Crossdressing Porn Videos

Explore 45 videos tagged Crossdressing, sorted by popularity and freshness. Discover the hottest Crossdressing scenes from top tube sources.

Most Viewed This Month

Sissy Katya's throat training 17 min

Sissy Katya's throat training

5K views • Jun 26 • 90.00%
Sissy gets wedgie in public park 4 min

Sissy gets wedgie in public park

2.5K views • Jul 14 • 80.00%
Sex show Chaturbate, TV version 4K, nudist beach, shemale and guy, Gigi and Dave 07-05-2025, p2 76 min

Sex show Chaturbate, TV version 4K, nudist beach, shemale and guy, Gigi and Dave 07-05-2025, p2

100.4K views • Oct 17 • 50.28%
Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p3 25 min

Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p3

41.9K views • Nov 07 • 57.98%
Positive Feminization - Wife discovers crossdresser husband and encourages. crossdressing ENG Audio 17 min

Positive Feminization - Wife discovers crossdresser husband and encourages. crossdressing ENG Audio

30.5K views • Mar 04 • 56.67%
Fun with Gigi and Dave archive, tranny girlfriend and man lovemaking, other story 17 min

Fun with Gigi and Dave archive, tranny girlfriend and man lovemaking, other story

21.5K views • Oct 17 • 83.33%
Veronica's Dirty Games 19 min

Veronica's Dirty Games

20.7K views • Dec 24 • 62.26%
Men Acting Like Women Pegged By Dominatrixes 14 min

Men Acting Like Women Pegged By Dominatrixes

13.8K views • Feb 11 • 77.78%
Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p2 21 min

Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p2

12.9K views • Nov 13 • 54.84%
College femboy slut gags and bounces loudly on cock - 10/20min 10 min

College femboy slut gags and bounces loudly on cock - 10/20min

11.3K views • Jan 29 • 89.09%
Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p4 24 min

Nudist beach Chaturbate sex show gigindave shemale girlfriend public encounter Mobile 4K 20250519 p4

11.2K views • Apr 17 • 63.64%
Feminized sissy out for a walk 17 min

Feminized sissy out for a walk

10.1K views • Nov 01 • 90.11%
Pornhub femboy dildo play 7 min

Pornhub femboy dildo play

8.5K views • Jan 21 • 93.14%
Sissy crossdresser slut loves a good anal pounding 11 min

Sissy crossdresser slut loves a good anal pounding

8.3K views • Jan 12 • 94.74%
Enjoying a nice big dildo deep in my sissy ass 8 min

Enjoying a nice big dildo deep in my sissy ass

7.7K views • Jan 10 • 92.45%
Best Anal Belly Bulge Compilation - Try Not To Cum! 13 min

Best Anal Belly Bulge Compilation - Try Not To Cum!

7.1K views • May 29 • 93.18%
Sissy Katya's throat training 17 min

Sissy Katya's throat training

5K views • Jun 26 • 90.00%
JAPANESE FEMBOY HARD SQUIRTS LIKE A GIRL 7 min

JAPANESE FEMBOY HARD SQUIRTS LIKE A GIRL

4.3K views • Apr 01 • 94.44%
Crossdresser takes a long walk 16 min

Crossdresser takes a long walk

3.4K views • Jan 21 • 66.67%
假鸡巴在她的直肠飘移过弯 10 min

假鸡巴在她的直肠飘移过弯

3.2K views • Feb 21 • 100.00%
The red 3 min

The red

2.7K views • Feb 28 • 92.00%
Crossdresser walks through the forest 7 min

Crossdresser walks through the forest

2.6K views • Nov 23 • 78.57%
Sissy gets wedgie in public park 4 min

Sissy gets wedgie in public park

2.5K views • Jul 14 • 80.00%
Sissy Aubrey Cum While Fucked and Caged 12 min

Sissy Aubrey Cum While Fucked and Caged

2.5K views • Feb 06
trans girl fucks herself in her new lingerie, sissygasms for you in a gentle morning wakeup 12 min

trans girl fucks herself in her new lingerie, sissygasms for you in a gentle morning wakeup

2.4K views • Dec 09 • 70.00%
Crossdressing Twink plays with Bad Dragon dildos 22 min

Crossdressing Twink plays with Bad Dragon dildos

2.1K views • Dec 16 • 66.67%
Femboy Ass-sassin is coming 5 min

Femboy Ass-sassin is coming

1.9K views • Apr 26 • 94.29%
Visible thong line at the gym 3 min

Visible thong line at the gym

1.9K views • Oct 30 • 93.33%
femboy anal squirting and intense dildo fuck 4 min

femboy anal squirting and intense dildo fuck

1.9K views • May 24 • 100.00%
【自宅で静かに】赤いセクシーな衣装【疑似SEXディルドオナニー】 11 min

【自宅で静かに】赤いセクシーな衣装【疑似SEXディルドオナニー】

1.8K views • Dec 23 • 85.71%
Wish you were here!! (part 3) 13 min

Wish you were here!! (part 3)

1.8K views • Jan 14 • 100.00%
I love a cock deep in my ass 8 min

I love a cock deep in my ass

1.7K views • Jan 23 • 97.62%
Crossdressing Sissy Fag Slut Wants a Daddy 10 min

Crossdressing Sissy Fag Slut Wants a Daddy

1.6K views • May 19 • 86.67%
Sissy Story - Its Not Gay If You Dress Up Girly [Erotic Audio] [ASMR] [F4M] [Sissy] [Crossdressing] 6 min

Sissy Story - Its Not Gay If You Dress Up Girly [Erotic Audio] [ASMR] [F4M] [Sissy] [Crossdressing]

1.6K views • Dec 03 • 87.50%
sissy slut anal compilation, lots of sissygasm's 7 min

sissy slut anal compilation, lots of sissygasm's

1.6K views • Jan 03 • 90.91%
Stupid sissy trains until they SQUIRT! 18 min

Stupid sissy trains until they SQUIRT!

1.5K views • Dec 28 • 100.00%
I cant believe I uploaded this unedited 10 min

I cant believe I uploaded this unedited

1.5K views • Feb 19 • 85.71%
Arry P does not miss 17 min

Arry P does not miss

1.4K views • May 23 • 87.50%