2017
YouTube
First Dates
1:39:35
MARRIED TO A CROSSDRESSER | The CrossYAAS Podcast - EP 130
18.6K views
Aug 31, 2021
YouTube
CrossYAAS Podcast!
2:52
Sundresses and Spring Color with Lisa
70.9K views
May 9, 2019
YouTube
heidiphox100
2:18
Shock Revelation On First Date | First Dates
394.3K views
Nov 24, 2015
YouTube
First Dates
18:24
Dating as a Trans Woman
390.7K views
Dec 30, 2020
YouTube
Kayla Ward
1:40
A crossdresser in beautiful short dresses | Alice
137.6K views
Jan 17, 2021
YouTube
Something New
14:52
How to DATE a TRANSGENDER Girl | Trans Attraction
252.7K views
Aug 12, 2020
YouTube
Victoria Rose
30:03
Living With Crossdressing Where To Get Those All Important Answers
26.6K views
Jan 10, 2021
YouTube
Crossdressing Lifestyle
22:27
How I Became a Lifestyle Crossdresser - pt. 2: College & Bei
…
3.4K views
Mar 15, 2019
YouTube
JonesForShort
10:11
I Slept with 8 men at the same time | Transgender
147.9K views
Jul 31, 2021
YouTube
Jolene Dawson
3:08
Crossdressing Party | Pass The Wig | Dafni Girls
236.8K views
Apr 13, 2016
YouTube
Dafni Girls | Crossdressing Studios
2:38
H&M Fall Fashion Haul: Crossdress Male to Female Transformation (pt
…
100.2K views
Oct 16, 2020
YouTube
Yoya Fabulosa
5:40
WHAT DATING APPS ARE LIKE FOR TRANS WOMAN!!!
59.9K views
Dec 11, 2017
YouTube
Christiana
3:04
Wedding Dress Fitting Gone Wrong - Don't Tell The Bride
1.2M views
Oct 2, 2013
YouTube
Don't Tell The Bride
5:14
The best apps for transgender dating?
95.4K views
Aug 22, 2020
YouTube
Ashley Adamson | Trans Warrior
8:39
My First Date EVER Was With a 60 YEAR OLD MAN!
93.5K views
Oct 13, 2017
YouTube
May December Society
See more videos
More like this
Feedback
Feedback