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

    Rough Prison 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
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6M views
    • Captive life, peeing in prison
      06:20
      Captive life, peeing in prison
      alina1235698
      30.9K views
    • Lara Gets The Biggest Futa Cock From the Camp - 3D Gaming
      05:54
      Lara Gets The Biggest Futa Cock From the Camp - 3D Gaming
      P PrimePush55
      29.7K views
    • TSVirtualLovers - Prisoner Kendall Penny in VR
      09:25
      TSVirtualLovers - Prisoner Kendall Penny in VR
      TS Virtual Lovers
      37K views
    • Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      16:47
      Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      Kitsy Meow
      160.8K views
    • Carmen Cruz in Prison
      37:16
      Carmen Cruz in Prison
      134.9K views
    • shemale bdsm
      12:08
      shemale bdsm
      217.3K views
    • Prison tranny sex
      22:43
      Prison tranny sex
      110.6K views
    • Hot Whore Emma Cums 3 Times During Hard Anal Fuck
      41:10
      Hot Whore Emma Cums 3 Times During Hard Anal Fuck
      ActorFab
      281.7K views
    • Exposing My Femboy Bubble Butt to Chef Michael in Prison Kitchen : Prison of Sissy Gameplay
      05:23
      Exposing My Femboy Bubble Butt to Chef Michael in Prison Kitchen : Prison of Sissy Gameplay
      Asura
      3.5K views
    • Taking the Reins
      03:20
      Taking the Reins
      105.4K views
    • Girl Sucks Sissy Ladyboy Dick in Prison
      08:43
      Girl Sucks Sissy Ladyboy Dick in Prison
      Wraith931
      7.7K views
    • Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist
      11:12
      Submissive a.i. - Sexy Ryder Monroe Is Punished by Cynical Scientist
      Kink TS
      43.7K views
    • prison school episode 11
      24:46
      prison school episode 11
      18.2K views
    • ioioioioi
      08:39
      ioioioioi
      441.3K views
    • Black prison bottom getting Mexican dick
      00:55
      Black prison bottom getting Mexican dick
      15K views
    • Nyl Delicious Deep Throat Sweet Big Ass Hot Thirsty for Swallowing Huge Cock Thirsty for Cum Hardcore Sex
      02:15
      Nyl Delicious Deep Throat Sweet Big Ass Hot Thirsty for Swallowing Huge Cock Thirsty for Cum Hardcore Sex
      Hatanoxxxmiwa
      816.7K views
    • Blonde transsexual prison inmate Jamaima Carvallo masturbates in her cel
      07:51
      Blonde transsexual prison inmate Jamaima Carvallo masturbates in her cel
      Wonder Shemale
      2K views
    • Dominant Hung Shemale Rams Deep Into Begging Boy - Thick Stallion Cock Stretching His Hole, Ruthless Pounding
      08:26
      Dominant Hung Shemale Rams Deep Into Begging Boy - Thick Stallion Cock Stretching His Hole, Ruthless Pounding
      DotadaSP
      329.3K views
    • Tranny in black leather dominates a man prisoner before
      08:10
      Tranny in black leather dominates a man prisoner before
      Shemale Punishers
      8.5K views
    • Bdsm
      22:54
      Bdsm
      107.2K views
    • PRISON LOVE-PT.2
      01:23
      PRISON LOVE-PT.2
      Ts Big Booty Bianca
      54.6K views
    • TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      16:15
      TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      Transfixed
      3M 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
    • Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
      01:16
      Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
      TV_Helena
      60.9K views
    • prison sissy vs. men
      13:16
      prison sissy vs. men
      278.8K views
    • Throat & Hole Wrecked by Veiny Shemale
      07:30
      Throat & Hole Wrecked by Veiny Shemale
      Anna Loves Shemale
      193K views
    • Latina shemale prison guard fucks her inmate
      08:12
      Latina shemale prison guard fucks her inmate
      Wonder Shemale
      14.3K views
    • Futa Triss Enjoying the Night with Two Hot Blondes the Witcher Futanari Corruption of the Lodge
      37:13
      Futa Triss Enjoying the Night with Two Hot Blondes the Witcher Futanari Corruption of the Lodge
      DesireSFM
      833.1K views
    • Prisoner Put His Dick in the Transvestite Police Officer
      06:47
      Prisoner Put His Dick in the Transvestite Police Officer
      Avantajadas
      20.5K views
    • Double anal for a trans from France
      01:20:14
      Double anal for a trans from France
      parisjango
      914.7K views
    • Brunette tranny punishers take a stud prisoner and fuck him
      07:41
      Brunette tranny punishers take a stud prisoner and fuck him
      Shemale Punishers
      10K views
    • Kitten Tamer - Amy's Big Wish - Episode 2 - Part 5 - Futanari Housewife Gets Her Ass DESTROYED
      08:40
      Kitten Tamer - Amy's Big Wish - Episode 2 - Part 5 - Futanari Housewife Gets Her Ass DESTROYED
      AgentRedGirl
      1.3M views
    • Shemale prison guard Alessia Barbosa sex
      28:30
      Shemale prison guard Alessia Barbosa sex
      Wonder Shemale
      8.8K views
    • Maso Whore Fucked and Slapped Like Good Slave
      16:30
      Maso Whore Fucked and Slapped Like Good Slave
      ActorFab
      100.6K views
    • Trans Teen Grazyeli Silva Toys Ass And Cums In prison
      08:12
      Trans Teen Grazyeli Silva Toys Ass And Cums In prison
      Wonder Shemale
      20K views
    • Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      01:06
      Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      Snake_0rgy
      154.1K views
    • Shemale Fucks Girl Standing in Bondage Prison Sex
      09:21
      Shemale Fucks Girl Standing in Bondage Prison Sex
      Wraith931
      6K views
    • Mommy Bang
      05:53
      Mommy Bang
      TiffanyWarmer
      281K 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
    • DesireSFM - Three Futa With Huge Cock Fucked One Blonde In All Her Holes, Intense Anal Futa Foursome Sex by DesireSFM
      17:45
      DesireSFM - Three Futa With Huge Cock Fucked One Blonde In All Her Holes, Intense Anal Futa Foursome Sex by DesireSFM
      NaughtyGameplays
      614.7K views
    • The Prison of Sissy - The Game Strarts
      09:04
      The Prison of Sissy - The Game Strarts
      Asura
      9.7K views
    • TSDOMME: Straight Guy Bound and Punished
      20:30
      TSDOMME: Straight Guy Bound and Punished
      Shemale Punishers
      153.2K views
    • Vintage shemale fun in a prison
      37:19
      Vintage shemale fun in a prison
      70.6K views
    • Radroachhd Intense Orgy: Sweet, Curvy Latina Passionately Fucked, Hardcore Sex, Cum-drenched Ass, Gaping Pleasure
      02:34
      Radroachhd Intense Orgy: Sweet, Curvy Latina Passionately Fucked, Hardcore Sex, Cum-drenched Ass, Gaping Pleasure
      Hatanoxxxmiwa
      199.7K views
    • Shemale prison fantasy
      08:12
      Shemale prison fantasy
      Femdom Austria TS
      1.9K views
    • BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
      01:21:17
      BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
      Melodyfluffington
      496.4K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Big Cock
    Black
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Homemade
    Mature
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Japanese
    Vintage
    Big Tits
    Young
    Small Cock
    Thai
    Trans Woman
    Lingerie
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Couple
    Rough Sex
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Hentai
    Group Sex
    FTM
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    German
    Anal Toy
    SFW
    All categories
    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