Including results for tsin public dressed as sissy.
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Sissy crossdresser shopping in public at a supermarket
3:01
Sissy crossdresser shopping in public at a supermarket
2.1K views3 weeks ago
YouTubeThe Kissmet Zone
Sissy Dress in Public #trans
0:06
Sissy Dress in Public #trans
7.3K viewsMay 31, 2025
YouTubeTania Stories DE
Beautiful cross-dressers outing in public places | Tips for going out cross-dressing - Episode 1
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
Boy Dressed as Girl in Public
2:51
Boy Dressed as Girl in Public
12.1K viewsApr 30, 2020
YouTubeFOREVER CROSSDRESSING
Satin Sissy Maid In Public
1:40
Satin Sissy Maid In Public
1.2K views5 months ago
YouTubeSissy Trisha
feminized sissy maid our in public
0:13
feminized sissy maid our in public
23.3K viewsMay 18, 2025
YouTubeChristina d ́Yvon
First Time Early Morning Park Walk As a CrossDresser
13:29
First Time Early Morning Park Walk As a CrossDresser
16.8K viewsJan 25, 2024
YouTubeAbout TG Life
1:18
sexy transvestite Crossdresser Lisa public
7.8K viewsOct 2, 2023
YouTubelisa norek
6:25
Going Out in Public Dressed as a Woman
70.6K viewsApr 8, 2023
YouTubeNastja Sherer • Your Favourite Crossdresser
2:50
How I started crossdressing in public
12.2K viewsNov 22, 2023
YouTubeAbout TG Life
4:13
Day On The Town IV (Transvestite / Crossdresser in Public)
325.3K viewsJul 22, 2013
YouTubestarrynowhere
2:37
Crossdresser Walking, maid
18K viewsMay 27, 2023
YouTubeCrossdresser Naomi
1:58
Chose to be fem today
118.6K viewsJan 23, 2023
YouTubeJolly CD
8:19
Crossdressers buy their clothes and accessories from public stores | Shopping tips for crossdresser.
24.2K views3 months ago
YouTubeAsmitha Transgender Library
6:12
Sissy PVC Dress public
8.7K viewsNov 9, 2024
YouTubeSissy Trisha
3:52
Crossdresser Walking, Black dress
6K viewsMar 25, 2023
YouTubeCrossdresser Naomi
47:01
I finally went out as a girl in public (Crossdressing Stories)
2.1K views10 months ago
YouTubeBoys2Fem
5:16
Crossdresser Bee/ Scooter girl
4.8K viewsSep 5, 2022
YouTubeBee Billings
2:41
Sissy In The Sunshine.
2.6K views4 months ago
YouTubeSissy Trisha
1:15
A walk in a public park dressed as Annemieke
1.6K viewsFeb 8, 2025
YouTubeRemco
0:16
Do you like purple satin? #boy2girl #boytogirl #trangender #trans #maiddress #sissy #crossdressing
107.7K viewsApr 6, 2022
YouTubeSissyPink
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
1:04
The Beauty of Frilly Dresses
8.7K viewsMay 23, 2023
YouTubeSissyPink
0:21
Do You Like Black PVC Dresses ?❤️❤️
12.3K viewsMay 12, 2022
YouTubeSissyPink
10:04
I WENT OUT IN PUBLIC DRESSED AS A GIRL
2M viewsSep 27, 2019
YouTubeJake Warden
15:02
From Mike to Melissa: Living in My Mom’s Fantasy [Crossdressing Stories / MtF Transition]
236.5K viewsNov 11, 2024
YouTubeBoys2Fem
5:39
Crossdresser Kissed by a Guy
178.7K viewsNov 15, 2024
YouTubeheidiphox100
2:18
Crossdresser in public
113.1K viewsAug 13, 2024
YouTubeAroma D
11:06
Crossdresser tries on clearance dresses at Ross / Public Crossdressing
263K viewsFeb 6, 2020
YouTubeCrossDressingLife
10:10
My first public crossdressing in New York, 2024
148.6K viewsJan 17, 2024
YouTubeAbout TG Life
36:01
You Wanted to Dress Like a Girl? NOW YOU WILL! 😱👗 (Crossdressing Stories – MtF Transition)
100.6K views11 months ago
YouTubeKinda Cute
0:06
Crossdresser in Public Walking in Dress and High Heels
61.7K viewsAug 14, 2024
YouTubeAnastasia Harris
3:04
Stealthy Exit - Leaving the House enfemm
139.5K viewsJan 29, 2019
YouTubeheidiphox100
1:10
Transgender teen chooses prom night to appear in public as woman
114.1K viewsDec 20, 2015
YouTubeheart shoot
8:19
Crossdressers in beauty pageants | Woman-less beauty pageant
19.7K views5 months ago
YouTubeAsmitha Transgender Library
6:15
Crossdressers Dressed Up for Halloween Vol. 1 (Oct. 29, 2022)
26.4K viewsNov 3, 2022
YouTubeFNewt's Crossdressing Lifestyle
7:57
Girls Dress Guy as a Beautiful Girl
45.9K viewsJul 31, 2020
YouTubeFOREVER CROSSDRESSING
8:49
Forced into a Dress at the Salon [CROSSDRESSING STORY]
27.8K views2 months ago
YouTubeAri Rose Crossdressing
55:22
I Was Forced to Dress Like a Girl… Now I’m Addicted | crossdressing stories
23.9K viewsJun 24, 2025
YouTubeCrossdressing Stories
21:07
Male To Female - Are You Trying Turning Me Into A Sissy
21.5K viewsMar 29, 2024
YouTubeTransgender & Crossdressing Stories
8:53
"Caught My Son Crossdressing"- What To do
22.9K viewsMar 17, 2025
YouTubeMia Storm
18:48
Husband's Public Feminization, Humiliation & Obedience (Crossdressing Stories)
75.5K viewsMay 10, 2025
YouTubeSissy Maya
5:04
Shopping with a Style: A Man's Transformation!
