Jail Videos - Trans (399)

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Bastinado and tickling HD 0:11 / 7:56
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Bastinado and tickling
Clips4sale 3 years ago
The Prison of Sissy - the Game Strarts HD 0:39 / 9:04
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The Prison of Sissy - the Game Strarts
FapHouse 2 months ago
Her Prisoner Part 23 - Sissy Training VI **wmv version**63% 4K 0:45 / 10:09
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Her Prisoner Part 23 - Sissy Training VI **wmv version**
Clips4sale 1 year ago
GenderX - Foxxy can't resist her stepson's cock sucking skills HD 0:39 / 21:29
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GenderX - Foxxy can't resist her stepson's cock sucking skills
FapHouse 4 years ago
Super sexy trans girl in cuffs gets fucked hard by BBC in the prison HD 1:00 / 10:16
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Super sexy trans girl in cuffs gets fucked hard by BBC in the prison
Clips4sale 1 year ago
Roxxy Prison Coro-na-ah Special (futanari Sex) HD 0:39 / 3:11
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Roxxy Prison Coro-na-ah Special (futanari Sex)
FapHouse 1 year ago
Horny Sissy Can't Wait 0:30 / 9:49
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Horny Sissy Can't Wait
Clips4sale 10 months ago
Trans Prison HD 0:30 / 2:35:00
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Trans Prison
AEBN 6 years ago
TS Girls In Trouble HD 0:30 / 1:45:00
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TS Girls In Trouble
AEBN 7 years ago
Street Walker Is Given A Break By A Hot TS Officer HD 0:30 / 40:00
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Street Walker Is Given A Break By A Hot TS Officer
AEBN 3 years ago
Shemale inmate Andressa Buen masturbates in her cell HD 0:39 / 20:11
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Shemale inmate Andressa Buen masturbates in her cell
FapHouse 7 years ago
Prison Break Pegging Part 1 HD 0:11 / 5:56
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Prison Break Pegging Part 1
Clips4sale 3 years ago
Shemale Lockdown HD 0:30 / 1:21:00
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Shemale Lockdown
AEBN 21 years ago
TS Seduction: Featuring Jessica Host And Martin HD 0:30 / 28:00
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TS Seduction: Featuring Jessica Host And Martin
AEBN 12 years ago
Point of View GIANTESS Handjob and cum in your face - GIANT FUTA Handjob - Hot Babe Jerking off a Huge Dick - 3D Hentai - Full HD MP4 1080p HD 0:11 / 6:50
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Point of View GIANTESS Handjob and cum in your face - GIANT FUTA Handjob - Hot Babe Jerking off a Huge Dick - 3D Hentai - Full HD MP4 1080p
Clips4sale 2 years ago
twink fucked by massive cock 0:30 / 19:47
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twink fucked by massive cock
PornBox 1 year ago
trans teen grazyeli silva toys ass and cums in jail HD 0:30 / 21:11
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trans teen grazyeli silva toys ass and cums in jail
AnalVids 2 years ago
Futa Dark Rey Teases Prisoner (futa Shemale) HD 0:39 / 1:09
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Futa Dark Rey Teases Prisoner (futa Shemale)
FapHouse 1 year ago
StacXXXs First Day Home HD 0:10 / 15:36
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StacXXXs First Day Home
LoyalFans 1 year ago
Dorian and Jessica Host HD 1:58 / 42:58
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Dorian and Jessica Host
KinkTrans 17 years ago
Two Femdom Prison Guards Compel Inmates to Perform HD 0:10 / 26:05
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Two Femdom Prison Guards Compel Inmates to Perform
LoyalFans 1 month ago
Shemale Lockdown HD 0:30 / 1:21:00
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Shemale Lockdown
AEBN 21 years ago
She-Male Strokers 4555% HD 0:30 / 2:21:00
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She-Male Strokers 45
AEBN 11 years ago
Intake at Harmony Hills Penitentiary for Wayward Young Ladies HD 0:11 / 8:18
