Including results for dressed out and about.
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Out and About (Transvestite / Crossdresser)
5:34
Out and About (Transvestite / Crossdresser)
296.9K viewsNov 27, 2016
YouTubestarrynowhere
How I started crossdressing 💄
3:13
How I started crossdressing 💄
153K views3 months ago
YouTubeKlara N
Beautiful crossdresser outing in public places | Outing experiences and tips for cross-dresser.
8:56
Beautiful crossdresser outing in public places | Outing experiences and tips for cross-dresser.
41.5K views4 months ago
YouTubeAsmitha Transgender Library
Going Out in Public Dressed as a Woman
6:25
Going Out in Public Dressed as a Woman
68K viewsApr 8, 2023
YouTubeNastja Sherer • Your Favourite Crossdresser
Crossdresser Goes Out - Gets in Trouble
16:50
Crossdresser Goes Out - Gets in Trouble
101.8K viewsMar 26, 2023
YouTubeCatch Queen
M2F Katie's Crossdressing Adventure
2:36
M2F Katie's Crossdressing Adventure
108.1K viewsOct 28, 2021
YouTubeCrossdressing Lifestyle
Transvestite going out !!!
7:03
Transvestite going out !!!
172.8K viewsJan 27, 2023
YouTubeInes Crossdresser
18:11
Surviving 24 Hours In a Dress!? (MTF Crossdressing Story)
15.2K viewsApr 10, 2025
YouTubeMy Life My Rules
12:22
5 Tips for Going Out While Crossdressed
15.7K viewsApr 22, 2023
YouTubeCatch Queen
8:03
My wife dressed me up as her doll for a day. My Crossdressing Story
1.9K viewsMar 20, 2024
YouTubeAbout TG Life
8:58
My Mom Helping Me To Become Her Daughter | A Crossdressing Story
10.4K viewsFeb 20, 2024
YouTubeAbout TG Life
1:53
Crossdresser out and about by night
3.9K viewsJun 27, 2023
YouTubeCristina Q
3:51
I went out dressed as a woman
1.4K views3 months ago
YouTubeMaya simmons76
11:06
Crossdressing Adventures with My Wife in Public
9.8K viewsFeb 18, 2024
YouTubeAbout TG Life
4:30
I went out dressed as a woman part 2
1.1K views3 months ago
YouTubeMaya sissy76
1:20:06
CROSSDRESSING & EXPLORING GENDER | The CrossYAAS Podcast - EP 131
10.7K viewsSep 1, 2021
YouTubeCrossYAAS Podcast!
42:53
Male to female transformation | Crossdressing Story : Turned My Brother Into a Girl!
7.1K views9 months ago
YouTubeCrossdressing Story
5:23
I went out dressed as a woman 4
1.4K views2 months ago
YouTubeMaya sissy76
56:55
GETTING READY WITH CLAIRE | The CrossYAAS Podcast - EP 132
1.1K viewsSep 8, 2021
YouTubeCrossYAAS Podcast!
2:18
Guy Decides to Dress as Woman to do Girls Night Out
4.1K views4 months ago
YouTubeFOREVER CROSSDRESSING
6:15
i went out dressed as a woman 3
647 views3 months ago
YouTubeMaya sissy76
6:16
Stepping Out as ME: My First Time Walking Femme Outside 🌈✨
2.5K viewsJun 30, 2025
YouTubeCharlise Arielle | My Femme Life
8:24
Mother Caught Her Son In Schoolgirl Uniform - Crossdressing Stories
3.3K viewsMay 7, 2024
YouTubeAbout TG Life
3:56
Male To Female Transformation. Sharing Clothes With My Wife
50.2K viewsNov 17, 2024
YouTubeCrossdresser Kirsten 👠
20:44
I Finally Dressed as a Woman After 68 Years (Crossdressing Stories)
30K views7 months ago
YouTubeBoys2Fem
7:00
Daytime outing of a transvestite business woman
52.5K viewsMay 27, 2022
YouTubeMira Murray
18:46
Would my brother agreed to dress up as a girl for Halloween? | Male to Female crossdressing Story
5K views9 months ago
YouTubeCrossdressing Story
12:37
I Went On A Date With Him Dressed As A Woman Crossdressing Story
4.7K views10 months ago
YouTubeFemmeShift
6:59
The Real Story ||Transgender girl aged eight 'a million per cent happier' after courageous decision
19K viewsOct 28, 2017
YouTubeTransformation Life
1:00
DRESS OUT! FEEL BEAUTIFUL! Crossdressing with Confidence!
22.9K viewsFeb 11, 2023
YouTubeJasmine Page
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