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

    Chastity Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Chastity
    Machine
    Fucked Machine Chastity
    Chastity Sissy Fucking Machine
    Femdom Sissy Chastity Machine Fucked
    Sissy Chastity
    Fucking Machine
    Chastity Cum
    Shemale Chastity
    Chastity Sissy
    Chastity Cage
    In Chastity
    Milking Machine
    Crossdresser Chastity
    Chastity Gangbang
    Permanent Chastity
    Chastity Pegging
    Trans Chastity
    Chastity Bondage
    Sex Machine
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Bearded sissy femboy in chastity cage rides big dildo after using fuck machine
      16:53
      Bearded sissy femboy in chastity cage rides big dildo after using fuck machine
      Flip siss
      3.4K views
    • Getting fucked on my back by this machine is amazing. Made me clentch up so hard i pushed it up and nearly squirted
      11:03
      Getting fucked on my back by this machine is amazing. Made me clentch up so hard i pushed it up and nearly squirted
      Ellie Ego
      608 views
    • Sissy fucked by bbc machine, rnd guy fucks me soo good
      25:24
      Sissy fucked by bbc machine, rnd guy fucks me soo good
      Niceguy_1991
      21.3K views
    • Femboy Sissyboy Caged and Machinefucked by Big Dildo
      01:07
      Femboy Sissyboy Caged and Machinefucked by Big Dildo
      Alesissyboi
      3.2K views
    • Sissy gets dominated by mistress
      06:23
      Sissy gets dominated by mistress
      Niceguy_1991
      11.6K views
    • Sissy schoolgirl in a short skirt is frantically fucked by a big cock
      06:25
      Sissy schoolgirl in a short skirt is frantically fucked by a big cock
      Sonechka25
      2.8K views
    • Chastity Sissy on Fucking Machine
      06:14
      Chastity Sissy on Fucking Machine
      80.3K views
    • Alyce tries out her new fucking machine
      16:43
      Alyce tries out her new fucking machine
      Sissy-Alyce
      9.2K views
    • Locked up unicorn in chastity performs for mistress
      01:51
      Locked up unicorn in chastity performs for mistress
      Lockedupunicorn
      7.4K views
    • Mitsuha Anal Training
      05:11
      Mitsuha Anal Training
      Miyamizu Mitsuha
      9.1K views
    • Sissy Chastity Fuck Machine Session
      01:05
      Sissy Chastity Fuck Machine Session
      6.3K views
    • Sissy Chastity Fuck Machine Session 3
      00:54
      Sissy Chastity Fuck Machine Session 3
      6.3K views
    • Femboy Sissy Anal Webcam Show
      01:39
      Femboy Sissy Anal Webcam Show
      G8pess
      3.6K views
    • Anna May riding her fuck machine hard and slow
      09:47
      Anna May riding her fuck machine hard and slow
      AnnaMayUK
      1.4K views
    • Sissy Training "For Mistress Asura"
      04:00
      Sissy Training "For Mistress Asura"
      Sissyemilynutte
      2.3K views
    • rubber slave in chastity being fucked by fucking machine
      01:23
      rubber slave in chastity being fucked by fucking machine
      RubberPiglet
      just added
    • I put my machine on the highest setting and I had a sissygasm!
      05:10
      I put my machine on the highest setting and I had a sissygasm!
      Tina Noxx
      6.1K views
    • SisK being fucked by fucking machine (close up scenes)
      18:36
      SisK being fucked by fucking machine (close up scenes)
      SissyKanisa
      14.7K views
    • CD Sissy Trans Maschine Fucked Ass Pig Whore Chastity
      16:12
      CD Sissy Trans Maschine Fucked Ass Pig Whore Chastity
      Titten-Sau
      10K views
    • Sissy fucked by fuck machine cumming
      06:36
      Sissy fucked by fuck machine cumming
      Crystal Phoenix
      5.6K views
    • Sissy shows off her round ass and takes a pounding from her fuck machine
      01:20
      Sissy shows off her round ass and takes a pounding from her fuck machine
      Jasmine904x
      2.3K views
    • Relevant Short videos

