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Mature crossdressing 2
2:40
Mature crossdressing 2
161.5K viewsJun 27, 2025
YouTubealecia mckoy
Crossdressing and Self-Love for Older Adults
10:44
Crossdressing and Self-Love for Older Adults
4.3K viewsOct 6, 2023
YouTubeAbout TG Life
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.
68.9K views2 months ago
YouTubeAsmitha Transgender Library
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
20:44
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
30K views7 months ago
YouTubeBoys2Fem
Why Being an Older Crossdresser is Actually a Superpower
8:16
Why Being an Older Crossdresser is Actually a Superpower
1.1K views2 months ago
YouTubeMy Life My Rules
In garage&outdoors/Old lady Magda/Crossdresser Serge/2026/07/29
6:27
In garage&outdoors/Old lady Magda/Crossdresser Serge/2026/07/29
3 views1 month ago
YouTubeCrossdresser Sveta-Serge
AN OLD CROSSDRESSER'S CONFESSIONS 5-17-26
22:33
AN OLD CROSSDRESSER'S CONFESSIONS 5-17-26
637 views4 months ago
YouTubeAlyssa Jessica Smekovica
11:54
I Finally Become a Woman After 60 Years: A Crossdressing MTF Story
118.9K views5 months ago
YouTubePride Pulse🏳️‍🌈
5:25
The Inspirational Journey of a 65-Year-Old Crossdresser
50.3K viewsApr 1, 2023
YouTubeAbout TG Life
9:28
Thinking Of Crossdressing in Retirement? | Tips for MTF crossdresser
769 views2 months ago
YouTubeMy Life My Rules
43:07
My Wife Found My Crossdressing Secret After 43 Years (Crossdressing Stories)
9.8K views7 months ago
YouTubeBoys2Fem
9:46
Should You #Transition Over 60 | Tips for MTF #crossdresser
616 views2 months ago
YouTubeMy Life My Rules
11:05
My Husband Wears My Clothes - A Crossdressing MTF Story
99.2K views6 months ago
YouTubePride Pulse🏳️‍🌈
5:49
A cross-dresser supported by a crossdressing Friend | Crossdresser with cross-dressing partner.
92.8K views7 months ago
YouTubeAsmitha Transgender Library
8:08
Cross-dressers who enjoy meeting and socializing with friends who also cross-dress.
49.9K views6 months ago
YouTubeAsmitha Transgender Library
3:59
Сrossdresser Tracy: Becoming the Person She Dreamed Of
11.8K views3 months ago
YouTubeCrossdresser Style
20:04
My Sister’s Crazy Idea: We Gave Grandpa a Complete Makeover - A crossdressing Story
2.7K views8 months ago
YouTubeThe Gender Diary
1:04
Old crossdresser Sveta. 04/17/2026b
278 views5 months ago
YouTubeCrossdresser Sveta-Serge
1:34
Old lady Sveta/Crossdresser Serge. 06/30/2026
10 views3 months ago
YouTubeSveta Melenn
0:36
Old crossdresser Sveta. 05/26/2026
266 views4 months ago
YouTubeCrossdresser Sveta-Serge
1:20
Old crossdresser Sveta. 04/16/2026
218 views5 months ago
YouTubeCrossdresser Sveta-Serge
9:30
It's never too late to start crossdressing
1.4K views3 months ago
YouTubeMy Life My Rules
1:35
Old crossdresser Sveta. 11/12/2025a
212 views10 months ago
YouTubeCrossdresser Sveta-Serge
3:24
A Man Who Lives Like a Woman: Still Figuring Out to be a Transwoman | Nonbinary | Gender Fluid
25.1K views9 months ago
YouTubeTransgender and Crossdressing Hub
8:02
Crossdressing and the Boy I Loved
45.2K views11 months ago
YouTubePride Pulse🏳️‍🌈
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressing Stories / MtF Transition]
46.2K viewsJan 22, 2025
YouTubeBoys2Fem
2:15
60-year-old Crossdresser Feels Fabulous After Calibrating With Friends
88.4K viewsMay 30, 2021
YouTubeCrossdressing Lifestyle
9:06
The Question That Changed Everything | Club of Two Ep. 2
34.2K viewsAug 22, 2025
YouTubeBecoming Lacey
9:14
Dressing Your Age As a Crossdresser: To Look Sophisticated, Not Silly
2.1K views7 months ago
YouTubeMy Life My Rules
10:39
Advice for Crossdressers Over 60: How to Look Fabulous and Feel Confident
5.7K viewsFeb 1, 2024
YouTubeAbout TG Life
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