PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Prison Spanking Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.5M views
    • Stunning tranny Bia Gaucha is taken prisoner and gets fucked
      06:52
      Stunning tranny Bia Gaucha is taken prisoner and gets fucked
      Tranny Edge
      3.4K views
    • Long Anal Session for Hurting Emma Tied to the Bench
      01:05:06
      Long Anal Session for Hurting Emma Tied to the Bench
      ActorFab
      260.6K views
    • Police Shemale Gets Hard Anal Fuck From Her Prisoner on the Chair
      08:12
      Police Shemale Gets Hard Anal Fuck From Her Prisoner on the Chair
      Shemale Idols
      3.3K views
    • Bdsm
      22:54
      Bdsm
      107.2K views
    • Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
      00:50
      Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
      SissyKanisa
      3.5K views
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      ActorFab
      196.5K views
    • Shemale bombshell is taken prisoner and ends up with a huge
      06:24
      Shemale bombshell is taken prisoner and ends up with a huge
      Tranny Edge
      25.3K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      319.7K views
    • Tomboy Lesbians Futa Sexfight - Wrestling Prison Tattoo Girls Having Horny Fun with CUM Play
      09:15
      Tomboy Lesbians Futa Sexfight - Wrestling Prison Tattoo Girls Having Horny Fun with CUM Play
      Futanari XXX
      382.1K views
    • anything
      09:14
      anything
      1.4M views
    • TRANS ANGELS - Officer Chanel Santini Cannot Resist Getting  Fucked With Hot Prisoner Kimberlee
      35:45
      TRANS ANGELS - Officer Chanel Santini Cannot Resist Getting Fucked With Hot Prisoner Kimberlee
      Trans Angels
      1.3M views
    • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      12:05
      TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      Trans Erotica
      448.5K views
    • Prison Futa Transformation - 18 Years Old Matty Mila Summons Demon and Turns Into Insatiable Shemale
      07:06
      Prison Futa Transformation - 18 Years Old Matty Mila Summons Demon and Turns Into Insatiable Shemale
      Futanari XXX
      263K views
    • Maso Whore Fucked and Slapped Like Good Slave
      16:30
      Maso Whore Fucked and Slapped Like Good Slave
      ActorFab
      100.6K views
    • Older bangs tranny in prison (2019)
      04:57
      Older bangs tranny in prison (2019)
      1.3M views
    • Melody Tied up, Teased and Analised
      35:07
      Melody Tied up, Teased and Analised
      Melodyfluffington
      460.8K views
    • Prison Guard Fucks Blonde Inmate After FUTA Transformation Ends With Huge Facial TRAILER
      01:18
      Prison Guard Fucks Blonde Inmate After FUTA Transformation Ends With Huge Facial TRAILER
      Futanari XXX
      1.8M views
    • Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      08:09
      Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      Kitsy Meow
      171.3K views
    • Prison Guard Ts fucks another prisoner tranny 02
      07:00
      Prison Guard Ts fucks another prisoner tranny 02
      884.7K views
    • male tgirl and female
      10:47
      male tgirl and female
      95.2K views
    • Relevant Short videos

