Including results for pretty boys in dresses.
Do you want results only for Pretty Boyz in Dresses?
New Boys Dress Up as Girls 👗💋 | London’s Hottest Crossdressing Trend 🌈🎀 | Femininzation Movie
4:12
New Boys Dress Up as Girls 👗💋 | London’s Hottest Crossdressing T…
135.8K views3 months ago
YouTubeSissy Tanias Crossdressing and Feminization s…
Stunning Sissy Boy Dresses for Fashion Inspiration
0:07
Stunning Sissy Boy Dresses for Fashion Inspiration
34.8K viewsSep 9, 2023
TikToknydianel
Boy Wears The Most Beautiful Dress Ever - Crossdressing Stories
54:10
Find in video from 05:56The Poem and the Pink Dress
Boy Wears The Most Beautiful Dress Ever - Crossdressing Stories
6.7K viewsAug 26, 2023
YouTubeFem Stories
Androgynous To Girly Glam - I Look Like A Boy In A Dress | TRANSFORMED
5:56
Find in video from 00:52Dress Sense and Tattoos
Androgynous To Girly Glam - I Look Like A Boy In A Dress | TRANSFO…
45.7K viewsFeb 17, 2024
YouTubeTransformed
A Boy's Transformation: Embracing His Feminine Side in an Elegant Pink Dress! 💖✨
1:01
A Boy's Transformation: Embracing His Feminine Side in an Elegant Pi…
7.6K viewsNov 10, 2024
YouTubeSissy Tanias Crossdressing and Feminization s…
Crossdressing | Modeling my short dresses and ramp walk ,boys in dresses #Boytogirl #drag
12:53
Find in video from 01:52Short Dress 1
Crossdressing | Modeling my short dresses and ramp walk ,boys in dr…
9.7K viewsJul 24, 2022
YouTubeFem Fashion Spirit
REVISITING BRITNEY | Young and Very Feminine Crossdresser | Awesome Wardrobe Of Girly Dresses
1:12
REVISITING BRITNEY | Young and Very Feminine Crossdresser | Awe…
54.3K viewsOct 18, 2022
YouTubeThe Spokane Sissy's Vision Board
11:45
Full Male to Female Crossdressing Transformation | Modeling 3 Dress…
13.6K viewsApr 25, 2022
YouTubeAnastasia Harris
0:25
Exploring Men’s Fashion: Boys in Dresses
969.6K views8 months ago
TikToka_ka_n_i
1:21
Crossdresser Modeling in Floral Dress | Boy to Girl
30.8K viewsFeb 4, 2022
YouTubeWilson c
1:01
Find in video from 00:18The Dresses Arrive
Boys in Cute Dresses, boys just wanna have fun
982 viewsNov 3, 2023
YouTubeSissy Tanias Crossdressing and Feminization s…
1:41
Pretty Boys in Dress and Skirts.
1.2K viewsJul 25, 2021
YouTubeIsma Nakhirunkanok.
1:00
Boy to Girl Transformation 🔥Girlyboy Cocktail Dress 👗
12.6K viewsOct 18, 2021
YouTubeLiviah O.
3:13
In the summer, boys dressed as women should be how to pick clot…
16.4K viewsApr 3, 2023
YouTubeRoanyer
3:45
How to wear KAWAII BOY fashion ｜Genderless kei｜Genderfluid fas…
33.8K viewsAug 29, 2016
YouTubeCathy Cat カティー
Gender Benders - Boys Dressed as Girls and Girls Dressed as Boys
Feb 12, 2014
vice.com
2:25
Crossdressers in Prom Dress
470.6K viewsSep 16, 2016
YouTubeVanesa Tsukino
0:11
Boys Can Wear Dresses: Challenging Fashion Norms
19.8K viewsDec 14, 2024
TikTokdavidrosslawn
1:21
Find in video from 00:11Overview of Sissy Dress Ideas
Sissy Dress Ideas Stylish and gorgeous collection for#2022 siss…
38.6K viewsJul 2, 2022
YouTubeFashion forever
1:00
Boy To Girl Transformation 🔥Full Outfit 🔥
8K viewsJun 18, 2021
YouTubeLiviah O.
