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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
How to Date TRANSGENDER Women | Crossdressers | FemBoys
4:22
How to Date TRANSGENDER Women | Crossdressers | FemBoys
41K viewsOct 22, 2024
YouTubeYoya Fabulosa
My First Date in Crossdresser Mode (Crossdressing Stories)
10:09
My First Date in Crossdresser Mode (Crossdressing Stories)
59.6K viewsDec 23, 2023
YouTubeSissy Maya
My First Date as a Crossdresser 💖#mtf
20:09
My First Date as a Crossdresser 💖#mtf
11.6K viewsOct 5, 2024
YouTubeTransformHER Stories💙
How To Date Men as a Transgender Woman / Crossdresser
7:40
How To Date Men as a Transgender Woman / Crossdresser
41.8K viewsOct 9, 2024
YouTubeYoya Fabulosa
Our First Date As Girlfriends 👩‍❤️ (Crossdressing Stories – MtF Transition)
23:44
Our First Date As Girlfriends 👩‍❤️ (Crossdressing Stories – MtF Tran…
1.4K views1 month ago
YouTubeKinda Cute
My First Date As A Woman | Crossdressing Story
8:08
My First Date As A Woman | Crossdressing Story
13.5K views4 months ago
YouTubePride Pulse🏳️‍🌈
4:04
Advantages of dating a Crossdresser
9.1K views7 months ago
YouTubePaige Darling
3:09
DATE ME? | Crossdresser Life
13.3K viewsDec 8, 2024
YouTubeAlexa Jane Smith
20:23
Best Friend Saw Me In A Dress And Took Me on a Date (MTF Crossdre…
924 views3 months ago
YouTubeMy Life My Rules
1:00
Crossdressing - My perfect Date night Dress
10.7K viewsMay 22, 2024
YouTubeCrossdressing Lifestyle
3:28
Sissygram Stories: Crossdress on Date with Girl (Crossdressing Stor…
3.8K viewsNov 10, 2024
YouTubeSissygram Stories
21:32
Find in video from 01:17Transformation into Crossdressing
Friend Saw Me In Drag, Now We Are Dating 👗😘 (Crossdressing Stories)
15.5K viewsFeb 12, 2024
YouTubeKinda Cute
15:43
My First Date In Panties!! As Girl?!👗💄(Crossdressing Stories) Pa…
5.6K viewsMay 6, 2024
YouTubeM2F Story
3:05
Transforming Love: How I Feminized My Husband 💖👗👠
51.8K viewsOct 24, 2024
YouTubeSissy Tanias Crossdressing and Feminization s…
17:28
Can We Dress You Up!? (MTF Crossdressing Story)
32.1K views10 months ago
YouTubeMy Life My Rules
9:31
Supporting My Husband on His Crossdressing Journey
34.1K viewsFeb 10, 2024
YouTubeAbout TG Life
8:25
💃 "Your Fabulous Beginner’s Guide to Crossdressing!" 💖 Become the gi…
5.3K views10 months ago
YouTubeSissy Tanias Crossdressing and Feminization s…
17:07
I Put My Son In A Dress And This Happened! (MTF Crossdressing St…
40.4K views11 months ago
YouTubeMy Life My Rules
8:55
My first public crossdressing in London, 2024
7.7K viewsMar 26, 2024
YouTubeAbout TG Life
15:08
Wives And Their Feminized Husbands (MTF Crossdressing St…
13.5K views1 year ago
YouTubeMy Life My Rules
35:07
My Wife Found Out I Cross-dress Then Everything Changed - Cross…
2.8K views11 months ago
YouTubeTransformHER Stories💙
15:02
From Mike to Melissa: Living in My Mom’s Fantasy [Crossdressing St…
175.3K viewsNov 11, 2024
YouTubeBoys2Fem
5:22
Crossdresser going out at night
61.3K views11 months ago
YouTubeInes CD
9:15
10 Joyful Activities Crossdressers Can Do
34.3K viewsAug 21, 2024
YouTubeAbout TG Life
0:10
Blonde Crossdresser Gives Dating Advice
30.2K viewsDec 28, 2021
YouTubeCDFling - Date a Crossdresser
4:31
Crossdresser’s First Date
94.7K viewsSep 1, 2022
YouTubeInes CD
22:31
My First Date As Cross Dressed But** l #Crossdressing Stories l #t…
6.4K viewsJun 28, 2024
YouTubeTransformHER Stories💙
Crossdressing Transformation: My First Date Experience
300 views6 months ago
YouTubeCrossdressing Stories
19:01
It Was My FIRST TIME (MTF Crossdressing Story)
1.7K views6 months ago
YouTubeAbout TG Life
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Short videos

2:27
Crossdresser in a cute outfit for a date night – CrossDre…
35.6K viewsMay 26, 2021
YouTubeCrossDresser Carmen
1:00
Crossdressing - My perfect Date night Dress
10.7K viewsMay 22, 2024
YouTubeCrossdressing Lifestyle
0:37
An online date with the Crossdresser
1.6K views6 months ago
YouTubeApple Of My Eyes
0:14
Crossdresser Preparing for Date Night with Girlfriend #…
20.5K viewsNov 22, 2024
YouTubeJoann Abernathy
0:48
Helping My Husband Crossdress: A Fashion Twi…
1.6M viewsApr 4, 2022
TikTokhappygoliving
0:11
Crossdresser Date Night Wearing Leather Mini Skirt …
16K viewsNov 29, 2024
YouTubeJoann Abernathy
1:40
Transgender Dating – 100 Romantic Date Night Ideas …
388 viewsJul 6, 2023
YouTubeMy Transgender Cupid
0:20
elegant crossdresser out for a date, in fur collar and min…
4.5K views10 months ago
YouTubeChristina d ́Yvon
0:12
Crossdresser Forced on Date with a Man #feminization
116.7K views5 months ago
YouTubeJoann Abernathy
2:29
My Husband is now my Wife |Crossdresser Couple | Mal…
75.7K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
0:19
Crossdresser Date Night in Pink Dress and So Kate He…
13.6K views9 months ago
YouTubeJoann Abernathy
0:11
Crossdresser Preparing for Date Night #datenight #wh…
13.7K views9 months ago
YouTubeJoann Abernathy
2:21
Crossdresser in bright pink dress, ready for a date – Cr…
50K viewsApr 29, 2021
YouTubeCrossDresser Carmen
0:24
A preview of my next crossdressing video, Holly …
4.2K viewsDec 9, 2024
YouTubeHollyMonroe
0:26
Trans Dating In California Chat And Date With Local T…
146 viewsJun 8, 2023
YouTubeMy Transgender Cupid
2:22
Crossdressing Role Reversal Marriage || Crossdresser C…
62.3K viewsNov 9, 2022
YouTubeTransgender and Crossdressing Hub
0:06
Winks from a cute Crossdresser
5.8K viewsJan 7, 2022
YouTubeCDFling - Date a Crossdresser
0:11
Trans Dating in the US: Best Transgender Dating Site in …
1.1K viewsJun 3, 2023
YouTubeMy Transgender Cupid
2:22
Crossdresser in red dress, ready for valentine’s day – …
56.6K viewsApr 25, 2021
YouTubeCrossDresser Carmen
2:50
She met her boyfriend on My Transgender Date! 💙💜
1.6K viewsAug 16, 2023
YouTubeMy Transgender Date
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