20K viewsJan 5, 2025
YouTubeCrimson Borgia
5:58
Crossdresser in public - shopping alone 😎
30.5K viewsFeb 18, 2024
YouTubeKlara N
0:06
I Love French Maid Dress.
57.1K viewsMar 15, 2022
YouTubeSissyPink
13:08
My Teacher's Humiliating Punishment Transformed Me Into a Girl | Sissy School Story
16.1K views11 months ago
YouTubeSissy Lux Crossdressing & Feminization Stories
8:55
My first public crossdressing in London, 2024
8.9K viewsMar 26, 2024
YouTubeAbout TG Life
2:11
Young Crossdresser OUT IN PUBLIC!
27K viewsMar 22, 2020
YouTubeAlexa Jane Smith
2:37
Crossdresser Walking, "Rose Garden"
19.1K viewsSep 4, 2022
YouTubeCrossdresser Naomi
0:25
feminized sissy maid crossdresser showing my outfit, boy to girl transformation
8.2K viewsMay 18, 2025
YouTubeChristina d ́Yvon
46:06
💋💖 FEMINIZATION PRISON 💖 Where Bad Boys Become Good Girls! | My Forced Sissy Transformation
13.9K views11 months ago
YouTubeFemme Fantasy
4:15
Crossdresser Walking, "Promenade"
35.7K viewsOct 29, 2022
YouTubeCrossdresser Naomi
4:46
How I Found Confidence Crossdressing in Public | Real Story
14.4K views11 months ago
YouTubeNastja Sherer • Your Favourite Crossdresser
4:22
Crossdressers in Dresses & Skirts Vol. 4 (Nov. 7, 2022)
57.9K viewsNov 11, 2022
YouTubeFNewt's Crossdressing Lifestyle
4:15
Wife Captures Video of Husband Dressed as a Woman Around Town
68.1K viewsOct 11, 2021
YouTubeheidiphox100
0:56
Sissy Shopping Walking the salesfloor in a cute red dress.
73.5K viewsApr 28, 2011
YouTubeSISSYRIBBONS
0:30
Anyone hire a maid?
89.7K viewsNov 22, 2021
YouTubeSissyPink
19:08
Crossdresser In Public Mall In Tight Mini Dress And High Heels.
4.7K viewsOct 9, 2024
YouTubeMsPatentLeatherShoes
9:44
Becoming a Sissy | Crossdressing Story
2.7K viewsJun 18, 2025
YouTubePride Pulse🏳️‍🌈
9:12
Crossdressing in Public: What Will People Think?
5.8K viewsNov 14, 2024
YouTubeAbout TG Life
4:42
Sissy Maid Duties
2.9K views3 months ago
YouTubeSissy Trisha
0:53
Jina crossdresser(white mini dress)
6.2K viewsMar 12, 2022
YouTubejina miss
8:37
SPOTTED in her TENNIS skirt CROSSDRESSING STORIES]
24 views3 weeks ago
YouTubeAri Rose Crossdressing
3:09
Satin Purple Sissy Maid
1.1K views9 months ago
YouTubeSissy Trisha
4:38
Wigless Sissy Maid Walk Punishment
1.7K viewsJan 27, 2025
YouTubeSissy Trisha
0:41
Dressed little Brother as a Girl photos
5.7K viewsJul 31, 2020
YouTubeFOREVER CROSSDRESSING
3:16
Son Dressed as Girl
6.9K viewsApr 30, 2020
YouTubeFOREVER CROSSDRESSING
49:52
Sissy Sisters: Our First Time Going Out in Public Together 👯‍♀️ | Crossdressing Story
279 views9 months ago
YouTubeSissy Empress
3:37
Shinny Sissy Maid Neighborhood Walk
597 viewsMay 4, 2025
YouTubeSissy Trisha
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