3:47
✨ How Much Happier Boys Become When I Dress Them Like Pretty Lit…
17.2K views3 months ago
YouTubeSissy Tanias Crossdressing and Feminization s…
0:15
Who else do you wana see in this fit? 🤭 #femboy
50.7K views11 months ago
TikTokuser12342069911
0:14
boy to girl/male to female/boy wear dress/dressings/boy to girl transfo…
13.3K viewsNov 1, 2021
YouTubemale to female
Transform Your Look: Exploring Dress Styles for Everyone
162.1K views10 months ago
TikTokstrawbabyboy
2:21
Crossdresser Outfits Vol 06
206.5K viewsOct 5, 2014
YouTubeArt AM
1:22
Sissy boy in purple maid dress with pink petticoats!
180.4K viewsJul 18, 2009
YouTubeChrisissy
0:47
Sissy boy in a frilly pink princess dress
43K viewsSep 22, 2020
YouTubeSissy F
1:44
Crossdressing - Shiny pink dress
31K viewsMar 17, 2020
YouTubeSierra Romeo
3:35
Amazing male to female transformation | Boy transformed i…
34.7K viewsApr 15, 2023
YouTubeCROSSDRESSING BEAUTY
7:24
Crossdressing sissy boy in pink dress at dance class
1.9K viewsJul 11, 2023
YouTubeSissy Tanias Crossdressing and Feminization s…
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Short videos

0:07
Stunning Sissy Boy Dresses for Fashion Inspiration
34.8K viewsSep 9, 2023
TikToknydianel
1:21
Crossdresser Modeling in Floral Dress | Boy to Girl
30.8K viewsFeb 4, 2022
YouTubeWilson c
1:41
Pretty Boys in Dress and Skirts.
1.2K viewsJul 25, 2021
YouTubeIsma Nakhirunkanok.
0:15
Can You Dress? Exploring Boys in Dresses Fashion
23.4K views10 months ago
TikTokkelvin_atc
1:00
Boy to Girl Transformation 🔥Girlyboy Cocktail Dress 👗
12.6K viewsOct 18, 2021
YouTubeLiviah O.
1:01
Boys in Cute Dresses, boys just wanna have fun
982 viewsNov 3, 2023
YouTubeSissy Tanias Crossdressing and Femi…
0:25
Exploring Men’s Fashion: Boys in Dresses
969.6K views8 months ago
TikToka_ka_n_i
1:01
A Boy's Transformation: Embracing His Feminine Si…
7.6K viewsNov 10, 2024
YouTubeSissy Tanias Crossdressing and Femi…
0:47
Sissy boy in a frilly pink princess dress
43K viewsSep 22, 2020
YouTubeSissy F
1:21
Sissy Dress Ideas Stylish and gorgeous collection for#20…
38.6K viewsJul 2, 2022
YouTubeFashion forever
0:25
boy change into girl dress //male 2 female mekup//boy…
4.1K viewsMar 17, 2023
YouTubeCrossdresser tv
0:11
Boys Can Wear Dresses: Challenging Fashion Norms
19.8K viewsDec 14, 2024
TikTokdavidrosslawn
1:40
Male to female transition. MtF transgender crossdress HR…
9.7K viewsNov 14, 2021
YouTubeJessie’s Time
1:00
Boy To Girl Transformation 🔥Full Outfit 🔥
8K viewsJun 18, 2021
YouTubeLiviah O.
1:07
Crossdresser in Dress | Boy to girl transformation
7.4K viewsJul 31, 2024
YouTubeNeha Arya
1:01
Teaching guys how to wear a skirt.Getting Dressed with …
968 viewsJun 15, 2023
YouTubeGettingDressedWithBrad
Feeling Cute in Thigh Highs: Embracing Femboy Fashio…
477.9K viewsApr 27, 2023
TikTokhaydenxyz
0:59
Boy dress as girl | Boy to girl transformation | Transgend…
4.3K viewsFeb 18, 2023
YouTubeSRI LANKAN CROSSDRESSING BE…
1:01
Boy to Girl Transformation Vintage Chiffon Dress 🔥💙💋
9.8K viewsSep 4, 2021
YouTubeLiviah O.
1:00
Boy to Girl Transformation Sweater Dress Look 🔥
6.7K viewsNov 7, 2022
YouTubeLiviah O.
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