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Sissy: 4175 Movies, sorted by Popularity

Tatiany Loves Her Dildo

Tatiany Loves Her Dildo

03:01
Sissy with 2 men

Sissy with 2 men

04:22
Sissy Satifaction by Leilabe

Sissy Satifaction by Leilabe

04:49
Flirt, Wiggle and Find a Cock...You Sissy Cumslut

Flirt, Wiggle and Find a Cock...You Sissy Cumslut

10:26
Crossdresser sissy gets cbt tt

Crossdresser sissy gets cbt tt

05:05
Oral Training

Oral Training

11:53
Academy for sissies

Academy for sissies

54:39
Sissy Swap Tales Super Sissy 1

Sissy Swap Tales Super Sissy 1

13:02
CD fucks hot MILF doggy till she Squirts

CD fucks hot MILF doggy till she Squirts

06:46
sissy needs a daddy

sissy needs a daddy

04:54
Glam hoe pissed on by sissy

Glam hoe pissed on by sissy

10:08
Crossdresser Captured And Dominated By Three Mistresses

Crossdresser Captured And Dominated By Three Mistresses

14:11
Cross fucked

Cross fucked

10:19
Sissy slut training hipnotic

Sissy slut training hipnotic

05:01
Sissy Training Crossdresser Humiliation

Sissy Training Crossdresser Humiliation

03:15
Interracial bbc sissy anal hypno

Interracial bbc sissy anal hypno

03:35
Crossdresser Cuts

Crossdresser Cuts

03:21
Sissy eXtreme II

Sissy eXtreme II

02:28
Sissy Laura - Cumming With A BBC In My Ass (Cumshot - Shorter Version)

Sissy Laura - Cumming With A BBC In My Ass (Cumshot - Shorter Version)

00:19
Sissys

Sissys

04:03
Hot crossdresser doesnt get to say no to take black cock

Hot crossdresser doesnt get to say no to take black cock

11:33
Femdom wife fucks sissy crossdresser

Femdom wife fucks sissy crossdresser

06:10
Hot Pegging Strapon Fem Sissy Fucked Doggystyle

Hot Pegging Strapon Fem Sissy Fucked Doggystyle

05:00
Sissy factory

Sissy factory

06:12
Distraction while riding a dildo,

Distraction while riding a dildo,

00:30
Become a blonde slut girl

Become a blonde slut girl

19:56
Caged Sissy

Caged Sissy

07:23
MF Sissy Training SEXY CD

MF Sissy Training SEXY CD

03:30
Femdom Pegging - Sissy boy gets fucked by girlfriend

Femdom Pegging - Sissy boy gets fucked by girlfriend

10:22
Sissy fucking compilation 2

Sissy fucking compilation 2

35:32
Sissy suck 2

Sissy suck 2

04:57
Cute Sissy Ass Crossdresser Hard Fuck JADE (Full Video)

Cute Sissy Ass Crossdresser Hard Fuck JADE (Full Video)

05:39
magic sissy 1

magic sissy 1

03:02
polish mistress sissy trainer vol 4 shemale porn shemales tranny porn trannies ladyboy ladyboys ts t

polish mistress sissy trainer vol 4 shemale porn shemales tranny porn trannies ladyboy ladyboys ts t

04:36
Sissy faggot

Sissy faggot

07:09
mature whore crossdresser mariko hot blowjob

mature whore crossdresser mariko hot blowjob

06:13
upskirts on the stairs 06

upskirts on the stairs 06

05:46
Hairy Sissy Playing with Cock and Cum by TROC

Hairy Sissy Playing with Cock and Cum by TROC

02:16
Cock sucking sissy trainer: Rude Boy edition

Cock sucking sissy trainer: Rude Boy edition

03:47
Latin Shemale Fucks Sissy Boy Asshole

Latin Shemale Fucks Sissy Boy Asshole

10:30
Kalina Proud To Be A Kinky Smoking Slut

Kalina Proud To Be A Kinky Smoking Slut

09:06
cheatig wife give blowjob and get fucked doggy by sexy tan transexual

cheatig wife give blowjob and get fucked doggy by sexy tan transexual

15:25
Sissy slut Becky does a photo for a friend

Sissy slut Becky does a photo for a friend

02:59
Mandy PVC Tranny Tart

Mandy PVC Tranny Tart

00:45
Femdom mistress and sissy

Femdom mistress and sissy

09:33
Cyndee and Wendy Jane Sissy Outdoor Fun

Cyndee and Wendy Jane Sissy Outdoor Fun

04:20
mistress wanking sissy in frilly panties

mistress wanking sissy in frilly panties

07:28
Giant fucking strapon

Giant fucking strapon

15:33
Sissy Dream 3

Sissy Dream 3

26:14
Man become a princess

Man become a princess

14:44
Crossdresser sluts in nylon panties go crazy for big cock blowjob sixtynine and cumshot

Crossdresser sluts in nylon panties go crazy for big cock blowjob sixtynine and cumshot

11:26
Hoe gets licked and fucked by sissy

Hoe gets licked and fucked by sissy

07:00
Teen Crossdresser and Tranny GFs!

Teen Crossdresser and Tranny GFs!

03:06
asian sissy cumming

asian sissy cumming

00:41
Sissy Boy Training

Sissy Boy Training

04:08
Sissy strapon

Sissy strapon

04:59
Tranny Fuck

Tranny Fuck

05:21
Castrated sissy at the nude beach

Castrated sissy at the nude beach

00:55
sissy Gadar

sissy Gadar

04:27
Mature Mariko blowjob and facial cumshots by lucky oldman.