      Stretched Out in Chastity
      Stretched Out in Chastity
      Roxie Black
      11K views
      Sissy Maid Finishes, but the Whipping Doesn't
      Sissy Maid Finishes, but the Whipping Doesn't
      Derek6699
      38.6K views
      sissy fuck machine
      sissy fuck machine
      Jade Sissy
      12.2K views
      Chastity Heels and Machine Fucking Part Two!
      Chastity Heels and Machine Fucking Part Two!
      Roxie Black
      5.6K views
      Chastity Heels and Machine Fucking
      Chastity Heels and Machine Fucking
      Roxie Black
      5.7K views
      Sissy Candy has her first sissygasm in chastity on a fucking machine!
      Sissy Candy has her first sissygasm in chastity on a fucking machine!
      Sissy Candy
      3.4K views
    • Hot Tranny Machine in Chastity Drills Her Ass with a Sex Machine
      05:01
      Hot Tranny Machine in Chastity Drills Her Ass with a Sex Machine
      DARIA DEEPES
      3.9K views
    • Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY
      32:11
      Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY
      Lizzy Yum
      20.1K views
    • Sissy Tgirl Oral and Anal fuck with Sexmachine Caged Sissygasm
      07:01
      Sissy Tgirl Oral and Anal fuck with Sexmachine Caged Sissygasm
      Mariana Taylor
      1.7K views
    • Sissy daily anal training
      11:20
      Sissy daily anal training
      SissyDaniella
      1.1K views
    • Sissy in Chastity Has Squirting Sissygasm on Fucking Machine
      01:08
      Sissy in Chastity Has Squirting Sissygasm on Fucking Machine
      26.2K views
    • Blonde T-girl Trains Herr Ass on Her Fuck Machione
      08:51
      Blonde T-girl Trains Herr Ass on Her Fuck Machione
      MJ
      6.8K views
    • Feminized Cosplay Slut Loves to be Fucked
      05:39
      Feminized Cosplay Slut Loves to be Fucked
      CarmenMelatonin
      5K views
    • Mitsuha ride the dildo with her juicy ass
      01:57
      Mitsuha ride the dildo with her juicy ass
      Miyamizu Mitsuha
      4.5K views
    • Secretary Jasmine takes a break to practice her anal exercises
      01:10
      Secretary Jasmine takes a break to practice her anal exercises
      Jasmine904x
      1.6K views
    • sissy using fuck machine to try and cum in chastity
      05:56
      sissy using fuck machine to try and cum in chastity
      Jojobunny
      1.8K views
    • POV Anal with Sissy Jasmine
      01:20
      POV Anal with Sissy Jasmine
      Jasmine904x
      1.4K views
    • Sissy gets Fisted by her Fuckmachine
      01:59
      Sissy gets Fisted by her Fuckmachine
      Anaconda85
      1.1K views
    • Skyler Storm sissy chastity dildo machine
      04:25
      Skyler Storm sissy chastity dildo machine
      2.3K views
    • Sissygasm Chastity Vibrator Machine Dildo Fucked Pulpyboy69
      07:50
      Sissygasm Chastity Vibrator Machine Dildo Fucked Pulpyboy69
      Pulpyboy69
      300 views
    • Sissy Clitty in Chastity Leaking Sissy Milk. Vibrator + Fucking Machine.
      01:36
      Sissy Clitty in Chastity Leaking Sissy Milk. Vibrator + Fucking Machine.
      Traviezisha
      just added
    • Sissy in chastity getting drilled by fucking machine
      05:17
      Sissy in chastity getting drilled by fucking machine
      TamaraTv
      16.7K views
    • Jessica908x Fucked by Machine and Cums
      03:11
      Jessica908x Fucked by Machine and Cums
      7.1K views
    • misr4 - chastity cage fuck machine
      09:00
      misr4 - chastity cage fuck machine
      misr4
      3.2K views
    • Sissy Ladyboy Chastity Training Getting Fucked Hard by Dildo Sex Machine
      10:14
      Sissy Ladyboy Chastity Training Getting Fucked Hard by Dildo Sex Machine
      FEMBOIIxFRANKII
      3.4K views
    • Feminized Chastity slut loves being fucked by Mechanical Dildo
      06:03
      Feminized Chastity slut loves being fucked by Mechanical Dildo
      CarmenMelatonin
      4.5K views
    • Caged sissygasm with young crossdresser
      06:44
      Caged sissygasm with young crossdresser
      OneWhoHasFun
      2.6K views
    • Nastya Sissy Slut And Home Made Sex Machine
      01:24
      Nastya Sissy Slut And Home Made Sex Machine
      Nastia
      1.9K views
    • Booty Shorts Babe in Chastity spreads herself for a good fucking
      08:27
      Booty Shorts Babe in Chastity spreads herself for a good fucking
      CarmenMelatonin
      2.5K views
    • Skinny sissy Cuteasscassie fuck machine slow and deep
      02:14
      Skinny sissy Cuteasscassie fuck machine slow and deep
      CuteAssCassie
      1.9K views
    • Sissy in Chastity Gets Fucked Hard by Dildo Sex Machine
      11:06
      Sissy in Chastity Gets Fucked Hard by Dildo Sex Machine
      FEMBOIIxFRANKII
      1.7K views
    • Chastity Sissy Femboy Fucked Hard By Dildo Sex Machine
      02:43
      Chastity Sissy Femboy Fucked Hard By Dildo Sex Machine
      FEMBOIIxFRANKII
      1.6K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 5
    4. 6
    5. 7
    6. 8
    7. 9
    8. ...
    9. 44
    10. ...
    11. 80
    80

    Searches Related to Chastity Machine

    • Sissyboy-5
    • Sadistic Mistress
    • Humilation
    • Early Hormone Treatment Results
    • Restroom
    • Drinking Sperm
    • Degrading
    • Huge Toys Insertions
    • Successful Transition Mtf
    • Gas Mask
    • Belly Bulge
    • Rubber Doll
    • Anal Train
    • House Party
    • Gender Transformation
    • Punch Fisting
    • Step Mom Shocked
    • Married Straight Man Breeds Again
    • Brutal Pegging
    • Cumblast Compilations
    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