Including results for crossdressers playing dress up.
Do you want results only for Crissdressers Playing Dress Up?
10 Joyful Activities Crossdressers Can Do
9:15
10 Joyful Activities Crossdressers Can Do
32.9K viewsAug 21, 2024
YouTubeAbout TG Life
Summer Upstairs - A first time crossdressing experience
8:13
Summer Upstairs - A first time crossdressing experience
182.6K views2 months ago
YouTubeBecoming Lacey
Crossdressing - Just the two of us
3:58
Crossdressing - Just the two of us
13.3K views2 months ago
YouTubejulie1tca Mckoy
💃 "Your Fabulous Beginner’s Guide to Crossdressing!" 💖 Become the girl you are
8:25
💃 "Your Fabulous Beginner’s Guide to Crossdressing!" 💖 Become the gi…
4.3K views8 months ago
YouTubeSissy Tanias Crossdressing and Feminization s…
Crossdresser Summer Fashion Haul: Dress up With Me! (Feminization)
5:52
Crossdresser Summer Fashion Haul: Dress up With Me! (Feminiza…
57.9K viewsJun 18, 2021
YouTubeYoya Fabulosa
Two Crossdressers Embrace Freedom in Chichester: Out and About in Public
3:13
Two Crossdressers Embrace Freedom in Chichester: Out and A…
29.1K views9 months ago
YouTubeCrossdressing Lifestyle
Crossdresser in public, dressed in mini dress
6:40
Crossdresser in public, dressed in mini dress
17.7K views6 months ago
YouTubeSam smith xx
10:29
What I LOVE About CROSSDRESSERS! (Crossdressin…
8K views2 months ago
YouTubeSoft Silky Secrets
40:53
The Hidden World of Cross-Dressing in the 60s [Crossdressin…
16.5K views9 months ago
YouTubeBoys2Fem
1:37
Classdressing | Virtual Crossdressing Academy | Dafni C…
27.5K views7 months ago
YouTubeDafni Girls | Crossdressing Studios
22:58
Crossdressers Playing Video Games Together 🎮 (ft. ‪@alexajanesmith2616‬)
1.2K views6 months ago
YouTubeMatilda Maiden
0:27
Striking Crossdresser Showcases Stunning Green Dress in a Mesme…
820 viewsJun 3, 2023
YouTubeAnastasia Harris
18:47
crossdresser walking around hotel in heels
102.1K viewsAug 22, 2024
YouTubeSam smith xx
4:31
Aunt’s Dress-Up Magic 🎀 Crossdressing Stories
27.5K views6 months ago
YouTubeFitUstyle
2:18
Crossdresser in public
93.3K viewsAug 13, 2024
YouTubeRoma Darl
6:06
Crossdressing Night Out in Heels Sophie’s Short Skirt Bank Holiday …
26.9K views2 months ago
YouTubeCrossdressing Lifestyle
8:23
I dress my husband up as a maid (CrossDressing Story)
8.8K viewsApr 28, 2024
YouTubeAbout TG Life
22:28
How Wearing a Dress Changed My Life at 50 [Crossdressing Stories / …
29.1K views10 months ago
YouTubeBoys2Fem
15:56
Sissy Crossdressing 101 | A Beginner’s Guide to Feminization …
11.4K views7 months ago
YouTubemaeve sissyverse
1:00
Crossdressing Summer, it's on its way? Time for the Short Dress?
