Middle-Aged Man’s Stunning Feminine #Transformation #mtf #crossdresser #crossdressing #boytogirl
0:30
Middle-Aged Man’s Stunning Feminine #Transformation #mtf #crossdresser #crossdressing #boytogirl
64K views1 month ago
YouTubeCrossdresser Beauty & Outfit
51 year old transgender woman. Close up. x
0:28
51 year old transgender woman. Close up. x
102.7K viewsFeb 2, 2023
YouTubeDiane McCrae
Successful male model who turned into a beautiful female model in middle age
3:16
Successful male model who turned into a beautiful female model in middle age
58.5K viewsApr 1, 2022
YouTubeAsmitha Transgender Library
Age 58 Matty Caff Tgirl Crossdresser Transvestite
0:10
Age 58 Matty Caff Tgirl Crossdresser Transvestite
4.4K viewsNov 2, 2011
YouTubeMatty Caff
60-year-old Crossdresser Feels Fabulous After Calibrating With Friends
2:15
60-year-old Crossdresser Feels Fabulous After Calibrating With Friends
91.1K viewsMay 30, 2021
YouTubeCrossdressing Lifestyle
middle_aged crossdresser #maletofemale #mtf #transformation #crossdress #crossdressing #queer
0:24
middle_aged crossdresser #maletofemale #mtf #transformation #crossdress #crossdressing #queer
16 views4 weeks ago
YouTubeCrossdresser Beauty & Outfit
I Finally Become a Woman After 60 Years: A Crossdressing MTF Story
11:54
I Finally Become a Woman After 60 Years: A Crossdressing MTF Story
122.3K views6 months ago
YouTubePride Pulse🏳️‍🌈
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressing Stories / MtF Transition]
49.6K viewsJan 22, 2025
YouTubeBoys2Fem
20:18
I Finally Wore a Dress at 71 Years Old (Crossdressing Stories)
6.9K views8 months ago
YouTubeBoys2Fem
1:06
elegant crossdresser as mature lady in satin bow blouse and pleated skirt
33.5K viewsApr 16, 2023
YouTubeChristina d ́Yvon
5:46
I’m 23 - And In Love With A 57 Year Old Trans Woman | LOVE DON’T JUDGE
68.9K viewsOct 28, 2022
YouTubeLove Don't Judge
38:45
Accidental & Irreversible Feminization 🧪👱‍♀️ (Gender Bender – MtF Transition)
84.5K views6 months ago
YouTubeKinda Cute
21:10
I Wore Women's Clothing for 40 Years Until My Granddaughter Walked In (Crossdressing Stories)
11.2K views8 months ago
YouTubeBoys2Fem
10:50
Tips For Crossdressers Over 50: The Ultimate Family & Style Guide
997 views4 months ago
YouTubeMy Life My Rules
8:16
Why Being an Older Crossdresser is Actually a Superpower
1.3K views3 months ago
YouTubeMy Life My Rules
1:11:32
[Crossdressing Stories/MtF Transition 60 Years Old—Now a Woman
822 views11 months ago
YouTubeZoe Stories
3:00
A Young Boy Lives Like a Girl With Confidence | Nonbinary | Gender Fluid
17.4K views1 month ago
YouTubeTransgender and Crossdressing Hub
3:43
HRT not make you look like a Victoria's Secret model, I've learned to love my body" - Michelle
7.9K views8 months ago
YouTubeAsmitha Transgender Library
9:14
Dressing Your Age As a Crossdresser: To Look Sophisticated, Not Silly
2.1K views8 months ago
YouTubeMy Life My Rules
4:10
Is It Too Late to Start an MTF Transition After 40, 50, or 60?
16 views2 weeks ago
YouTubeMy Life My Rules
11:41
Are You Too Old To Crossdress?
1.6K views4 months ago
YouTubeMy Girl Life Podcast
9:46
Should You #Transition Over 60 | Tips for MTF #crossdresser
457 views3 months ago
YouTubeMy Life My Rules
0:36
Crossdresser,rate the age
3.9K views3 months ago
YouTubeAnna-Sophie
2:28
MTF Transition v1 - MALE to FEMALE in 2.5 min
169.2K viewsMay 6, 2015
YouTubeJess Brown
20:44
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
33.9K views8 months ago
YouTubeBoys2Fem
16:52
How I Feminized My Husband | A Step-by-Step Transformation Story
12.4K views1 year ago
YouTubeSissy Lux Crossdressing & Feminization Stories
3:03
Crossdresser modeling satin blouses with leather skirt and boots
3.8K viewsSep 30, 2025
YouTubemdolivetti
18:01
I’m 60 And Love To Wear Dresses & Makeup (MTF Crossdressing Story)
2.8K viewsJun 27, 2025
YouTubeMy Life My Rules
3:46
How Older MTF Transgender Women Achieve a Natural, Age-Appropriate Look
167 views1 week ago
YouTubeMy Life My Rules
See more
Static thumbnail place holder