PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Prison Guard Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Prison
    Shemale Prison Guard Seduces Her Inmate
    Shemale Prison
    Prison Bitch
    Transgender Prison
    Prison Style
    Prison Lesbians
    Sissy Prison
    Prison Gangbang
    Prison Sex
    Prison Trans
    Prison Anal
    Bbc Prison
    Intense Prison Style
    Black Prison Fuck
    Real Prison Thug Breeding
    Prison Sissy Bitch 3D
    Sissy Prison Style Gangbang
    White Original Prison Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 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
    • Prison Guard Ts fucks another prisoner tranny 02
      07:00
      Prison Guard Ts fucks another prisoner tranny 02
      882.7K views
    • Transsexual Prison Guard Fucks An Inmate
      28:25
      Transsexual Prison Guard Fucks An Inmate
      Wonder Shemale
      71K views
    • Prison Guard Ts fucks another prisoner tranny 01
      08:00
      Prison Guard Ts fucks another prisoner tranny 01
      119K views
    • Latina shemale prison guard fucks her inmate
      08:12
      Latina shemale prison guard fucks her inmate
      Wonder Shemale
      13.8K views
    • Blonde Big Tit Shemale Gets Anal Fucked by a Prison Guard
      15:31
      Blonde Big Tit Shemale Gets Anal Fucked by a Prison Guard
      Shemale TS Collection
      1.3K views
    • Shemale prison guard Alessia Barbosa sex
      28:30
      Shemale prison guard Alessia Barbosa sex
      Wonder Shemale
      8.8K views
    • Shemale prison guard seduces her inmate
      06:01
      Shemale prison guard seduces her inmate
      Wonder Shemale
      123K views
    • Hot Bareback in Jail with Thick Trans Prison Guard Drika Lima
      12:05
      Hot Bareback in Jail with Thick Trans Prison Guard Drika Lima
      Dream Tranny
      11.7K views
    • Curvy TS Prison Guard Drika Lima Cums in Inmates Mouth
      08:00
      Curvy TS Prison Guard Drika Lima Cums in Inmates Mouth
      Dream Tranny
      20.7K views
    • Trans Prison Guard in Uniform Drika Lima Enjoys Machine Sex
      12:05
      Trans Prison Guard in Uniform Drika Lima Enjoys Machine Sex
      Dream Tranny
      6.2K views
    • TS Prison Guard Drika Lima Is Having a Blast with The Fucking Machine
      10:10
      TS Prison Guard Drika Lima Is Having a Blast with The Fucking Machine
      Dream Tranny
      5.5K views
    • Juicy TS Prison Guard Drika Lima Masturbates in Empty Cell
      08:12
      Juicy TS Prison Guard Drika Lima Masturbates in Empty Cell
      Dream Tranny
      6K views
    • Prisoner caught fucking horny jail guard trans tight hole
      06:00
      Prisoner caught fucking horny jail guard trans tight hole
      Trans 500
      110.5K views
    • Sexy prison Shemale guard continued
      06:01
      Sexy prison Shemale guard continued
      26.5K views
    • Security Guards Lola Morena & Adira Allure Ride Fan Dick at Soccer Game
      15:21
      Security Guards Lola Morena & Adira Allure Ride Fan Dick at Soccer Game
      GenderX
      146.5K views
    • TRANSFIXED - Pretty Kasey Kei Is Caught Off Guard By Kenna James While Hooking Up With Aria Valencia
      15:49
      TRANSFIXED - Pretty Kasey Kei Is Caught Off Guard By Kenna James While Hooking Up With Aria Valencia
      Transfixed
      295.1K views
    • Miss Flo and the security guard
      01:18
      Miss Flo and the security guard
      601K views
    • GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
      03:12
      GROOBYGIRLS - Grace Iris Breaks the Rules with Her Guard
      Grooby Girls
      69.3K views
    • Squid Game Player 1 Fucks with Guard for Winning
      05:31
      Squid Game Player 1 Fucks with Guard for Winning
      CutePinkUnicorn
      82K views
    • Cute Trans Stewardess Smashed By Kinky Guard - GenderXFilms
      12:52
      Cute Trans Stewardess Smashed By Kinky Guard - GenderXFilms
      GenderX
      188.2K views
    • Galactic Guard
      04:39
      Galactic Guard
      TiffanyWarmer
      6.8K views
    • Lonely Trans Flight Attendant Drilled By Tatted Guard
      12:52
      Lonely Trans Flight Attendant Drilled By Tatted Guard
      GenderX
      49K views
    • Travtchoin slobberly sucks Brams the black security guard
      03:56
      Travtchoin slobberly sucks Brams the black security guard
      25.5K views
    • Mirella was hot for the party's security guard, she's a whore and she can't stand it without giving it.
      07:24
      Mirella was hot for the party's security guard, she's a whore and she can't stand it without giving it.
      Mirella Diniz
      16K views
    • Muscular security guard bangs beautiful tranny babe
      06:15
      Muscular security guard bangs beautiful tranny babe
      Transsensual
      147K views
    • Hornyandrea jerks in the red Baywatch life guard swim suite
      23:35
      Hornyandrea jerks in the red Baywatch life guard swim suite
      5K 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
    • 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
    • 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
      258.8K views
    • Older bangs tranny in prison (2019)
      04:57
      Older bangs tranny in prison (2019)
      1.3M views
    • sissies in prison
      01:37:44
      sissies in prison
      712.2K views
    • TSVirtualLovers - Sex with the Prisoner in POV
      09:24
      TSVirtualLovers - Sex with the Prisoner in POV
      TS Virtual Lovers
      169.5K views
    • rosario prison style
      01:07
      rosario prison style
      235K views
    • Hot anal trans sex prison house fantasies
      24:32
      Hot anal trans sex prison house fantasies
      Shemale Strokers
      349.4K views
    • intense prison style
      00:28
      intense prison style
      1M views
    • Prison of Sissy 3 the Pr Manager Fucked
      11:10
      Prison of Sissy 3 the Pr Manager Fucked
      Johannesgaming
      18.7K views
    • My First Day in Prison: Bathroom Experience
      07:30
      My First Day in Prison: Bathroom Experience
      Asura
      114.4K 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
    • 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
    • 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
    • Prison of Sissy 4 I Love to Suck Cock
      14:54
      Prison of Sissy 4 I Love to Suck Cock
      Johannesgaming
      10.8K 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
    • 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
    • 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
    • Straight boy disguises himself as hot femboy in prison. Prison of Sissy.
      09:39
      Straight boy disguises himself as hot femboy in prison. Prison of Sissy.
      Bigcockamateur
      10.9K views
    • Bubble butt shemale guard ass fucked by big cocked inmate
      06:00
      Bubble butt shemale guard ass fucked by big cocked inmate
      18.2K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 10
    9. ...
    10. 18
    18

    Searches Related to Prison Guard

    • Prison Sissy Boy
    • School Girl 18 XXX
    • Israeli Army Girls
    • Teen Schoolgirl
    • Police Sex
    • Surprise She Has Cock
    • Jail Shemale Fuck
    • Young First Lesbian
    • Ladyboy College Student
    • Blackadder Dickgirls 11
    • Boss Fucks Secretary
    • Mistress Cuckolding Slave
    • Highheel Feet Fetish Anal Dildo Cum Slut
    • All My Roommates Love 10 Part 1
    • Family Rules
    • Innocent Dickgirl
    • Hot Chicks With Dicks
    • Prisoner
    • Mature Mom Step Son
    • Unusual People
    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