      Sexy Latina Agatha Vega Grows 3d Hermaphrodite Futa Cock - Transgender Prison Fuck Creampie Trailer
      Sexy Latina Agatha Vega Grows 3d Hermaphrodite Futa Cock - Transgender Prison Fuck Creampie Trailer
      Futanari XXX
      3.6K views
      Futa Prison Witch - 18 Year Old Matty Mila Summons Hentai Sex Demon And Turns Into Tg Shemale
      Futa Prison Witch - 18 Year Old Matty Mila Summons Hentai Sex Demon And Turns Into Tg Shemale
      Futanari XXX
      1.6K views
      You Are a Prisoner to Your Sissy Porn
      You Are a Prisoner to Your Sissy Porn
      Natalie Napoli
      1.4K views
      Prison Thug Jacks off Huge Big Black Cock
      Prison Thug Jacks off Huge Big Black Cock
      SweetDWillie456
      819 views
      Prison of Sissy 4 I Love to Suck Cock
      Prison of Sissy 4 I Love to Suck Cock
      Johannesgaming
      408 views
      Shemale prison fantasy
      Shemale prison fantasy
      Femdom Austria TS
      531 views
    • TSVirtualLovers - Sex with the Prisoner in POV
      09:24
      TSVirtualLovers - Sex with the Prisoner in POV
      TS Virtual Lovers
      169.5K views
    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      44:10
      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
      229.6K views
    • rosario prison style
      01:07
      rosario prison style
      235K views
    • Stunning brunette Yara gets her tranny cock sucked by a dude
      07:30
      Stunning brunette Yara gets her tranny cock sucked by a dude
      Tranny Edge
      24.4K views
    • Hot anal trans sex prison house fantasies
      24:32
      Hot anal trans sex prison house fantasies
      Shemale Strokers
      349.4K views
    • Hard Belting my sissy slave two
      01:36
      Hard Belting my sissy slave two
      115.6K views
    • intense prison style
      00:28
      intense prison style
      1M views
    • Tied up shemale with black boots gets fucked doggystyle by a
      08:14
      Tied up shemale with black boots gets fucked doggystyle by a
      Tranny Edge
      136.5K views
    • Prison of Sissy 3 the Pr Manager Fucked
      11:10
      Prison of Sissy 3 the Pr Manager Fucked
      Johannesgaming
      18.7K views
    • TRANSEROTICA TiedUp Lianna Lawson Fucks Stud And Sex Machine
      10:00
      TRANSEROTICA TiedUp Lianna Lawson Fucks Stud And Sex Machine
      Trans Erotica
      526.5K views
    • My First Day in Prison: Bathroom Experience
      07:30
      My First Day in Prison: Bathroom Experience
      Asura
      114.4K views
    • Hard punishment and sex. KitsyMe0w
      11:33
      Hard punishment and sex. KitsyMe0w
      Kitsy Meow
      130.7K views
    • Nathalia Fontes Is Dominated and Punished in Abandoned Prison
      13:00
      Nathalia Fontes Is Dominated and Punished in Abandoned Prison
      Nathalia Fontes
      97.8K views
    • Tranny spit
      05:25
      Tranny spit
      180.9K views
    • Chicks with Dicks - Sexy Latina Turns Into Prison Cum Slut for Redhead Sata Jones Futa Creampie
      01:35
      Chicks with Dicks - Sexy Latina Turns Into Prison Cum Slut for Redhead Sata Jones Futa Creampie
      Futanari XXX
      182.6K views
    • Trans slave dominated by her Mistress and Master
      09:15
      Trans slave dominated by her Mistress and Master
      103.6K views
    • Prison of Sissy 2 Adam Used the Glory Hole Not to Get a BJ but to Give
      25:08
      Prison of Sissy 2 Adam Used the Glory Hole Not to Get a BJ but to Give
      Johannesgaming
      21.1K views
    • Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      12:58
      Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      Mamou5891
      65.3K views
    • Prison of Sissy 4 I Love to Suck Cock
      14:54
      Prison of Sissy 4 I Love to Suck Cock
      Johannesgaming
      10.8K views
    • Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      11:20
      Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      alinanightsky
      303.7K views
    • Female alien in a prison gets fucked hard by a hot dickgirl
      27:56
      Female alien in a prison gets fucked hard by a hot dickgirl
      martha 3d group
      41.7K views
    • Dominated wrestling TS cumdrops in babe mouth
      10:00
      Dominated wrestling TS cumdrops in babe mouth
      584.4K views
    • Travtchoin fertilize 5 times by a former prisoner from Lyon
      03:04
      Travtchoin fertilize 5 times by a former prisoner from Lyon
      183.6K views
    • Domina Satana. Allegro and Boo Boo - Part 3
      08:46
      Domina Satana. Allegro and Boo Boo - Part 3
      Allegro
      15.1K views
    • Prison of Sissy - Crime Is Not the Way to Go.
      31:05
      Prison of Sissy - Crime Is Not the Way to Go.
      Johannesgaming
      15.6K views
    • Strict education of a transgender
      03:39
      Strict education of a transgender
      77.9K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 23
    9. ...
    10. 45
    45

    Searches Related to Prison Spanking

    • Extreme Ladyboys
    • Young Trap
    • Femboy Trap
    • Teen Traps
    • Traps Femboys and Sissys
    • Sissy Trap
    • Teen Dominated
    • Ladyboy Domination
    • Secret Sissyboy
    • Sissy Moaning Screaming
    • Screaming Anal
    • Traps Femboys and Sissies
    • Femboy Domination
    • Teen Trap Fucked
    • Domination Creampie
    • Shemale Trap and Surprise
    • Femdom Sissy Training
    • Sissy Schoolgirl
    • Sissy Punished by Wife
    • Painful Anal
    Monetize your content
    Become a creator

    xHamster

    • About us
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    xHamster is adults only website!

    The content available on xHamster may contain pornographic materials.

    xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

    One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

    Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

    To enter xHamster you must be 18 or older
    how to protect your minors
    RTA Restricted To AdultsRTA Restricted To Adults