Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
21:32
Find in video from 17:01First Date as Sabine
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
15.5K viewsFeb 12, 2024
YouTubeKinda Cute
Dating as a Crossdresser + Updates!
16:01
Find in video from 0:00Introduction and Updates
Dating as a Crossdresser + Updates!
92.9K viewsAug 26, 2020
YouTubeYoya Fabulosa
A Groom’s Surprise 💖 Crossdressing Stories
52:08
A Groom’s Surprise 💖 Crossdressing Stories
28K views10 months ago
YouTubeFemme Tales
Surprise Wedding Feminization & Role Reversal With FIANCE (Crossdressing Stories)
16:57
Surprise Wedding Feminization & Role Reversal With FIANCE (Cros…
7.2K views6 months ago
YouTubeSissy Maya
Dating a Crossdresser TG Romantic Story
1:46
Find in video from 00:43The Unexpected Date
Dating a Crossdresser TG Romantic Story
8.4K viewsAug 21, 2023
YouTubeFlawlessly Fem
8 Compelling Reasons to Date a Crossdresser
10:16
Find in video from 0:00Introduction to Dating a Crossdresser
8 Compelling Reasons to Date a Crossdresser
2.4K viewsOct 3, 2024
YouTubeAbout TG Life
unboxing surprise gift from my wishlist and crossdressing
7:25
unboxing surprise gift from my wishlist and crossdressing
3.2K viewsMar 26, 2022
YouTubeMichaelOH OH
12:23
Tips to Satisfy Partner as Crossdresser
4.3K viewsJun 4, 2024
YouTubeAbout TG Life
14:56
Find in video from 03:31Confidence in Dating
How To Find Dates as a Crossdresser
15.5K viewsJan 6, 2023
YouTubeRamada The Femme
0:40
Romantic Staycation Surprise at CD Staycation
124.4K viewsFeb 19, 2024
TikTokcd.staycation
7:43
Valentines Date: Full Hearts
79.2K viewsFeb 14, 2022
YouTubeheidiphox100
1:46
CD Unboxing Surprise! Caroline Rose, Fidlar & Black Magic – What…
991 views1 month ago
YouTubeSpinMeRoundStore
13:15
Find in video from 02:15First Date Experience
Story time: My first time dating men
223.6K viewsNov 21, 2020
YouTubeRachel Peacock
3:52
Hit on by a Guy
247.3K viewsJun 17, 2022
YouTubeheidiphox100
10:50
I Surprised Jess with a Date She NEVER Saw Coming 😳❤️
30.3K viewsSep 17, 2024
YouTubeJess and Danielle
15:16
Find in video from 01:11Dating as a Transgender Woman
Dating advice for transwomen and the men who want to date transwo…
115.1K viewsDec 11, 2021
YouTubeFiorwestcoast
12:16
Find in video from 0:00Introduction and College Life Update
Transgender Dating Story | Samantha Lux
438.3K viewsFeb 23, 2016
YouTubeSamantha Lux
7:58
CD Party, MTF
4.6K viewsJul 3, 2023
YouTubeSissy Tanias Crossdressing and Feminization s…
1:00
crossdresser in floral dress dancing for you!
12.9K viewsFeb 5, 2022
YouTubeirene dfgdf
0:07
surprise date with the best #boyfriend #summer
60.2K viewsApr 21, 2024
TikTokkardashpeen
6:45
elegant crossdresser, relaxing after a long day at the office
200.6K viewsDec 29, 2022
YouTubeChristina d ́Yvon
16:36
Date Night Detour (Second Date Update: Rett & Christina) | Brooke …
33.2K views10 months ago
YouTubeBrooke and Jeffrey In The Morning
2:57
Surprise Surprise
189.8K viewsNov 7, 2019
YouTubeCilla Black - Topic
12:16
Find in video from 05:02First Date and Relationship Struggles
Meet My Genderfluid Boyfriend
519K viewsMar 25, 2019
YouTubeCorey Bilous (CoCo)
4:59
Back to December - Taylor Swift and Taylor Lautner [FMV]
585.9K viewsDec 15, 2021
YouTubeCBas Studio
24:07
Surprising My Sister And Her Boyfriend With A Romantic Dinner
1.8M viewsMar 18, 2020
YouTubeJustJordan33
16:15
Find in video from 09:52Dinner Date
Magical Dress Changed My Gender (Crossdressing Stories)
65.8K viewsMar 25, 2023
YouTubeKinda Cute
4:01
Crossdresser Love Story: ESP02 First Date as a Girl...OMG We are …
52.8K viewsAug 30, 2021
YouTubeKeira3327
2:16
Surprise Blind Date
152.6K viewsJun 19, 2008
YouTubejschlesinger21
See more videos
Static thumbnail place holder