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Intake at Harmony Hills Penitentiary for Wayward Young Ladies
Clips4sale 3 years ago
Businessman Turned Into a Sissy Whore HD 0:39 / 10:27
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Businessman Turned Into a Sissy Whore
FapHouse 3 months ago
You're the little whore that could! mp4 0:11 / 4:57
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You're the little whore that could! mp4
Clips4sale 4 years ago
Big cocks shemales fucking the ass of the italian Giacomino 0:39 / 44:45
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Big cocks shemales fucking the ass of the italian Giacomino
FapHouse 2 years ago
Sexy hunk gets fucked hard by horny stud 0:39 / 31:09
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Sexy hunk gets fucked hard by horny stud
FapHouse 6 years ago
Shemale Jailbird Meets Her Lover at a Hotel 0:20 / 27:53
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Shemale Jailbird Meets Her Lover at a Hotel
Clips4sale 3 years ago
Transsexual Penetrator 4 HD 0:30 / 2:00:00
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Transsexual Penetrator 4
AEBN 15 years ago
Thick Ork Shemale Gets Milked HD 0:39 / 12:26
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Thick Ork Shemale Gets Milked
FapHouse 11 months ago
Jesse and Steven Garcia HD 0:39 / 47:31
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Jesse and Steven Garcia
FapHouse 1 year ago
Hunted and Caged Part 12 - Prisoner to sissy Transformation 6 with Anna List 4K 0:46 / 10:19
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Hunted and Caged Part 12 - Prisoner to sissy Transformation 6 with Anna List
Clips4sale 1 year ago
NO SIN GOES UNPUNISHED *HD 1080* HD 0:36 / 18:06
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NO SIN GOES UNPUNISHED *HD 1080*
Clips4sale 1 year ago
Trans Showcase HD 0:30 / 1:10:00
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Trans Showcase
AEBN 5 months ago
johannesgaming - update #119 - futa dating simulator 11 ava is a prison bitch will she fuck you or will you fuck her - jun 27, 2024 0:30 / 32:02
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johannesgaming - update #119 - futa dating simulator 11 ava is a prison bitch will she fuck you or will you fuck her - jun 27, 2024
PornBox 11 months ago
Tgirl India Castelani surprises with her big cock HD 0:39 / 53:24
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Tgirl India Castelani surprises with her big cock
FapHouse 4 years ago
Prison Thug Jacks off Huge Big Black Cock HD 0:39 / 5:09
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Prison Thug Jacks off Huge Big Black Cock
FapHouse 4 months ago
He Had Me Cumming HD 1:10 / 24:17
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He Had Me Cumming
TransAngels 11 months ago
Man Catcher Part 6 4K 0:40 / 11:04
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Man Catcher Part 6
Clips4sale 1 year ago
Blonde transsexual prison inmate Jamaima Carvallo masturbates in her cel 0:39 / 15:17
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Blonde transsexual prison inmate Jamaima Carvallo masturbates in her cel
FapHouse 7 years ago
NO SIN GOES UNPUNISHED 2 *HD 720* HD 0:31 / 12:02
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NO SIN GOES UNPUNISHED 2 *HD 720*
Clips4sale 3 years ago
Shemale prison fantasy HD 0:40 / 28:25
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Shemale prison fantasy
FapHouse 6 years ago
Prison Sissy Cock Sucker part 2 0:11 / 10:14
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Prison Sissy Cock Sucker part 2
Clips4sale 4 years ago
I Fuck You Like A Whore 0:26 / 15:41
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I Fuck You Like A Whore
Clips4sale 2 years ago
Unique ingredient HD 0:11 / 8:49
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Unique ingredient
Clips4sale 3 years ago
Shemale Lockdown HD 0:30 / 1:21:00
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Shemale Lockdown
AEBN 21 years ago
hung shemales yasmin dornelles and bruna ferrari punish a burglar dt635 HD 0:59 / 39:08
