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Search » Sissy Crossdresser Videos » (299)

'Fisting my sissy sub'
'Fisting my sissy sub'
2022-11-03 00:00:00
RedTube
4:58
Crossdresser Giantess Dock Rampage preview (full 14 min video available)
Crossdresser Giantess Dock Rampage preview (full 14 min video available)
2020-04-22 00:00:00
PornHub
1:35
Curvy crossdresser showed off big boobs to some strangers in public
Curvy crossdresser showed off big boobs to some strangers in public
2023-03-30 00:00:00
PornHub
2:11
teasing sissy hubby. camera went down at the end
teasing sissy hubby. camera went down at the end
2021-09-28 00:00:00
PornHub
2:56
'Her Big Ass on Her Sissy Bitch Face'
'Her Big Ass on Her Sissy Bitch Face'
2022-11-01 00:00:00
RedTube
1:47
Cute Sissy Swallowing Cum and Jerking Off for Me
Cute Sissy Swallowing Cum and Jerking Off for Me
2023-07-23 00:00:00
PornHub
1:04
Throat fucking my sissy boy/OnlyFans @missskittykatt
Throat fucking my sissy boy/OnlyFans @missskittykatt
2023-05-15 00:00:00
PornHub
0:17
Sissy teasing ass play with wife’s strap on
Sissy teasing ass play with wife’s strap on
2022-10-14 00:00:00
PornHub
2:28
Sissy 12” BWC training
Sissy 12” BWC training
2021-11-15 00:00:00
PornHub
1:34
Blonde Sissy Student in Glasses Deepthroats Daddies Big Fat Cock
Blonde Sissy Student in Glasses Deepthroats Daddies Big Fat Cock
2022-06-20 00:00:00
PornHub
3:24
Cuckold sissy husband getting off watching wife with BBC bul
Cuckold sissy husband getting off watching wife with BBC bul
2023-03-18 00:00:00
SunPorno
14:10
Sissy whore with no anal limits
Sissy whore with no anal limits
2022-06-18 00:00:00
PornHub
2:28
Sissy Rachel Plays with her BBC Dildo
Sissy Rachel Plays with her BBC Dildo
2020-10-23 00:00:00
PornHub
1:29
Sissy spouse has demolished ejaculation then eats his jism off my feet|1::Big jugs,6::Amateur,16::Mature,17::Fetish,26::Blonde,38::HD,46::Verified Ama
Sissy spouse has demolished ejaculation then eats his jism off my feet|1::Big jugs,6::Amateur,16::Mature,17::Fetish,26::Blonde,38::HD,46::Verified Ama
2019-10-20 00:00:00
RedTube
7:55
Crossdresser anal sex dildo toy
Crossdresser anal sex dildo toy
2023-01-28 00:00:00
PornHub
23:47
'Emo Stepmom Episode 3 Sissy Crossdresser Brainwashing Feminization Make Over For Stepson With JOI'
'Emo Stepmom Episode 3 Sissy Crossdresser Brainwashing Feminization Make Over For Stepson With JOI'
2022-05-13 00:00:00
RedTube
19:44
Sissy Husband gets Feminized and Pegged with my huge Strapon Dildo
Sissy Husband gets Feminized and Pegged with my huge Strapon Dildo
2022-08-12 00:00:00
PornHub
11:27
'Caged sissy slut get the strapon fuck and sissygasm'
'Caged sissy slut get the strapon fuck and sissygasm'
2021-07-21 00:00:00
RedTube
7:43
My old video - sissy flower
My old video - sissy flower
2022-08-26 00:00:00
PornHub
1:26
Locktober, Putting the sissy hubby in a 8 inch strap on so i can fuck a big dick
Locktober, Putting the sissy hubby in a 8 inch strap on so i can fuck a big dick
2021-10-06 00:00:00
PornHub
10:32
Pink sissy dance
Pink sissy dance
2020-01-27 00:00:00
PornHub
3:50
Chastity Sissy Pegging
Chastity Sissy Pegging
2022-12-16 00:00:00
xHamster
0:48
Creampie compilation eating hot wife sex bbc interracial chastity sissy strapon and cum eating cucks
Creampie compilation eating hot wife sex bbc interracial chastity sissy strapon and cum eating cucks
2022-10-03 00:00:00
PornHub
1:18
Mistress Cathy Sissy Strapon.humiliation
Mistress Cathy Sissy Strapon.humiliation
2020-02-13 00:00:00
xHamster
1:01

Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon, Pegging, Femdom, CD
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon, Pegging, Femdom, CD
2021-12-05 00:00:00
PornHub
5:13
'Letting sissy hubby feel my fucked pussy, while Scissoring his tiny cock'
