PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LOVE FOR HALF THE PRICE ❤️😍 Happy Valentine's Day

    Sissy Fucking Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Machine
    Fucking
    Sissy Fucking
    Chastity Sissy Fucking Machine
    Sissy Punishment Fucking Machine
    Latex Sissy Machine Fucking
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Gangbang
    Sissy Cuckold
    Sissy Slave
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • I like this toy it makes me cum
      02:41
      I like this toy it makes me cum
      1.2M views
    • Sissy fucking machine and masturbation dick
      10:29
      Sissy fucking machine and masturbation dick
      Sasha Earth
      7.7K views
    • Fuck machine anal orgasm
      03:04
      Fuck machine anal orgasm
      Sissy-boys
      126.2K views
    • Sissy fucking machine solo
      01:21
      Sissy fucking machine solo
      Sasha Earth
      3.8K views
    • this fuck machine goes so deep omg 😵
      01:10
      this fuck machine goes so deep omg 😵
      amyy_babyy_x
      293.2K views
    • Sissy Fucking Machine
      15:07
      Sissy Fucking Machine
      Sasha Earth
      6.1K views
    • Fuck Machine Sissygasm
      01:30
      Fuck Machine Sissygasm
      boobyb0y
      222.4K views
    • Sissy fucking machine solo
      07:45
      Sissy fucking machine solo
      Sasha Earth
      7.7K views
    • Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
      15:58
      Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
      CaliFauna
      1.8M views
    • Bitch sissy fucking machine anal brutal crossdresser
      11:21
      Bitch sissy fucking machine anal brutal crossdresser
      6K views
    • The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      02:55
      The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      XiangYan
      341.1K views
    • Caged Sissy fucking machine
      08:33
      Caged Sissy fucking machine
      C Closetsissy2000
      509 views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • Micro Dick Sissy Fucking Her Ass with Big Dildos and a Fuck Machine
      05:21
      Micro Dick Sissy Fucking Her Ass with Big Dildos and a Fuck Machine
      JenniferStarTS
      3.2K views
    • Anal machine creamy hard assfuck.
      23:50
      Anal machine creamy hard assfuck.
      Bootyanal
      197.2K views
    • Big Ass Sissy Fucking Her Ass - Sissy Captions
      05:10
      Big Ass Sissy Fucking Her Ass - Sissy Captions
      JenniferStarTS
      6.7K views
    • White Sissy Bubble Butt Fucked by Machine and Huge Dildo
      05:55
      White Sissy Bubble Butt Fucked by Machine and Huge Dildo
      NKeyCD
      14.5K views
    • The Chair Made My Legs Tremble
      02:08
      The Chair Made My Legs Tremble
      XiangYan
      96.8K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Fucking machine and big toys makes me squirt and cum
      24:48
      Fucking machine and big toys makes me squirt and cum
      Muckyfun
      110.9K views
    • blonde femboy fuck machine sissy training!
      13:20
      blonde femboy fuck machine sissy training!
      Cassie Coyote
      99.9K views
    • Beautiful sissy ride monster cock and cum
      08:40
      Beautiful sissy ride monster cock and cum
      yourprettykate
      146.4K 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
      51.9K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.6M views
    • Double Machine
      05:36
      Double Machine
      Nikki Pinkz
      110.6K 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
      147.8K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.3M views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M views
    • Standing Squirt
      02:43
      Standing Squirt
      XiangYan
      88.3K views
    • sexy brunette fucks machine
      30:47
      sexy brunette fucks machine
      623.3K views
    • Made to Cum 3 Times in Self Bondage
      05:12
      Made to Cum 3 Times in Self Bondage
      Crossed
      135.4K views
    • sissy anal cumming trainer
      56:50
      sissy anal cumming trainer
      761.8K views
    • CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
      01:17:55
      CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
      KinkyHome
      1.5M views
    • Handsfree Pmv Part 1
      03:59
      Handsfree Pmv Part 1
      cd_vv
      14.1K views
    • 21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
      07:08
      21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
      Starlightfemboy
      502.2K views
    • Lena Vesper Rides Her Fuck Machine
      01:13
      Lena Vesper Rides Her Fuck Machine
      Snake_0rgy
      134.4K views
    • Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
      08:12
      Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
      MarilyDaniela
      305.5K views
    • Sitting on the Sex Machine and Being Fucked to Squirt
      01:28
      Sitting on the Sex Machine and Being Fucked to Squirt
      cd_vv
      28K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.7M views
    • Trans Girl in Fishnets Destroying her Bussy Asshole with a 11-inch Hankeys Toys BBC Dildo
      00:41
      Trans Girl in Fishnets Destroying her Bussy Asshole with a 11-inch Hankeys Toys BBC Dildo
      CaliFauna
      476.7K views
    • Sex Chair
      03:06
      Sex Chair
      XiangYan
      87.4K views
    • Mandy and her fuck machine
      03:35
      Mandy and her fuck machine
      Cumbrian Mandy
      51.4K views
    • TRANSEROTICA Lianna Lawson Fucked By Big Cock Sex Machine
      10:00
      TRANSEROTICA Lianna Lawson Fucked By Big Cock Sex Machine
      Trans Erotica
      341.3K views
    • Sideview sissy action with cum leaks
      47:09
      Sideview sissy action with cum leaks
      Ylvis88
      82.6K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      423.4K views
    • tgirl sits and rides on massive dildo - Hankey's Toys XXXCALIBUR
      01:52
      tgirl sits and rides on massive dildo - Hankey's Toys XXXCALIBUR
      amyy_babyy_x
      1M 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 Sissy Fucking Machine

    Chastity Sissy Fucking Machine
    Shemale Sex Machines
    Solo Shemales Squirting Cum
    Femboy Ass
    Anal Sissygasm
    Caged Sissies
    Extreme Dildo
    Huge Toy
    Trans Bimbo
    Cumming With Toys
    Feminization JOI
    Sasha Q
    Hands Free Orgasm
    Sissycdmish
    Petite Chloe
    Bitch Training
    Big Cock Trainer
    Handsfree Ejaculation
    Femdom Humiliation
    Feminized Husband
    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