All of my High Heels & Boots | Crossdresser Try on #crossdressing #femboy
11:46
All of my High Heels & Boots | Crossdresser Try on #crossdressing #femboy
51.4K viewsNov 28, 2021
YouTubeOlive La Strada
boy to girl crossdressing in high heels #mtf #highheels #feminization #femboys
0:21
boy to girl crossdressing in high heels #mtf #highheels #feminization #femboys
15.5K views6 months ago
YouTubeSam smith xx
Male to female transformation. Boy dresses as hot girl in heels.
3:02
Male to female transformation. Boy dresses as hot girl in heels.
16.5K viewsOct 3, 2025
YouTubeNaomi Ana Crossdresser
Crossdresser in blue lacy dress and heels
2:55
Crossdresser in blue lacy dress and heels
11.5K viewsAug 4, 2025
YouTubeSam smith xx
Crossdress MTF Disguise In High Heels | Boy to Girl Transformation
0:11
Crossdress MTF Disguise In High Heels | Boy to Girl Transformation
4.6K viewsJun 12, 2025
YouTubeLeggy Veronica
CROSSDRESSING: Outfit Ideas | Episode 2 #crossdresser
11:24
CROSSDRESSING: Outfit Ideas | Episode 2 #crossdresser
28.5K viewsFeb 21, 2022
YouTubeOlive La Strada
crossdresser walking around hotel in heels
18:47
crossdresser walking around hotel in heels
147.8K viewsAug 22, 2024
YouTubeSam smith xx
10:44
Crossdresser went to Shoe Store | High heels try on
124.2K viewsDec 23, 2020
YouTubeMel Cross
0:23
man in high heels e short dress. me, crossdress
55.3K viewsAug 29, 2021
YouTubemonica leggings
15:01
High Heel shoe collection | Crossdresser with a shoe passion for high heels shares her top 20 shoes
56.8K viewsMar 30, 2020
YouTubeCrossdressing Lifestyle
47:59
My Girlfriend Wanted Me in Heels (Crossdressing Stories)
17.2K viewsSep 27, 2025
YouTubeBoys2Fem
16:26
Crossdresser High Heels Haul
22.3K viewsApr 15, 2023
YouTubeCatch Queen
2:37
Crossdresser on Shopping for high heels
18.8K viewsMay 12, 2023
YouTubeAroma D
0:17
Boy dressed in pleaser heels and tights for new year. #highheels #tights
3.4K views9 months ago
YouTubeNaomi Ana Crossdresser
0:34
Crossdresser Try’s on Summer Dress and High Heels 👗 👠 | Male to Female
11.8K viewsJul 7, 2022
YouTubeAnastasia Harris
2:16
My beautiful dress | Sabrina Stephany Crossdresser
3.1K viewsDec 7, 2022
YouTubeSabrina Stephany
0:21
Crossdresser Models in Gothic Dress and Heels #androgynousfashion
4.4K viewsMay 15, 2023
YouTubeAnastasia Harris
3:19
Strappy heels and plaid skirt | Sabrina Stephany Crossdresser
1.8K viewsNov 7, 2022
YouTubeSabrina Stephany
1:00
Boy to Girl Transformation 🔥Girlyboy Cocktail Dress 👗
13.4K viewsOct 18, 2021
YouTubeLiviah O.
2:00
boy in high heels Louboutin sokate 120mm black
13.1K viewsApr 24, 2024
YouTubeferya.acosta highheels
0:11
Boys in Heels: Hot or Not? #heels
43.5K viewsAug 10, 2025
YouTubeThe Great Pageant Community
16:41
Boys Walking In High Heels For The First Time
48.4K viewsDec 12, 2015
YouTubeThe Omar Gosh Vlogs
3:39
5 Girly Fashions Men Wore First
23.6K viewsNov 3, 2014
YouTubeStuff Mom Never Told You
0:15
Femboy Styling in Tall Heels: Finding Balance
26.9K viewsOct 23, 2024
TikTokyourlocalfemb0y3
8:39
barbie crossdressing in high heels
61.8K viewsAug 19, 2024
YouTubeSam smith xx
7:00
Six dresses to wear to a wedding
58.4K viewsJun 19, 2022
YouTubeCrossDressingLife
3:52
How to look good in a tight dress | Sabrina Stephany Crossdresser
5.2K viewsNov 1, 2022
YouTubeSabrina Stephany
1:59
Crossdresser - walking around the university campus in a black dress and high heels | NatCrys
76.7K viewsJul 3, 2014
YouTubenatcrys
7:50
Boy in heels
16.3K viewsAug 23, 2017
YouTubeAmy Miner
2:13
Crossdresser - in an after party dress and high heeled boots | NatCrys
58.2K viewsSep 27, 2014
YouTubenatcrys
See more
Static thumbnail place holder