'Letting sissy hubby feel my fucked pussy, while Scissoring his tiny cock'
2022-01-04 00:00:00
RedTube
12:37
Sissy Charlotte gets flogged and Electro stim on her cock
Sissy Charlotte gets flogged and Electro stim on her cock
2021-10-09 00:00:00
PornHub
8:30
'Gangbang Cuckold Creampie eating sissy cuckold watches hot Wife Sex With Bbc Interracial while Sissy Cuck watches her fuckHer'
'Gangbang Cuckold Creampie eating sissy cuckold watches hot Wife Sex With Bbc Interracial while Sissy Cuck watches her fuckHer'
2022-10-07 00:00:00
RedTube
1:18
Sissy and domina share 18" dual ender fake penis
Sissy and domina share 18" dual ender fake penis
2018-08-28 00:00:00
RedTube
1:00
Sissy humiliation and pegging
Sissy humiliation and pegging
2022-08-12 00:00:00
PornHub
20:00
CAM SISSY COCKSUCKER FOR ELLIE IDOL (slut training pov)
CAM SISSY COCKSUCKER FOR ELLIE IDOL (slut training pov)
2022-09-25 00:00:00
PornHub
8:49
Crossdresser friend getting fucked by BBC
Crossdresser friend getting fucked by BBC
2022-12-07 00:00:00
PornHub
0:59
Sissy Lyann Smoking For Master
Sissy Lyann Smoking For Master
2020-11-03 00:00:00
PornHub
1:56
'Crossdresser Isa LaCrux Sucking her not her Dad at a Filthy Party'
'Crossdresser Isa LaCrux Sucking her not her Dad at a Filthy Party'
2022-01-01 00:00:00
RedTube
6:32
Jerk off instructions for you, little anal sissy
Jerk off instructions for you, little anal sissy
2020-09-28 00:00:00
SunPorno
12:12
Chubby crossdresser bounces on her toys
Chubby crossdresser bounces on her toys
2021-11-23 00:00:00
PornHub
26:22
Mistress in leather legging fucking a sissy with big strapon
Mistress in leather legging fucking a sissy with big strapon
2022-02-01 00:00:00
PornHub
10:58
I Suck, Fuck and Wank my crossdresser friend
I Suck, Fuck and Wank my crossdresser friend
2020-03-30 00:00:00
RedTube
6:38
My boyfriend fuck me harder Me Emma crossdresser I am Happy
My boyfriend fuck me harder Me Emma crossdresser I am Happy
2022-08-04 00:00:00
PornHub
1:13
'Die Herrin penetriert dich im Catsuit mit dem xxl dildo dirty talk sissy erziehung '
'Die Herrin penetriert dich im Catsuit mit dem xxl dildo dirty talk sissy erziehung '
2022-09-30 00:00:00
RedTube
4:00
Kayla Tee Amateur Crossdresser Tease and Anal fun with close-up
Kayla Tee Amateur Crossdresser Tease and Anal fun with close-up
2021-09-25 00:00:00
PornHub
8:13
'Exclusive Full version of Sissy Schoolgirl in the Chastity Cage was Fucked with a Huge Dildo'
'Exclusive Full version of Sissy Schoolgirl in the Chastity Cage was Fucked with a Huge Dildo'
2022-11-12 00:00:00
RedTube
10:17
'Carolyn Reese Is Hot Wife who cuckolds sissy who is locked in Chastity And makes you watch while she fucks big cocks creampie'
'Carolyn Reese Is Hot Wife who cuckolds sissy who is locked in Chastity And makes you watch while she fucks big cocks creampie'
2021-11-20 00:00:00
RedTube
1:28
'Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch Femdom'
'Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch Femdom'
2021-06-24 00:00:00
RedTube
7:12
'Hot wife gets fucked by BBC interracial creampie eating while sissy SPH husband watches locked in chastity sissy strapon'
'Hot wife gets fucked by BBC interracial creampie eating while sissy SPH husband watches locked in chastity sissy strapon'
2022-09-30 00:00:00
RedTube
1:58
PEE and CUM for me while FUCKING your SISSY ASS
PEE and CUM for me while FUCKING your SISSY ASS
2022-12-05 00:00:00
PornHub
13:30
'Sissy Cums On Dildo'
'Sissy Cums On Dildo'
2022-05-19 00:00:00
RedTube
15:02
'Eva Notty with huge Natural Tits In Cuckold Pussy Creampie Eating Chastity Hot Sissy Playing With Big Cock SPH while getting'
'Eva Notty with huge Natural Tits In Cuckold Pussy Creampie Eating Chastity Hot Sissy Playing With Big Cock SPH while getting'
2022-05-29 00:00:00
RedTube
1:34
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