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hung shemales yasmin dornelles and bruna ferrari punish a burglar dt635
PornBox 1 year ago
ts outlaw thayla santos flipflops her way out of prison dt387 HD 1:02 / 29:47
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ts outlaw thayla santos flipflops her way out of prison dt387
PornBox 2 years ago
WRONG HOUSE *HD 720* HD 0:33 / 14:14
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WRONG HOUSE *HD 720*
Clips4sale 1 year ago
johannesgaming - update #121 - futa dating simulator 11 ava is a prison bitch will she fuck you or will you fuck her - jul 02, 2024 0:30 / 32:02
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johannesgaming - update #121 - futa dating simulator 11 ava is a prison bitch will she fuck you or will you fuck her - jul 02, 2024
PornBox 11 months ago
Police with Strapon HD 2:00 / 9:02
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Police with Strapon
Flirt4Free 1 year ago
Shemale Fucks Girl Standing in Bondage Prison Sex HD 0:07 / 0:39
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Shemale Fucks Girl Standing in Bondage Prison Sex
FapHouse 5 months ago
Sissy Ladyboy Sucks Dick in Prison63% HD 0:39 / 15:13
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Sissy Ladyboy Sucks Dick in Prison
FapHouse 5 months ago
Dickgirl Ladyboy Is Fucking Girl Standing in Her Prison Cell66% HD 0:07 / 0:39
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Dickgirl Ladyboy Is Fucking Girl Standing in Her Prison Cell
FapHouse 4 months ago
shemale fucks girl standing in bondage prison sex HD 0:30 / 15:53
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shemale fucks girl standing in bondage prison sex
PornBox 4 months ago
Nara offer her slave as a fuck toy for TS Alexia Duucan (720 EN-sub) HD 0:30 / 20:36
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Nara offer her slave as a fuck toy for TS Alexia Duucan (720 EN-sub)
Clips4sale 2 months ago
Aspen Brooks Is Too Pretty for Jail! HD 0:39 / 58:28
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Aspen Brooks Is Too Pretty for Jail!
FapHouse 1 month ago
Prison of Sissy - Crime Is Not the Way to Go. 0:39 / 31:05
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Prison of Sissy - Crime Is Not the Way to Go.
FapHouse 3 weeks ago
Prison of Sissy - Crime Is Not the Way to Go. 0:07 / 0:39
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Prison of Sissy - Crime Is Not the Way to Go.
FapHouse 3 weeks ago
Chelsea Marie Pounds Strong-Willed Arielle Aquinas Into Submission HD 1:08 / 44:41
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Chelsea Marie Pounds Strong-Willed Arielle Aquinas Into Submission
KinkTrans 7 years ago
Facesitting for prisoner (wmv) HD 0:13 / 9:52
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Facesitting for prisoner (wmv)
Clips4sale 3 years ago
NO SIN GOES UNPUNISHED *HD 720* HD 0:36 / 17:31
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NO SIN GOES UNPUNISHED *HD 720*
Clips4sale 3 years ago
Dominated and punished with a lot of dick in the ass in the cell of an abandoned prison in Rio de Janeiro HD 0:39 / 9:56
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Dominated and punished with a lot of dick in the ass in the cell of an abandoned prison in Rio de Janeiro
FapHouse 2 years ago
Two mesmerizing TS goddesses making passionate love HD 0:39 / 32:41
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Two mesmerizing TS goddesses making passionate love
FapHouse 5 years ago
Prison Sissy Cock Sucker part 1 0:11 / 12:03
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Prison Sissy Cock Sucker part 1
Clips4sale 4 years ago
Super Sexy Trans Girl in Cuffs Gets Fucked Hard by BBC in the Prison HD 0:39 / 10:16
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Super Sexy Trans Girl in Cuffs Gets Fucked Hard by BBC in the Prison
FapHouse 1 year ago
Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison HD 0:39 / 16:33
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Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison
FapHouse 2 years ago
