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Is It Possible to Date Openly as a Crossdresser?
3:31
Is It Possible to Date Openly as a Crossdresser?
5.5K views1 month ago
YouTubeAbout TG Life
Dating a Crossdresser
11:53
Dating a Crossdresser
13.8K views5 months ago
YouTubeCatch Queen
Dating as a Crossdresser: Where to Find Honest Partners
9:03
Dating as a Crossdresser: Where to Find Honest Partners
1.1K views5 months ago
YouTubeMy Life My Rules
Beautiful Cross-dressers have fun with their boyfriends | My girlfriend is a boy.
8:08
Beautiful Cross-dressers have fun with their boyfriends | My girlfriend is a boy.
82K views2 months ago
YouTubeAsmitha Transgender Library
Crossdressing & Relationships | How to Talk to Your Partner
10:30
Crossdressing & Relationships | How to Talk to Your Partner
4.9K views8 months ago
YouTubeNastja Sherer • Your Favourite Crossdresser
Crossdressing & Dating: How Do Women REALLY React?
0:36
Crossdressing & Dating: How Do Women REALLY React?
403 views1 month ago
YouTubeNastja Sherer • Your Favourite Crossdresser
Crossdressing & Relationships: When and How to Tell Your Partner
15:33
Crossdressing & Relationships: When and How to Tell Your Partner
9K views6 months ago
YouTubeNastja Sherer • Your Favourite Crossdresser
23:44
Our First Date As Girlfriends 👩‍❤️ (Crossdressing Stories – MtF Transition)
2.6K views11 months ago
YouTubeKinda Cute
8:32
Dared to Crossdress for a Date: A Crossdressing MTF Story
35K views5 months ago
YouTubePride Pulse🏳️‍🌈
1:22:21
Dating a Crossdresser: Would I Do It?
1.5K views4 months ago
YouTubeSoul Kink
5:49
A cross-dresser supported by a crossdressing Friend | Crossdresser with cross-dressing partner.
95.4K views7 months ago
YouTubeAsmitha Transgender Library
3:59
Crossdresser Wearing Red Dress - Ready for Date Night
82.4K views8 months ago
YouTubeDee
8:56
Beautiful cross-dressers outing in public places | Tips for going out cross-dressing - Episode 1
45.9K views4 months ago
YouTubeAsmitha Transgender Library
14:56
How To Find Dates as a Crossdresser
19K viewsJan 6, 2023
YouTubeRamada The Femme
22:32
Dating a Crossdresser: The Honesty That Changed Everything
10K views9 months ago
YouTubeLadies Into Crossdressing
10:13
Top 3 Best Cross-Dressing Dating Sites [Find Like-Minded Love]
21.1K viewsJul 18, 2021
YouTubeOnlineForLove
27:28
I Dated Men Who Crossdress—Here’s What Surprised Me Most
4K views6 months ago
YouTubeLadies Into Crossdressing
25:05
I Dated Crossdressers for Years—Here’s What No One Understands
2.6K views7 months ago
YouTubeLadies Into Crossdressing
20:28
Dating a Crossdresser Changed My Standards in Men
2.2K views5 months ago
YouTubeLadies Into Crossdressing
4:42
5 Best Cold Weather Crossdressing Tips Every Crossdresser Needs to See #confidenc #tarot #makeu
23.8K views8 months ago
YouTubeCrossdressing Lifestyle
3:13
How I started crossdressing 💄
153K views4 months ago
YouTubeKlara N
59:11
Crossdressing made me a better man
29.4K views4 months ago
YouTubeSoul Kink
11:05
My Husband Wears My Clothes - A Crossdressing MTF Story
100.5K views7 months ago
YouTubePride Pulse🏳️‍🌈
1:05:18
i met my wife while crossdressed: a love story
22.7K views5 months ago
YouTubeSoul Kink
8:13
Summer Upstairs - A first time crossdressing experience
631.4K viewsAug 13, 2025
YouTubeBecoming Lacey
2:29
My Boyfriend Became My Girlfriend // Crossdresser with Wife and Girlfriend
233.2K viewsNov 7, 2022
YouTubeTransgender and Crossdressing Hub
15:02
From Mike to Melissa: Living in My Mom’s Fantasy [Crossdressing Stories / MtF Transition]
236.5K viewsNov 11, 2024
YouTubeBoys2Fem
2:29
My Husband is now my Wife |Crossdresser Couple | Male to Female Transition | MTF Transition
92.4K viewsDec 3, 2022
YouTubeTransgender and Crossdressing Hub
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressing Stories / MtF Transition]
49.6K viewsJan 22, 2025
YouTubeBoys2Fem
29:33
Boy to Girl Transformation for Valentine’s Day: A Heartwarming Crossdressing Story | LGBTQ+ Fiction
88.6K viewsMar 2, 2025
YouTubeCrossdressing Story
32:05
Disciplined by Mom 👗🔒 (Crossdressing Stories – MtF Transition)
42.9K viewsSep 10, 2025
YouTubeKinda Cute
18:37
The Secret to Living Two Lives [Crossdressing Stories / MtF Transition]
57.8K viewsNov 21, 2024
YouTubeBoys2Fem
6:26
Dating with a crossdresser ❤️ Have a fun day with me🤗 walking in tube dress in the city
55.1K viewsMay 11, 2021
YouTubeKeira3327
8:08
Cross-dressers who enjoy meeting and socializing with friends who also cross-dress.
