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Sissy: 2058 Movies, sorted by Date

Sissy Swap Tales Super Sissy 1

Sissy Swap Tales Super Sissy 1

13:02
Skinny Sissy ride her Monster Dildo and cum

Skinny Sissy ride her Monster Dildo and cum

05:05
Horny boy breeding sissy's hole

Horny boy breeding sissy's hole

10:34
A Sissy life

A Sissy life

11:17
Sissy Love 4

Sissy Love 4

11:17
Sissy masturbating and fingering

Sissy masturbating and fingering

07:08
Brihanna & Carolain two hot TGirls

Brihanna & Carolain two hot TGirls

11:44
Hot crossdresser doesnt get to say no to take black cock

Hot crossdresser doesnt get to say no to take black cock

11:33
Man become a princess

Man become a princess

14:44
Tranny Goth Sucks on a Big Hard Cock

Tranny Goth Sucks on a Big Hard Cock

11:07
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
Cross fucked

Cross fucked

10:19
I am Sissy Bitch

I am Sissy Bitch

05:09
Rachel Samantha Love BBC

Rachel Samantha Love BBC

11:10
Sissy Fag Trainer

Sissy Fag Trainer

07:22
Sissy gets Strapon punishment

Sissy gets Strapon punishment

08:23
annalicious88 smoking and exposing like sissy whore

annalicious88 smoking and exposing like sissy whore

06:44
mature whore crossdresser mariko hot blowjob

mature whore crossdresser mariko hot blowjob

06:13
Ass fucking with huge black dildo!

Ass fucking with huge black dildo!

06:57
oh yes my sissy bitch!! fuck my pussy and fill me up, huge creampie

oh yes my sissy bitch!! fuck my pussy and fill me up, huge creampie

10:40
sissy cuckold transformation

sissy cuckold transformation

10:17
Femdom Pegging - Sissy boy gets fucked by girlfriend

Femdom Pegging - Sissy boy gets fucked by girlfriend

10:22
Mature sissy couple loves blowjob, fist and double fist

Mature sissy couple loves blowjob, fist and double fist

10:08
Kalina Proud To Be A Kinky Smoking Slut

Kalina Proud To Be A Kinky Smoking Slut

09:06
Sissy Maid Blackmailed

Sissy Maid Blackmailed

07:35
Hot Pegging Strapon Fem Sissy Fucked Doggystyle

Hot Pegging Strapon Fem Sissy Fucked Doggystyle

05:00
Crossdresser Captured And Dominated By Three Mistresses

Crossdresser Captured And Dominated By Three Mistresses

14:11
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 factory

Sissy factory

06:12
Rub it Like a Girl JOI

Rub it Like a Girl JOI

09:57
real sissy in chastity outdoor

real sissy in chastity outdoor

11:23
Sissy Boy's Story by Cezar73

Sissy Boy's Story by Cezar73

05:04
real sissy full in chastity

real sissy full in chastity

13:34
Femdom spanks and tortures naughty blonde sissy with huge strapon cock

Femdom spanks and tortures naughty blonde sissy with huge strapon cock

08:42
Embrace Your Destiny Sissy Popper Trainer

Embrace Your Destiny Sissy Popper Trainer

12:46
Femdom mistress and sissy

Femdom mistress and sissy

09:33
Pegging CD by sexy hot female strap-on wearing lingerie and panties

Pegging CD by sexy hot female strap-on wearing lingerie and panties

10:26
upskirts on the stairs 06

upskirts on the stairs 06

05:46
Glam babe sucks off a blonde sissy

Glam babe sucks off a blonde sissy

10:07
Glam hoe pissed on by sissy

Glam hoe pissed on by sissy

10:08
Glam clothed hoe rides sissys cock

Glam clothed hoe rides sissys cock

10:08
real sissy slut anal in chastity cage

real sissy slut anal in chastity cage

14:50
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
Hoe gets licked and fucked by sissy

Hoe gets licked and fucked by sissy

07:00
Classsy hoe sucks and tugs sissy

Classsy hoe sucks and tugs sissy

07:00
Sissy slut training hipnotic

Sissy slut training hipnotic

05:01
Sissy Cock Sucker.

Sissy Cock Sucker.

08:13
What It Takes To Be A Sissy

What It Takes To Be A Sissy

10:49
Femdom wife fucks sissy crossdresser

Femdom wife fucks sissy crossdresser

06:10
Sissy Encouragement. Pm Vol. 84

Sissy Encouragement. Pm Vol. 84

11:42
Crossdress!

Crossdress!

10:17
Submissive sissy slut training

Submissive sissy slut training

05:55
Sissy Training Volume 4 - Daddy's Home

Sissy Training Volume 4 - Daddy's Home

05:47
CD fucks hot MILF doggy till she Squirts

CD fucks hot MILF doggy till she Squirts

06:46
mistress wanking sissy in frilly panties

mistress wanking sissy in frilly panties

07:28
Sissy Boy Punished Hard

Sissy Boy Punished Hard

08:19
Oral Training

Oral Training

11:53
Sissy Vickie Sucks Her Dildo & Fucks Her Ass

Sissy Vickie Sucks Her Dildo & Fucks Her Ass

13:29
Latin Shemale Fucks Sissy Boy Asshole

Latin Shemale Fucks Sissy Boy Asshole

10:30
Prisoner sucking a crossdresser sissy

Prisoner sucking a crossdresser sissy

06:01
Crossdressing sissy facing a dominatrix

Crossdressing sissy facing a dominatrix

06:01
Dreamscape Sissy training

Dreamscape Sissy training

10:20
Flirt, Wiggle and Find a Cock...You Sissy Cumslut

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

10:26
Humiliated by Sissy Sandra

Humiliated by Sissy Sandra

05:21
Sissy tart

Sissy tart

11:12
Sissy serves man

Sissy serves man

14:23
Tatiany Loves BBC

Tatiany Loves BBC

08:03
Caged Sissy

Caged Sissy

07:23
Tranny Fuck

Tranny Fuck

05:21
Daddy plays with his Sissy Gril

Daddy plays with his Sissy Gril

05:41
sissy takes it raw!

sissy takes it raw!

