A sissy's first date
A sissy's first date
Jun 21, 2022
redditTheQrious1
TG Caption - First Date
0:57
TG Caption - First Date
23.5K viewsApr 22, 2020
YouTubeTG Tavern
TG Short - Date Night
1:34
TG Short - Date Night
11.3K viewsNov 3, 2019
YouTubeTG Tavern
TG Caption // Vacation // Short
8:22
TG Caption // Vacation // Short
14K viewsJun 2, 2021
YouTubeMarie TG Caption
TG Caption - New Experiences
1:30
TG Caption - New Experiences
32.1K viewsJan 31, 2021
YouTubeTG Tavern
(: My Senior Year Prom Dress :)
2:31
(: My Senior Year Prom Dress :)
362.7K viewsJan 22, 2011
YouTubeMeghan Rienks
TG Captions - Series 8
4:27
TG Captions - Series 8
27.6K viewsMar 2, 2019
YouTubeTG Tavern
5:25
TG Captions - Series 6
19.6K viewsFeb 17, 2019
YouTubeTG Tavern
3:06
Cross Dressers' Surprise
111.3K viewsOct 31, 2012
YouTubeFleeinKorean
7:53
TG Caption ▶ Girlfriends Collection
101.4K viewsOct 2, 2020
YouTubeNaomi TG
5:38
TG Captions - Series 12
21.9K viewsNov 15, 2019
YouTubeTG Tavern
2:44
JUST GIRLY THINGS 2
903.8K viewsDec 15, 2014
YouTubeEmma Blackery
12:34
TG Captions: A renewed life
39.2K viewsJul 24, 2021
YouTubeKira Lee's TG captions
20:50
MY FIRST DATE! | STORY TIME
837.7K viewsMar 26, 2016
YouTubeMaya Henry
7:13
My First Date!!! (MTF Transgender)
71.5K viewsJul 6, 2017
YouTubeIt's Emily!
2:26
Transgender / Feminized Boys
75.5K viewsMar 7, 2021
YouTubeFeminization Project
24:12
GETTING READY FOR A NIGHT OUT!
163.2K viewsSep 30, 2010
YouTubeHRH COLLECTION
7:32
MY FIRST TIME! | Gigi
1.3M viewsOct 15, 2013
YouTubeGigi Gorgeous
2:46
Transgender / Sissy Outfit Inspirations
41.2K viewsMar 12, 2021
YouTubeFeminization Project
4:35
THE TG TF CAPTION: A TRANSFORMATION
16.3K viewsJun 30, 2021
YouTubeCaitlyn TG Transformations
24:24
GET READY WITH ME FOR DATE NIGHT
2.8M viewsFeb 15, 2019
YouTubeJaclyn Hill
1:24
Crossdresser in Sleeveless Prom Dress
145K viewsNov 1, 2015
YouTubeAnnabel X
2:18
Meet A Transgender Homecoming Queen
2.2M viewsOct 11, 2015
YouTubeBuzzFeed Multiplayer
16:01
Dating as a Crossdresser + Updates!
93.9K viewsAug 26, 2020
YouTubeYoya Fabulosa
1:44
Prom Salon Forced Feminization
288.8K viewsSep 21, 2020
YouTubeTG Land of Gender Transformation
2:39
Princess Dress for a Crossdresser
127.3K viewsFeb 12, 2021
YouTubeheidiphox100
11:27
Getting You Ready For A Date Role Play (ASMR Softly Spoken)
417.1K viewsApr 29, 2013
YouTubeamalzd
12:29
~Feminine Grace & Charm for sleep~
2M viewsJun 21, 2012
YouTubeGentle Whispering ASMR
16:31
Demystifying the Crossdressing Experience | Savannah Hauk | TED…
111K viewsAug 11, 2021
YouTubeTEDx Talks
4:56
5 Tips to be a Happy Crossdresser | About TG Life
163.5K viewsMay 28, 2017
YouTubeAbout TG Life
See more videos
Static thumbnail place holder