PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition

    Chastity 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
    • Sexy prison Shemale guard continued
      06:01
      Sexy prison Shemale guard continued
      26.6K views
    • TS Thayla Santos Uses Her Ass to Get Out of Prison
      15:09
      TS Thayla Santos Uses Her Ass to Get Out of Prison
      Dream Tranny
      7.5K views
    • Big tit girl in cuffs likes to fuck with sexy shemale in the prison
      10:33
      Big tit girl in cuffs likes to fuck with sexy shemale in the prison
      3dxpassion
      8.7K views
    • Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison
      12:40
      Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison
      3dxpassion
      8.5K views
    • Perverted TS Officer Drika Lima Fucks a Prisoner and Takes Dick Too
      10:10
      Perverted TS Officer Drika Lima Fucks a Prisoner and Takes Dick Too
      Dream Tranny
      9.7K views
    • A hot black girl gets fucked hard by a cyber angel shemale in the sci-fi prison
      10:17
      A hot black girl gets fucked hard by a cyber angel shemale in the sci-fi prison
      3dxpassion
      4.4K views
    • Tanny holding guy prisoner
      05:57
      Tanny holding guy prisoner
      20.4K views
    • Get in prison by a Dragqueen
      00:51
      Get in prison by a Dragqueen
      7.8K 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
      6.4K 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
      5.6K views
    • Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison
      08:29
      Super hot gamer girl gets hard anal fuck with a sexy futanari in the sci-fi prison
      martha 3d group
      5.4K views
    • Lizzy Yum July 2022 #11 prisoner lock steel weight post op pussy solo masturbation orgasm
      22:56
      Lizzy Yum July 2022 #11 prisoner lock steel weight post op pussy solo masturbation orgasm
      Lizzy Yum
      8.7K views
    • Sexy big tits young woman in cuffs gets fucked hard by cyber dickgirl in the prison
      10:50
      Sexy big tits young woman in cuffs gets fucked hard by cyber dickgirl in the prison
      martha 3d group
      7.6K views
    • Dubai pounds in a prison
      04:25
      Dubai pounds in a prison
      5.7K views
    • Prison Party
      03:37
      Prison Party
      5.9K views
    • Roxxy Prison Coro-na-ah Special (futanari Sex)
      01:48
      Roxxy Prison Coro-na-ah Special (futanari Sex)
      Velvixian
      1.2K views
    • Jessica 6 Prisoner of Love feat. Antony Hegarty
      09:35
      Jessica 6 Prisoner of Love feat. Antony Hegarty
      3.7K views
    • Futa Dark Rey Teases Prisoner (futa Shemale)
      00:47
      Futa Dark Rey Teases Prisoner (futa Shemale)
      Velvixian
      335 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
      6.1K views
    • Luscious TS Prison Officer Drika Lima Ejaculates Behind Bars
      08:03
      Luscious TS Prison Officer Drika Lima Ejaculates Behind Bars
      Dream Tranny
      5.3K views
    • Trans Prison Officer Drika Lima Is Having Solo Fun Behind Bars
      15:10
      Trans Prison Officer Drika Lima Is Having Solo Fun Behind Bars
      Dream Tranny
      4.9K 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
      3.8K 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
      1.9K views
      You Are a Prisoner to Your Sissy Porn
      You Are a Prisoner to Your Sissy Porn
      Natalie Napoli
      1.5K views
      Prison Thug Jacks off Huge Big Black Cock
      Prison Thug Jacks off Huge Big Black Cock
      SweetDWillie456
      909 views
      Shemale prison fantasy
      Shemale prison fantasy
      Femdom Austria TS
      593 views
      Prison of Sissy 4 I Love to Suck Cock
      Prison of Sissy 4 I Love to Suck Cock
      Johannesgaming
      425 views
    • Silky Satin Pleasure Prisoner
      00:20
      Silky Satin Pleasure Prisoner
      Shinys Bound SluTS
      3.1K views
    • Ms AETOS CANTIK GIRL Working at Changi Prison Cluster A
      00:59
      Ms AETOS CANTIK GIRL Working at Changi Prison Cluster A
      3.1K views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      88.4K views
    • I fuck my roommate and fills my butthole full of cum while i'm in chastity
      05:45
      I fuck my roommate and fills my butthole full of cum while i'm in chastity
      missangell_
      680.2K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      382.7K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      390.1K views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      225.1K views
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      55.7K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      117.6K views
    • Bound sissy in chastity gets BBC
      07:46
      Bound sissy in chastity gets BBC
      949.6K views
    • Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      05:27
      Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      ActorFab
      237.9K views
    • Daddy loves to wreck my asshole in chastity
      06:24
      Daddy loves to wreck my asshole in chastity
      missangell_
      482.4K views
    • Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
      08:41
      Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
      Jessica Bloom
      49.2K 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
      77.6K views
    • Sissy Hailey Doll gets her holes ruined by BBC😈
      02:05
      Sissy Hailey Doll gets her holes ruined by BBC😈
      Sissy Haileydoll
      669.4K views
    • Video editing session turns into a kinky bi and trans foursome orgy
      40:50
      Video editing session turns into a kinky bi and trans foursome orgy
      Onlyfans
      1.2M views
    • Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
      12:11
      Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
      Mamou5891
      58.5K views
    • New Chastity BJ COWGIRL FUCK
      15:26
      New Chastity BJ COWGIRL FUCK
      758.9K views
    • Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
      06:00
      Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
      TSMerve
      131.8K views
    • Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      10:16
      Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      Jessica Bloom
      72.8K views
    • POV: You are fucking me!!
      07:02
      POV: You are fucking me!!
      Sexy Luke
      34.4K views
    • Trans Rachael Belle Experiences A Sexual Awakening
      11:20
      Trans Rachael Belle Experiences A Sexual Awakening
      hothotfilms
      99.5K views
    • My Biggest Anal Dildo Training Vf
      08:12
      My Biggest Anal Dildo Training Vf
      PrxcyTgirl
      58.9K views
    • A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
      03:09
      A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
      Starlightfemboy
      441.7K views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      164.4K views
    • Cumming Inside A Femboy
      02:36
      Cumming Inside A Femboy
      Cassie Coyote
      609.4K 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
    Sissy
    Shemale Fucks Girl
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    Colombian
    BDSM
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Dildo
    Cuckold
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Indian
    Hentai
    Outdoor
    FTM
    Chinese
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Role Play
    Behind The Scenes
    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