Including results for crossdressing holiday.
Do you want results only for Croossdressing Holiday?
SafeSearch is filtering adult resultsTurn it off
A Fabulous Crossdressing Christmas: Holiday Cheer with Sophie
4:18
A Fabulous Crossdressing Christmas: Holiday Cheer with So…
7.2K viewsDec 20, 2024
YouTubeCrossdressing Lifestyle
Crossdressing On Holiday (My Weekend Break 😎)
13:51
Crossdressing On Holiday (My Weekend Break 😎)
11.5K viewsAug 15, 2024
YouTubeMatilda Maiden
Crossdressing Night Out in Heels Sophie’s Short Skirt Bank Holiday Transformation
6:06
Crossdressing Night Out in Heels Sophie’s Short Skirt Bank Holiday …
39.3K views5 months ago
YouTubeCrossdressing Lifestyle
Christmas Crossdressing (Outdoor Version)
2:20
Christmas Crossdressing (Outdoor Version)
31.1K viewsDec 25, 2024
YouTubestarrynowhere
Crossdresser Wearing Thigh Boots and Xmas Dress
3:42
Crossdresser Wearing Thigh Boots and Xmas Dress
23K views1 month ago
YouTubeDee
Christmas Shopping (Crossdressing)
3:24
Christmas Shopping (Crossdressing)
67.1K viewsDec 15, 2024
YouTubestarrynowhere
Christmas Crossdressing (Indoor Version)
4:11
Christmas Crossdressing (Indoor Version)
41.5K viewsDec 22, 2024
YouTubestarrynowhere
9:35
Office Christmas Party in PANTYHOSE (Crossdressing Story)
4.4K views1 month ago
YouTubeSoft Silky Secrets
2:00
Happy Crossdressing Christmas My lovelies
4 views1 month ago
YouTubeCrossdressing Lifestyle
3:20
Merry Crossdressing Christmas 2024
9.3K viewsDec 25, 2024
YouTubeKelsey Cobalt
4:53
Merry Christmas, Sissies | M2F Affirmations For The Festive Cele…
568 views2 months ago
YouTubeEmma Loves a Dress
3:00
New Christmas Dress - Trans Crossdresser LGBT
2.9K viewsDec 21, 2024
YouTubeemily shadows
13:10
Santa Gift Me Panties for Christmas!👗😍(Crossdressing Stories)
6.5K viewsDec 12, 2024
YouTubeM2F Story
13:18
Santa Gift Panties for Christmas!👙🎀Part 2(Crossdressing S…
4.3K viewsDec 14, 2024
YouTubeM2F Story
13:02
Santa Give Panties for Christmas👰👗Final Part(Crossdressin…
2.5K viewsDec 19, 2024
YouTubeM2F Story
0:25
A Crossdressing Christmas wish @HollyMonroe
2K viewsDec 18, 2024
YouTubeHollyMonroe
18:28
Cruise Nights/Wife Comments
90.5K viewsFeb 9, 2024
YouTubeheidiphox100
5:22
Crossdresser going out at night
66.6K viewsDec 27, 2024
YouTubeInes CD
9:31
Supporting My Husband on His Crossdressing Journey
35.3K viewsFeb 10, 2024
YouTubeAbout TG Life
1:00
Crossdressing Summer, it's on its way? Time for the Short Dress?
10.1K viewsMay 9, 2024
YouTubeCrossdressing Lifestyle
0:18
Dinner is served
6.1K views1 month ago
YouTubeThe World of Anastasia
12:15
Crossdressing Vacation (Caravan Weekend Mini Break)
27.3K viewsSep 28, 2023
YouTubeMatilda Maiden
1:00
Crossdressing Santa have I been Naughty or Nice this year
34.9K viewsDec 11, 2024
YouTubeCrossdressing Lifestyle
1:55
Crossdressing in a pink party dress
19.3K viewsSep 20, 2024
YouTubeSierra Romeo
9:15
10 Joyful Activities Crossdressers Can Do
35.6K viewsAug 21, 2024
YouTubeAbout TG Life
0:16
Crossdresser in Cute Christmas Party Dress #feminization
12.3K views1 month ago
YouTubeJoann Abernathy
1:08
Crossdresser Wears Christmas Bikini SEXY!
9.4K viewsDec 22, 2024
YouTubeCrossdresser Ember
See more videos
Static thumbnail place holder