Crossdressing videos

Browse the most popular crossdressing videos in HD, ranked by views and updated regularly. Pick a video to watch it online, or try another tag to discover more.

DASS-731 "Female submission"♂ Impregnating a delinquent boy bought with money! Kana Hiiragi

DASS-731 "Female submission"♂ Impregnating a delinquent boy bought with money! Kana Hiiragi

12:22 · 32,150 views
Sissy Time with Horny Crossdresser Needing Bareback Cock

Sissy Time with Horny Crossdresser Needing Bareback Cock

5:53 · 28,708 views
Femboy in chastity gets fisted by ftm boy and cums hard

Femboy in chastity gets fisted by ftm boy and cums hard

2:15 · 24,955 views
Peyton Horny Big Ass Crossdress Gets Bareback Dick

Peyton Horny Big Ass Crossdress Gets Bareback Dick

5:59 · 19,970 views
Spun fun

Spun fun

6:37 · 17,551 views
Big Cock Femboy Self Facial 10+ Cum Squirts

Big Cock Femboy Self Facial 10+ Cum Squirts

2:48 · 17,049 views
Femdoms Love Sissifying Worthless Submissive

Femdoms Love Sissifying Worthless Submissive

6:00 · 14,699 views
SISSY PRINCESS

SISSY PRINCESS

3:29 · 13,238 views
My girlfriend and I indulge in some kinky fetish play in my crossdressing diary

My girlfriend and I indulge in some kinky fetish play in my crossdressing diary

76:18 · 13,240 views
JPN Crossdresser

JPN Crossdresser

1:06 · 11,188 views
Rough Femdoms Pee On Masturbing Sub

Rough Femdoms Pee On Masturbing Sub

6:00 · 10,903 views
Femboy Cumshot Compilation 2

Femboy Cumshot Compilation 2

8:15 · 9,741 views
Crossdresser in wife’s lingerie caught by friend and fucked

Crossdresser in wife’s lingerie caught by friend and fucked

6:27 · 9,735 views
[FayGrey] [Dragon Ball Z girls. Futa hero. Anal Destruction Pt.1] (Joi Cei Sissygasm AssDestruction Chastity Sph Femdom Crossdressing Breathplay ForcedImpreg Degradation)

[FayGrey] [Dragon Ball Z girls. Futa hero. Anal Destruction Pt.1] (Joi Cei Sissygasm AssDestruction Chastity Sph Femdom Crossdressing Breathplay ForcedImpreg Degradation)

26:40 · 9,197 views
[FayGrey] [Sakurajima Mai is worth taking a dick for] (Joi Cei Tease Bi-motivation Sissification Crossdressing Anal Self-facial)

[FayGrey] [Sakurajima Mai is worth taking a dick for] (Joi Cei Tease Bi-motivation Sissification Crossdressing Anal Self-facial)

27:02 · 9,132 views
cute crossdressing twink edges and jerks off (first person perspective)

cute crossdressing twink edges and jerks off (first person perspective)

12:53 · 8,999 views
Uniformed femdom kicking panties wearing sub

Uniformed femdom kicking panties wearing sub

5:54 · 7,641 views
Glam Babe Pissed On

Glam Babe Pissed On

10:06 · 6,447 views
Bride in dressing room

Bride in dressing room

1:06 · 6,204 views
New Cuckold Laws PSA

New Cuckold Laws PSA

3:18 · 5,794 views
Kinky Wife Toys Her Crossdressing Husbands Ass With A Dildo

Kinky Wife Toys Her Crossdressing Husbands Ass With A Dildo

3:27 · 4,776 views
Glam Babe Sucks Sissy

Glam Babe Sucks Sissy

10:06 · 4,696 views
CFNM femdom MILF in lingerie pegs crossdressing sissy

CFNM femdom MILF in lingerie pegs crossdressing sissy

8:20 · 4,660 views
Femboy Cumshot Compilation 2

Femboy Cumshot Compilation 2

8:15 · 4,118 views