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

    Chastity Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Chastity
    Machine
    Fucked Machine Chastity
    Chastity Sissy Fucking Machine
    Anal Machine Chastity Sissy
    Femdom Sissy Chastity Machine Fucked
    Sissy Chastity
    Fucking Machine
    Chastity Cum
    Shemale Chastity
    Chastity Sissy
    Chastity Cage
    In Chastity
    Crossdresser Chastity
    Chastity Gangbang
    Permanent Chastity
    Milking Machine
    Chastity Bondage
    Chastity Pegging
    Trans Chastity
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Tranny Babe in Chasity Cage Gets Fucked by large Dildo
      11:37
      Tranny Babe in Chasity Cage Gets Fucked by large Dildo
      939.6K views
    • Bunny in chastity machine fuck
      03:19
      Bunny in chastity machine fuck
      Jojobunny
      1.5K 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
      63.5K views
    • Sissy in chastity machine fucked
      04:52
      Sissy in chastity machine fucked
      Jojobunny
      1.4K views
    • So Strongly Fucked That I Was Wet Myself
      02:44
      So Strongly Fucked That I Was Wet Myself
      XiangYan
      75.5K views
    • Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
      14:57
      Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
      Sissy Amina
      43.4K views
    • Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
      01:13
      Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
      Layne Love
      172.8K views
    • Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
      02:43
      Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
      Starlightfemboy
      206.5K views
    • Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
      17:39
      Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
      Sissy Joyce
      134.3K views
    • machine spit roast chastity fuck in bondage
      05:29
      machine spit roast chastity fuck in bondage
      272.8K views
    • Sissy chastity cage hardcore anal playplay
      02:44
      Sissy chastity cage hardcore anal playplay
      Lexi Faith
      118.9K views
    • Sissy in chastity and monster fuck machine
      07:41
      Sissy in chastity and monster fuck machine
      yourprettykate
      36.1K views
    • fuck machine handsfree cum 20240421
      06:48
      fuck machine handsfree cum 20240421
      WDJRYBB
      97.3K views
    • Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
      10:02
      Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
      MJ
      15.8K views
    • Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
      07:12
      Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
      Jessica Bloom
      198.6K views
    • Chastity ass pounded sissy
      03:43
      Chastity ass pounded sissy
      Lockedupunicorn
      55.6K views
    • Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      07:37
      Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      MJ
      198.9K views
    • Sissy slut spitroast training with my fuck machine and dildos
      03:05
      Sissy slut spitroast training with my fuck machine and dildos
      trixied93
      3.9K views
    • How to Put on Flat Chastity Cage Guide (Jessica Bloom)
      06:08
      How to Put on Flat Chastity Cage Guide (Jessica Bloom)
      Jessica Bloom
      30.9K views
    • Sissy fucked with some monster dildos
      42:25
      Sissy fucked with some monster dildos
      Niceguy_1991
      319.5K views
    • sissygasm caged Compilation
      03:17
      sissygasm caged Compilation
      boobyb0y
      264.5K views
    • Chastity cage and fuck machine makes perfect cum
      14:09
      Chastity cage and fuck machine makes perfect cum
      yourprettykate
      6.3K views
    • Flat Chastity Sissy
      21:45
      Flat Chastity Sissy
      Juahlovely
      107.5K views
    • Blonde Trans Fisting Silicone Pussy
      06:22
      Blonde Trans Fisting Silicone Pussy
      Nicole Nicolette
      9.7K views
    • fucking machine for beautiful slut
      02:20
      fucking machine for beautiful slut
      636.9K views
    • Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
      07:55
      Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
      Sissy Candy
      45.8K views
    • TRANSEROTICA Nun Natalie Mars Sins By Fucking Sex Machine
      10:00
      TRANSEROTICA Nun Natalie Mars Sins By Fucking Sex Machine
      Trans Erotica
      209.9K views
    • Locked, Submissive Trans Sissy in Long Machine Play
      13:58
      Locked, Submissive Trans Sissy in Long Machine Play
      Paula Rainbow
      7.3K views
    • Sissy Accidentally cums while rubbing her clit in the little chastity cage
      01:41
      Sissy Accidentally cums while rubbing her clit in the little chastity cage
      KiraszaSissy
      165.1K views
    • Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      16:04
      Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      Sissy Candy
      15.2K views
    • Milk or Tea?
      02:36
      Milk or Tea?
      XiangYan
      14.1K views
    • Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine
      01:30
      Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine
      NKeyCD
      5.2K views
    • Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
      10:50
      Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
      Derek6699
      60.2K views
    • Fuck machine and double electric chastity
      05:08
      Fuck machine and double electric chastity
      131.4K views
    • TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      01:19
      TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      Princesszoey
      73K views
    • Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
      08:25
      Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
      Sissy Candy
      20.8K views
    • Together in a life of chastity
      09:44
      Together in a life of chastity
      Katie Fox
      138K views
    • Stupid and Stuffed
      02:45
      Stupid and Stuffed
      Nikki Pinkz
      58.8K views
    • Lena Vesper's Milking & Gooning Session
      08:12
      Lena Vesper's Milking & Gooning Session
      Snake_0rgy
      145K views
    • fucking machine squirt
      21:48
      fucking machine squirt
      Juahlovely
      92.9K views
    • fufu clip sissy anal dildo squirt
      05:56
      fufu clip sissy anal dildo squirt
      Juahlovely
      58.7K views
    • Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
      13:54
      Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
      Sissy Candy
      39.6K views
    • Squeeze Milk
      05:06
      Squeeze Milk
      XiangYan
      223K views
    • Chastity cage and fuck machine are best present
      07:50
      Chastity cage and fuck machine are best present
      yourprettykate
      3.5K views
    • Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      05:27
      Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      ActorFab
      220.2K views
    • Sissy Evolution 2: Be Happy. Be a Bimbo
      06:08
      Sissy Evolution 2: Be Happy. Be a Bimbo
      Tiffany Cox
      4.2K views
    • Down the Sissy Rabbit Hole - My Story
      00:44
      Down the Sissy Rabbit Hole - My Story
      Sissy Joyce
      11.6K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Chastity Machine

    • Chastity Sissy Fucking Machine
    • Dildo Sissygasm
    • Shemale Sex Machines
    • Caged Sissies
    • Cum Handsfree While Fucked by BBC
    • Hands Free Prostate Orgasm
    • Chasity Cage
    • Sara Ali Khan XXX
    • Sri Lankan Lesbian
    • Self Bondage
    • Mistress Rubber Milking
    • Kourtney Paige Van Wales Teacher Tranny
    • Beautiful American Girl
    • Perfect Shemales Jessica Dubai
    • Anal Plug in Public
    • Russian Solo
    • Cindy Belfast
    • Mrs Samantha
    • Anya From Russia
    • Kelly Lovely
    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