49.9K views6 months ago
YouTubeAsmitha Transgender Library
17:07
I Put My Son In A Dress And This Happened! (MTF Crossdressing Story)
55K viewsJan 6, 2025
YouTubeMy Life My Rules
4:01
Crossdresser Love Story: ESP02 First Date as a Girl...OMG We are holding hands
57.7K viewsAug 30, 2021
YouTubeKeira3327
5:22
Crossdressers in Dresses & Skirts Vol. 3 (Oct. 29, 2022)
27.5K viewsOct 31, 2022
YouTubeFNewt's Crossdressing Lifestyle
9:32
The Pros and Cons of Crossdressing at a Mature Age
122.1K viewsSep 14, 2024
YouTubeAbout TG Life
0:13
CROSSDRESSING WITH MY GIRLFRIEND | SNEAK PEAK
38K viewsJun 27, 2025
YouTubeAlexa Bree
11:53
Sissy's First Date Part 2 - A Crossdressing Audio Story
36.6K viewsFeb 23, 2025
YouTubeJen Occasionally
8:08
My First Date As A Woman | Crossdressing Story
34.2K viewsJul 18, 2025
YouTubePride Pulse🏳️‍🌈
18:24
Feminine and Attracted to Men M2F | Feminising Guided Visualisation
19.4K views8 months ago
YouTubeEmma Loves a Dress
55:22
I Was Forced to Dress Like a Girl… Now I’m Addicted | crossdressing stories
23.9K viewsJun 24, 2025
YouTubeCrossdressing Stories
9:15
10 Joyful Activities Crossdressers Can Do
37.4K viewsAug 21, 2024
YouTubeAbout TG Life
10:14
The Different Phases of Crossdressing
54.5K viewsAug 18, 2024
YouTubeAbout TG Life
2:15
60-year-old Crossdresser Feels Fabulous After Calibrating With Friends
91.1K viewsMay 30, 2021
YouTubeCrossdressing Lifestyle
2:07
Mature Crossdressers To Love!
31.1K viewsJul 4, 2025
YouTubeTrans Beauty World
21:16
Living a Year as a Girl [Crossdressing Stories / MtF Transition]
17.6K viewsNov 18, 2024
YouTubeBoys2Fem
26:52
Boy Dressed As Girl for First Time with His Sister: An Unexpected Crossdressing Story
18.6K viewsMay 11, 2025
YouTubeCrossdressing Story
8:08
Crossdressing friends create more intimacy then girlfriends | How to find a cross-dressing friend.
28.1K views2 months ago
YouTubeAsmitha Transgender Library
3:46
Crossdresser Paul’s First Date As A Woman! | First Dates
143K viewsDec 17, 2018
YouTubeFirst Dates
5:26
Crossdresser's First Date: Tg Transformation Stories | tg tf | mtf | lgbt
70.4K viewsSep 10, 2024
YouTubetg transformation stories
8:14
I Spent the Weekend as a Woman
20.9K viewsNov 1, 2024
YouTubeCrossdressing Lifestyle
3:23
A Beautiful Crossdresser 'Now Boys Will be Girls' | Boy to Girl | MTF Transformation
18.7K viewsAug 12, 2025
YouTubeTransgender and Crossdressing Hub
6:23
Crossdressers Inspired to Get Ready for Date When Wearing White Dress with Boots (Dec. 1, 2022)
36.2K viewsDec 2, 2022
YouTubeFNewt's Crossdressing Lifestyle
4:46
How I Found Confidence Crossdressing in Public | Real Story
14.4K views11 months ago
YouTubeNastja Sherer • Your Favourite Crossdresser
7:15
My Boyfriend Is A Crossdresser - And I Love It
7.5K viewsDec 2, 2019
DailymotionTruly
18:25
Friend Saw Me In Drag, Now We Are Dating (MTF Crossdressing Story)
5.6K viewsMay 8, 2025
YouTubeMy Life My Rules
20:53
Turned Into A Femboy To Date My Crush 👗❤️😳 (Crossdressing Stories)
8.4K viewsJun 16, 2025
YouTubeKinda Cute
4:55
Dating MEN as a crossdresser or transgender person?
7.8K viewsMay 14, 2022
YouTubeAnnie Rose
2:05
Crossdresser Veronica: Hotel Date Night
3.5K viewsApr 3, 2025
YouTubeLeggy Veronica
3:16
Dating with a crossdresser: Hold my hand, stay with me! In my leather skirt and ankle boots
23.6K viewsJul 24, 2021
YouTubeKeira3327
1:52
Crossdresser Veronica in Hotel: Quick Dates
3.8K viewsApr 10, 2025
YouTubeLeggy Veronica
8:12
Crossdressing time🎉 Date with me ❤️ Why is this shop adult only?!
40.6K viewsMar 27, 2021
YouTubeKeira3327
24:08
My First Date As Greta! I Wore A Dress & Heels... 👠😱💖 (Crossdressing Stories – MtF Transition)
6.6K viewsDec 2, 2024
YouTubeKinda Cute
42:32
My Most Romantic Crossdressing Date Night 💖 | Crossdressing Stories
1.8K viewsAug 28, 2025
YouTubeGlam Shift
5:05
Dating with a crossdresser: Meet me at the lakeside...I find my love 😝
28.3K viewsJun 19, 2021
YouTubeKeira3327
3:09
DATE ME? | Crossdresser Life
14K viewsDec 8, 2024
YouTubeAlexa Jane Smith
10:16
8 Compelling Reasons to Date a Crossdresser
4.3K viewsOct 3, 2024
YouTubeAbout TG Life
1:21
Crossdresser dating -how to get a girlfriend if you are a transvestite
46.2K viewsOct 24, 2019
YouTubePenny Bond
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