9.4K viewsMay 9, 2024
YouTubeCrossdressing Lifestyle
4:10
Most Liked Crossdressers On The Internet
25.4K views4 months ago
YouTube𝗥𝗲𝗱𝗧𝗿𝗮𝗻𝘀 ◎
0:37
crossdressing Sissy dress up dressing like a little sissy princes…
175.4K viewsNov 22, 2014
YouTubeTamara Heidi
2:43
Dressing up my husband
30.6K viewsAug 11, 2023
YouTubeSissy Tanias Crossdressing and Feminization s…
3:28
Crossdresser gets naughty in the file room
111.1K viewsMay 24, 2024
YouTubeInes CD
7:07
Crossdresser fashion show / 11 different dresses
116K viewsJan 5, 2019
YouTubeCrossDressingLife
5:54
Crossdressers Dressed Up for Halloween Vol. 2 (Oct. 30, 2022)
14.6K viewsNov 9, 2022
YouTubeFNewt's Crossdressing Lifestyle
2:08
Outfits for Crossdressers | Best of
41.2K viewsMar 11, 2022
YouTubeOlive La Strada
1:12
REVISITING BRITNEY | Young and Very Feminine Crossdresser | Awe…
53.7K viewsOct 18, 2022
YouTubeThe Spokane Sissy's Vision Board
0:27
NewDS Linda Crossdresser Tight PVC and Lace Dress in HD
18.1K viewsJul 4, 2020
YouTubeBest of DSLinda
0:21
Crossdresser Models in Gothic Dress and Heels #androgynousfas…
4K viewsMay 15, 2023
YouTubeAnastasia Harris
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Short videos

9:15
10 Joyful Activities Crossdressers Can Do
32.9K viewsAug 21, 2024
YouTubeAbout TG Life
8:13
Summer Upstairs - A first time crossdressing experie…
182.6K views2 months ago
YouTubeBecoming Lacey
3:58
Crossdressing - Just the two of us
13.3K views2 months ago
YouTubejulie1tca Mckoy
8:25
💃 "Your Fabulous Beginner’s Guide to Crossdressing!" 💖 …
4.3K views8 months ago
YouTubeSissy Tanias Crossdressing and Femi…
5:52
Crossdresser Summer Fashion Haul: Dress up Wit…
57.9K viewsJun 18, 2021
YouTubeYoya Fabulosa
3:13
Two Crossdressers Embrace Freedom in Chichester: Ou…
29.1K views9 months ago
YouTubeCrossdressing Lifestyle
6:40
Crossdresser in public, dressed in mini dress
17.7K views6 months ago
YouTubeSam smith xx
10:29
What I LOVE About CROSSDRESSERS! (Cross…
8K views2 months ago
YouTubeSoft Silky Secrets
40:53
The Hidden World of Cross-Dressing in the 60s [Cross…
16.5K views9 months ago
YouTubeBoys2Fem
1:37
Classdressing | Virtual Crossdressing Academy | …
27.5K views7 months ago
YouTubeDafni Girls | Crossdressing Studios
22:58
Crossdressers Playing Video Games Together 🎮 (ft. ‪@alex…
1.2K views6 months ago
YouTubeMatilda Maiden
0:27
Striking Crossdresser Showcases Stunning Gree…
820 viewsJun 3, 2023
YouTubeAnastasia Harris
18:47
crossdresser walking around hotel in heels
102.1K viewsAug 22, 2024
YouTubeSam smith xx
4:31
Aunt’s Dress-Up Magic 🎀 Crossdressing Stories
27.5K views6 months ago
YouTubeFitUstyle
2:18
Crossdresser in public
93.3K viewsAug 13, 2024
YouTubeRoma Darl
6:06
Crossdressing Night Out in Heels Sophie’s Short Skirt …
26.9K views2 months ago
YouTubeCrossdressing Lifestyle
8:23
I dress my husband up as a maid (CrossDressing Story)
8.8K viewsApr 28, 2024
YouTubeAbout TG Life
22:28
How Wearing a Dress Changed My Life at 50 [Cro…
29.1K views10 months ago
YouTubeBoys2Fem
15:56
Sissy Crossdressing 101 | A Beginner’s Guide to Femini…
11.4K views7 months ago
YouTubemaeve sissyverse
1:00
Crossdressing Summer, it's on its way? Time for the Sh…
9.4K viewsMay 9, 2024
YouTubeCrossdressing Lifestyle
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