07:44
Sissy slut spit roasted and cums in sexy white panties

Sissy slut spit roasted and cums in sexy white panties

14:53
Sissy faggot

Sissy faggot

07:09
Sissy Faggot Smokes For His Master

Sissy Faggot Smokes For His Master

05:25
Slut fucks loser sissy

Slut fucks loser sissy

10:06
Mature Mariko blowjob and facial cumshots by lucky oldman.

Mature Mariko blowjob and facial cumshots by lucky oldman.

05:19
Jeniffer´s wedding dress masturbation

Jeniffer´s wedding dress masturbation

06:04
Strapon the sissy

Strapon the sissy

08:34
Sissy crossdresser maid in uniform and latex uses fucking machine

Sissy crossdresser maid in uniform and latex uses fucking machine

08:57
sissy slut in the beach with C string and rosebud

sissy slut in the beach with C string and rosebud

14:44
Hot Sissy Girl Livia Gets Fucked

Hot Sissy Girl Livia Gets Fucked

10:18
Slut gets pissed on by sissy

Slut gets pissed on by sissy

07:00
Crossdresser gets Strap on by FemDom

Crossdresser gets Strap on by FemDom

10:40
Sissy Spanked Over The Hood Of Car

Sissy Spanked Over The Hood Of Car

05:26
Sissy Jennifer used by mistress rita's friend

Sissy Jennifer used by mistress rita's friend

06:36
Sissy fem fucked

Sissy fem fucked

08:55
Cute Sissy Ass Crossdresser Hard Fuck JADE (Full Video)

Cute Sissy Ass Crossdresser Hard Fuck JADE (Full Video)

05:39
Crossdresser amateur cums

Crossdresser amateur cums

05:37
Dominatrix ruling over useless sissys

Dominatrix ruling over useless sissys

05:05
Hyp Sissy Slut Voices

Hyp Sissy Slut Voices

06:27
Sissyfied sub spunks on FEMDOM dom boots too early

Sissyfied sub spunks on FEMDOM dom boots too early

08:00
Crossdresser sissy gets cbt tt

Crossdresser sissy gets cbt tt

05:05
Happy Valentines from c2cmaster and my sissies

Happy Valentines from c2cmaster and my sissies

13:58
Super Hot Big Titty Crossdresser Sissy Goddess Part 1

Super Hot Big Titty Crossdresser Sissy Goddess Part 1

11:27
Sissy ladyboy Sarah SeaSol Jaegyun Schwartz tugging at her

Sissy ladyboy Sarah SeaSol Jaegyun Schwartz tugging at her

13:10
Sissy with short and sneakers come home horny

Sissy with short and sneakers come home horny

11:08
ts_kbby as the teacher in black stilettos

ts_kbby as the teacher in black stilettos

10:39
anal and creampie with slutty t-girl

anal and creampie with slutty t-girl

14:09
Adorable Cute Femboy Cums from jerking off and eats her own cum

Adorable Cute Femboy Cums from jerking off and eats her own cum

11:26
voluptuous college shemale strokes cock and toys ass on cam

voluptuous college shemale strokes cock and toys ass on cam

12:19
Transsexual Babe Solo For The Fans

Transsexual Babe Solo For The Fans

10:11
Happy Valentine Day with bow around my cock and red lingerie

Happy Valentine Day with bow around my cock and red lingerie

12:41
My Video 235

My Video 235

12:30
My Video 217

My Video 217

12:03
Green hair femboy very thick massive cock webcam

Green hair femboy very thick massive cock webcam

11:10
Pt1 Big tits anal

Pt1 Big tits anal

12:58
hot sissy Angelika dildoing and cumming

hot sissy Angelika dildoing and cumming

11:11
Attractive Babe Stroking On Webcam

Attractive Babe Stroking On Webcam

10:11
Asian lil 10

Asian lil 10

14:11
Plugged Sissy Elise in fishnets plays with a vibrator and drinks her cum

Plugged Sissy Elise in fishnets plays with a vibrator and drinks her cum

10:55
Taylor Maxx Pov Trans Blowjob Facial

Taylor Maxx Pov Trans Blowjob Facial

10:16
My Video 237

My Video 237

10:02
Cute Ts Chick Toys Her Cock

Cute Ts Chick Toys Her Cock

10:11
Shemale Masturbates Herself

Shemale Masturbates Herself

10:11
Kitty Valentino in boots cums

Kitty Valentino in boots cums

13:03
Stella Sweeney teen

Stella Sweeney teen

12:10
Cute Teen With A Big Dick

Cute Teen With A Big Dick

10:11
Amateur CD Solo.

Amateur CD Solo.

11:23
Black Shemale Jacking Off Her Bbc

Black Shemale Jacking Off Her Bbc

10:11
My Video 240

My Video 240

12:06