Mature Mariko blowjob and facial cumshots by lucky oldman.

05:19
Mandy Smoke Fetish Tart

Mandy Smoke Fetish Tart

03:55
I am Sissy Bitch

I am Sissy Bitch

05:09
sissy y su novia

sissy y su novia

02:57
Crossdresser Sex Fun

Crossdresser Sex Fun

22:58
Sissy Boy's Story by Cezar73

Sissy Boy's Story by Cezar73

05:04
A Sissy life

A Sissy life

11:17
2 Lesbians sissy boy playing sex for fun

2 Lesbians sissy boy playing sex for fun

49:35
Daddy's Sissies

Daddy's Sissies

26:26
Cute Asian Crossdresser Triss Goth 2

Cute Asian Crossdresser Triss Goth 2

20:37
Horny boy breeding sissy's hole

Horny boy breeding sissy's hole

10:34
sissy cuckold transformation

sissy cuckold transformation

10:17
Crossdressing Sissy pegged by girlfriend

Crossdressing Sissy pegged by girlfriend

04:34
Slut fucks loser sissy

Slut fucks loser sissy

10:06
sissies being degraded

sissies being degraded

00:02
Super cute and pretty teenager ladyboy very sissy with a mushroom head cock wank and cum

Super cute and pretty teenager ladyboy very sissy with a mushroom head cock wank and cum

17:13
you have a small penis

you have a small penis

04:12
Mature cd loves dildo fuck.

Mature cd loves dildo fuck.

17:04
Sissy Overload

Sissy Overload

04:36
Sissy gets Strapon punishment

Sissy gets Strapon punishment

08:23
sissy eve cocksucking slut

sissy eve cocksucking slut

01:00
I Am Candy Slut

I Am Candy Slut

02:37
Happy Valentines from c2cmaster and my sissies

Happy Valentines from c2cmaster and my sissies

13:58
You will be a sissy faggot - hypno

You will be a sissy faggot - hypno

03:38
mistress wanking nylon sissy slut

mistress wanking nylon sissy slut

00:39
my sissy phat ass

my sissy phat ass

01:14
Huge Penis Plug and XXXL Butt Plug in Crotchless Panties and Stockings

Huge Penis Plug and XXXL Butt Plug in Crotchless Panties and Stockings

05:58
Sissy Jennifer used by mistress rita's friend

Sissy Jennifer used by mistress rita's friend

06:36
Sissy Dildo Slave 13

Sissy Dildo Slave 13

18:22
Sissy Fag Trainer

Sissy Fag Trainer

07:22
Men Acting Like Women Pegged By Dominatrixes

Men Acting Like Women Pegged By Dominatrixes

15:14
Trans, sissy, playthings

Trans, sissy, playthings

17:13
My Sissy Trainer - Hypnotic Sissy Trainer

My Sissy Trainer - Hypnotic Sissy Trainer

04:57
Big Beautiful Sissy Diane Smoke Slut

Big Beautiful Sissy Diane Smoke Slut

02:10
Crossdressing sissy facing a dominatrix

Crossdressing sissy facing a dominatrix

06:01
Sissy masturbating and fingering

Sissy masturbating and fingering

07:08
Sissy Vickie Fucks Her Throat and Sprays Her Face

Sissy Vickie Fucks Her Throat and Sprays Her Face

15:03
Sissy Faggot Smokes For His Master

Sissy Faggot Smokes For His Master

05:25
Sissy fem fucked

Sissy fem fucked

08:55
Multiple cum in stockings fucking dildo no hands

Multiple cum in stockings fucking dildo no hands

04:23
Crossdresser amateur cums

Crossdresser amateur cums

05:37
My 2 sissys cummin together

My 2 sissys cummin together

00:49
Sissy serves man

Sissy serves man

14:23
Super Hot Big Titty Crossdresser Sissy Goddess Part 1

Super Hot Big Titty Crossdresser Sissy Goddess Part 1

11:27
Sissy Hypno Brainwashing

Sissy Hypno Brainwashing

02:19
sissy slut in the beach with C string and rosebud

sissy slut in the beach with C string and rosebud

14:44
Soloman - Sissy Trainer Vol. 3

Soloman - Sissy Trainer Vol. 3

03:25
Hot Sissy Girl Livia Gets Fucked

Hot Sissy Girl Livia Gets Fucked

10:18
Brihanna & Carolain two hot TGirls

Brihanna & Carolain two hot TGirls

11:44
Sissy Cock Sucker.

Sissy Cock Sucker.

08:13
German mistress Silvia trains her sissy maid

German mistress Silvia trains her sissy maid

01:41:04
Mature sissy couple loves blowjob, fist and double fist

Mature sissy couple loves blowjob, fist and double fist

10:08
BBW Sissy - Sucking my dildo

BBW Sissy - Sucking my dildo

02:29
Feminization, sissy and crossdressing

Feminization, sissy and crossdressing

01:16
I make my sissy husband suck my strapon

I make my sissy husband suck my strapon

03:48
Humiliated by Sissy Sandra

Humiliated by Sissy Sandra

05:21
better then my husband!! hot wife makes love to a transexual deep creampie

better then my husband!! hot wife makes love to a transexual deep creampie

10:06
Sissy crossdresser maid in uniform and latex uses fucking machine

Sissy crossdresser maid in uniform and latex uses fucking machine

08:57
Sissy whore sent to please neighbor by her Mistress

Sissy whore sent to please neighbor by her Mistress

18:03
Jeniffer´s wedding dress masturbation

Jeniffer´s wedding dress masturbation

06:04
Strapon the sissy

Strapon the sissy

08:34