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Top Rated Videos Tagged with crossdresser, Page 4

500 Dollars (By James Howard) - Crossdresser Furry Comic 2:42
500 Dollars (By James Howard) - Crossdresser Furry Comic
Sissy Gets Fucked Hard with Roomates Home. 17:12
Sissy Gets Fucked Hard with Roomates Home.
Lola Spais Compilation 8:53
Lola Spais Compilation
Femboy Ganyu in cow bikini was fucked 9:28
Femboy Ganyu in cow bikini was fucked
Tgirl Alina Wang teasing in black sheer pantyhose - part 2 11:11
Tgirl Alina Wang teasing in black sheer pantyhose - part 2
Feminized Sissy Bitch Strapon Pegging Fuck Cum Eating Huge Load 14:02
Feminized Sissy Bitch Strapon Pegging Fuck Cum Eating Huge Load
Sissy slut walk unedited 27:47
Sissy slut walk unedited
Cute Femboy Trap Bent over for Huge Dildo 5:38
Cute Femboy Trap Bent over for Huge Dildo
Pegging :3 Fuck my Sweet Femboy and let him Cum 7:58
Pegging :3 Fuck my Sweet Femboy and let him Cum
Femboy Skeleton Bonus Orgasm 2:05
Femboy Skeleton Bonus Orgasm
Sissy School 101: Dressing Up! 15:03
Sissy School 101: Dressing Up!
BEST Self-Sucking & Sissygasm PMV Compilation 2:05
BEST Self-Sucking & Sissygasm PMV Compilation
Sissy femboy neko maid fucked to orgasm 2:55
Sissy femboy neko maid fucked to orgasm
Fucking my femboy for the new year 4:30
Fucking my femboy for the new year
Sissy crossdresser pounded hard on couch! - Ash Steele 18:23
Sissy crossdresser pounded hard on couch! - Ash Steele
Big Dick Tinder Date Fucks Tight Hole 3:46
Big Dick Tinder Date Fucks Tight Hole
Black Teen Boy Fucks Anal Creampie with TS Ladyboy 1st Time 10:30
Black Teen Boy Fucks Anal Creampie with TS Ladyboy 1st Time
Sissy crossdresser Lucy pisses in her chastity cage at sex club toilets. 3:42
Sissy crossdresser Lucy pisses in her chastity cage at sex club toilets.
MAID SISSY CROSSDRESSER CAUGHT PLAYING WITH LADY'S TOYS, LORD GETS ANGRY, BDSM, ANAL, CD, 26:43
MAID SISSY CROSSDRESSER CAUGHT PLAYING WITH LADY'S TOYS, LORD GETS ANGRY, BDSM, AN...
Shadtrap Spraying Cum 1:03
Shadtrap Spraying Cum
Teen Sissy Training And Bisexual Feminization Porn 8:09
Teen Sissy Training And Bisexual Feminization Porn
Sissy exposes herself 18:16
Sissy exposes herself
AB040 Beauty sissy nose hook public remote control 2:21
AB040 Beauty sissy nose hook public remote control
[Custom]Gagged crossdresser in uniform rope tied bondage, guess what's next 20:20
[Custom]Gagged crossdresser in uniform rope tied bondage, guess what's next
shemale public Masturbation 0:33
shemale public Masturbation
bts pov sex with Heather riggs 5:16
bts pov sex with Heather riggs
crossdresser sissy solo dildo play 0:51
crossdresser sissy solo dildo play
Naked crossdress dress up ft. Sissy Valerie 12:30
Naked crossdress dress up ft. Sissy Valerie
Latex sissy had self-bondage and fleshlight + e-stim + prostate milking 1:29
Latex sissy had self-bondage and fleshlight + e-stim + prostate milking
Crossdresser with Grandpa 4:12
Crossdresser with Grandpa
Cute petite neko femboy gets ass fucked 7:55
Cute petite neko femboy gets ass fucked
Kalya the horny futa furry masturbate with her bad dragon sheath until she cum multiple time 8:05
Kalya the horny futa furry masturbate with her bad dragon sheath until she cum mul...
MILF giving a hot Crossdresser Good Oral 4:11
MILF giving a hot Crossdresser Good Oral
Deer Milking 7:40
Deer Milking
Tranny ( Deja Cummins ) takes hard RAW pounding from 12 inch BBC 12:57
Tranny ( Deja Cummins ) takes hard RAW pounding from 12 inch BBC
Cute Crossdresser White High Knee Socks Masturbates With Massage Gun And Cum 1:45
Cute Crossdresser White High Knee Socks Masturbates With Massage Gun And Cum
Best Post Orgasm Torture of All Time! - Luxie Pink 17:30
Best Post Orgasm Torture of All Time! - Luxie Pink
Glamgurlxoxo: Crossdresser sucks 2 guys off 18:22
Glamgurlxoxo: Crossdresser sucks 2 guys off
Domina erotic playing with blonde crossdresser sissy slut pt2 HD 8:06
Domina erotic playing with blonde crossdresser sissy slut pt2 HD
Hot Crossdresser Jerks Off 9:00
Hot Crossdresser Jerks Off
obedient TS maid does what she is told 6:53
obedient TS maid does what she is told
Sissy Gets Fucked by BBC Owner 30:35
Sissy Gets Fucked by BBC Owner
BDSM cum eating 7:25
BDSM cum eating
女装　レースリミテーション　オナニー 0:24
女装　レースリミテーション　オナニー
Paw and Play 9:38
Paw and Play
Hidden Camera Straight Guy Cheats and Fucks Crossdresser 27:43
Hidden Camera Straight Guy Cheats and Fucks Crossdresser
Man Feminized by Girlfriend 2:43
Man Feminized by Girlfriend
Crossdressing Slut Gets Spitroasted 6:55
Crossdressing Slut Gets Spitroasted

Free crossdresser Porn on Shooshtime

Love watching crossdresser porn? You have come to the right place. We feature 418 of the best crossdresser videos you will ever see on the internet. All our porn videos are free to watch, with no registration required, however we always suggest registering as you will be able to take advantage of all the cool features Shooshtime has to offer! Have some of your own crossdresser videos you would love to share? Feel free to upload them and tag this page!