perverted futanari cop arranged hard anal sex and facefuck for a sexy prisoner (sims + anime hentai + sfm) HD 5:00 / 22:01
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perverted futanari cop arranged hard anal sex and facefuck for a sexy prisoner (sims + anime hentai + sfm)
PornBox 7 months ago
Femboy Zelda Captured by Ganondorf HD 0:39 / 5:35
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Femboy Zelda Captured by Ganondorf
FapHouse 7 months ago
Prisoner Put His Dick in the Transvestite Police Officer HD 0:07 / 0:39
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Prisoner Put His Dick in the Transvestite Police Officer
FapHouse 7 months ago
Her Prisoner Part 20 - Sissy Training Part III **MOV** 4K 0:48 / 10:10
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Her Prisoner Part 20 - Sissy Training Part III **MOV**
Clips4sale 1 year ago
TS Seduction: Steven Sweat and Danielle Foxxx HD 0:30 / 44:00
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TS Seduction: Steven Sweat and Danielle Foxxx
AEBN 8 years ago
Curvy TS prison guard Drika Lima rides inmates cock HD 0:39 / 36:01
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Curvy TS prison guard Drika Lima rides inmates cock
FapHouse 2 years ago
THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - FULL VERSION IN FULL HD HD 0:59 / 22:37
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THE POLICE PIETRA FARTING IN THE CRIMINAL - BY PIETRA HUNTER - FULL VERSION IN FULL HD
Clips4sale 2 years ago
GIANTESS VORE Blowjob - GIANT FEMDOM - Hot Blonde Babe Sucking a Guys Dick - 3D Hentai - Full HD MP4 1080p HD 0:11 / 8:01
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GIANTESS VORE Blowjob - GIANT FEMDOM - Hot Blonde Babe Sucking a Guys Dick - 3D Hentai - Full HD MP4 1080p
Clips4sale 2 years ago
Hairy Armpits worship (wmv) HD 0:13 / 6:24
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Hairy Armpits worship (wmv)
Clips4sale 3 years ago
Bang My Tranny Ass 454% HD 0:30 / 1:44:00
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Bang My Tranny Ass 4
AEBN 15 years ago
Hot active shemale fucks hard a sexy cuffed young blonde in the basement HD 0:39 / 20:56
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Hot active shemale fucks hard a sexy cuffed young blonde in the basement
FapHouse 4 years ago
Dylan transvestites himself to satisfy transgressive sex HD 0:39 / 21:02
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Dylan transvestites himself to satisfy transgressive sex
FapHouse 3 years ago
BLUE MONDAY 0:10 / 9:31
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BLUE MONDAY
Clips4sale 1 year ago
Transsexual prison guard Patricia Arruda teases bubble butt and jerks off 0:39 / 17:49
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Transsexual prison guard Patricia Arruda teases bubble butt and jerks off
FapHouse 6 years ago
Latina shemale prison guard fucks her inmate HD 0:39 / 34:08
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Latina shemale prison guard fucks her inmate
FapHouse 6 years ago
ARREST GONE AWRY PT 2 *HD 720* HD 0:32 / 16:51
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ARREST GONE AWRY PT 2 *HD 720*
Clips4sale 1 year ago
Giada da Vinci does the daily check on one of the prisoners and fucks him with strap-on, military uniforms, corporal inspection HD 0:28 / 14:04
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Giada da Vinci does the daily check on one of the prisoners and fucks him with strap-on, military uniforms, corporal inspection
Clips4sale 1 year ago
Curvy TS Prison Guard Drika Lima Rides Inmates Cock 0:29 / 36:01
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Curvy TS Prison Guard Drika Lima Rides Inmates Cock
Clips4sale 2 years ago
TRANNY TREK - Prisoner of the Cardassians 0:09 / 8:36
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TRANNY TREK - Prisoner of the Cardassians
Clips4sale 4 years ago
Angels Love Angels HD 0:30 / 2:23:00
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Angels Love Angels
AEBN 6 years ago

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