Including results for senior citizens crossdressers.
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The Inspirational Journey of a 65-Year-Old Crossdresser
5:25
The Inspirational Journey of a 65-Year-Old Crossdresser
47K viewsApr 1, 2023
YouTubeAbout TG Life
Dressed As an Older Woman Over 60 👗💅 (Crossdressing Stories)
18:13
Dressed As an Older Woman Over 60 👗💅 (Crossdressing Stories)
12.2K viewsNov 28, 2023
YouTubeKinda Cute
Advice for Crossdressers Over 60: How to Look Fabulous and Feel Confident
10:39
Find in video from 01:25Fashion Choices for Crossdressers Over 60
Advice for Crossdressers Over 60: How to Look Fabulous and Feel C…
4.6K viewsFeb 1, 2024
YouTubeAbout TG Life
The Pros and Cons of Crossdressing at a Mature Age
9:32
The Pros and Cons of Crossdressing at a Mature Age
102.6K viewsSep 14, 2024
YouTubeAbout TG Life
Crossdressing at the Age of 50 | Getting Your Feminine Energy Back
13:29
Crossdressing at the Age of 50 | Getting Your Feminine Energy Back
7.5K viewsDec 23, 2023
YouTubeAbout TG Life
I’m 60 And Love To Wear Dresses & Makeup (MTF Crossdressing Story)
18:01
I’m 60 And Love To Wear Dresses & Makeup (MTF Crossdressing Story)
1.9K views5 months ago
YouTubeMy Life My Rules
The Ageing Crossdresser's Tips
10:56
The Ageing Crossdresser's Tips
7.6K viewsOct 14, 2024
YouTubeAbout TG Life
9:38
Beginner's Guide for a Mature Crossdresser
2.3K viewsAug 9, 2024
YouTubeAbout TG Life
0:39
Mature Crossdresser 66yo
4.5K views2 months ago
YouTubeAnna-Sophie Ende
22:28
How Wearing a Dress Changed My Life at 50 [Crossdressing Stories / …
29.9K views11 months ago
YouTubeBoys2Fem
5:43
Should I Embrace Crossdressing at My Age? Share Your Thoughts!
11.3K viewsAug 18, 2024
YouTubeCrossdressing Lifestyle
9:11
Fashion Tips for Mature Crossdressers
4.2K viewsSep 6, 2023
YouTubeAbout TG Life
8:54
How to Come Out to Your Family as an MTF Crossdresser When You’r…
2.2K viewsNov 1, 2024
YouTubeAbout TG Life
9:08
After 60: Types of Clothing and Styles to Avoid as an MTF Crossd…
2.6K viewsOct 31, 2024
YouTubeAbout TG Life
2:58
Mature crossdressing
97.3K views5 months ago
YouTubealecia mckoy
9:39
6 Essential Ways to Commit to Crossdressing
18.8K viewsSep 5, 2024
YouTubeAbout TG Life
0:54
A couple of old hens (crossdresser)
8.8K viewsAug 5, 2021
YouTubeTrixy Deans
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressin…
17K views10 months ago
YouTubeBoys2Fem
3:13
Mature crossdresser proudly showing her feminine legs
1.2K views5 months ago
YouTubeAisha Massielle
3:07
Mature crossdresser, very eager to be watched through the window
3.3K viewsNov 26, 2024
YouTubeAisha Massielle
10:08
Find in video from 0:00Intro of Tips for Those Who are Apprehensive About Crossdressing Publicly
Tips for Those Who are Apprehensive About Crossdressin…
13.5K viewsOct 17, 2024
YouTubeAbout TG Life
14:55
Becoming Female at 75 (MTF Transgender Story)
4.8K views11 months ago
YouTubeAbout TG Life
2:38
Find in video from 00:17What is Crossdressing?
The Joy of Crossdressing: Celebrating Self-Discovery & Pers…
25.6K viewsApr 24, 2024
YouTubeBeyond the Binary
1:13
Crossdresser April How Far should I Go ???
54.3K viewsOct 8, 2023
YouTubeApril
2:49
Crossdressing - With Flickr
25.5K views4 months ago
YouTubealecia mckoy
29:08
Living as a Mature Woman Was My True Calling [Crossdressing Stori…
19.3K views11 months ago
YouTubeBoys2Fem
4:39
Making Dreams Come True: A crossdressers Journey of self-dis…
22.1K viewsJun 16, 2024
YouTubeCrossdressing Lifestyle
1:06
elegant crossdresser as mature lady in satin bow blouse and pleated s…
29K viewsApr 16, 2023
YouTubeChristina d ́Yvon
1:30
crossdresser transgender Pamela 76 years old Las Vegas makeover …
15.2K viewsDec 13, 2023
YouTubeStephanie Danderson
2:29
Male to Female Transition at the Age of 50 | MTF Transition Timeline
9.7K viewsMar 4, 2024
YouTubeTransgender and Crossdressing Hub
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