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

    Sissy Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Machine
    Chastity Sissy Fucking Machine
    Sissy Fuck Machine Orgasm
    Sissy Fuck Machine Training
    Sissy Fuck Machine BBC
    Sissy Punishment Fucking Machine
    Sissy Fuck Machine Cum
    Anal Machine Chastity Sissy
    Latex Sissy Machine Fucking
    Sissy Deepthroating Fuck Machine
    Sissy Anal Machine Fuck Training
    Sissy With Cow Milking Machine
    Femdom Sissy Chastity Machine Fucked
    Sissy Gasm From Fuck Machine
    Sissy Training Tied to Fuck Machine
    Sissy Fucked Machine Get Prostate Orgasm
    Sissy Piss Gasm From Fuck Machine
    Sissy Crossdresser
    Sissy Training
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Juicy black cock BBC jack off session
      05:19
      Juicy black cock BBC jack off session
      SweetDWillie456
      6.9K views
    • Huge 12in Massive Dildo Compilation 2 Hours
      02:06:21
      Huge 12in Massive Dildo Compilation 2 Hours
      JenniferStarTS
      4.5K views
    • PVC whore heels
      01:40
      PVC whore heels
      Lady Valda
      27.1K views
    • Trans fucked by huge toys on sex machine
      30:12
      Trans fucked by huge toys on sex machine
      mizuki-kushida
      44.1K views
    • Sissy Humiliation - Toilet Licking and Anal Sex Machine
      01:42
      Sissy Humiliation - Toilet Licking and Anal Sex Machine
      Elvi Lynx
      25.1K views
    • compilation of a trans riding a fuck machine on a broadcast
      10:05
      compilation of a trans riding a fuck machine on a broadcast
      yourprettykate
      23.5K views
    • Bubble butt bitch fucked anal by fuck machine
      07:28
      Bubble butt bitch fucked anal by fuck machine
      Crystal Phoenix
      3.1K views
    • Who wants to drink my SPECIAL yogurt
      08:20
      Who wants to drink my SPECIAL yogurt
      Miyamizu Mitsuha
      12.3K views
    • Fuck machine sissygasm
      02:29
      Fuck machine sissygasm
      boobyb0y
      40.8K views
    • Princess Fucked on the Couch by Sex Machine Dildo ! xxHayleeMariexx Phone Vid
      13:20
      Princess Fucked on the Couch by Sex Machine Dildo ! xxHayleeMariexx Phone Vid
      XxHayleeMariexx
      16.2K views
    • Crossdresser gets machine fucked with XXL Monster Dildos #10
      11:00
      Crossdresser gets machine fucked with XXL Monster Dildos #10
      Niceguy_1991
      15.1K views
    • My first time to try 15 inch King Cock with high speed fucking machine
      08:08
      My first time to try 15 inch King Cock with high speed fucking machine
      Ylvis88
      42.6K views
    • Sissy Lucy Squirting And Leaking Cum From My Uncut Cock On The Fucking Machine
      05:46
      Sissy Lucy Squirting And Leaking Cum From My Uncut Cock On The Fucking Machine
      Spike Essex
      28.8K views
    • Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom
      10:14
      Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom
      Jessica Bloom
      12.2K views
    • 10.4 Inch Dildo Pounding Me so Good
      03:21
      10.4 Inch Dildo Pounding Me so Good
      Shy Boy
      4.3K views
    • A Fucked and Gaping White Ass (close up slow mo)
      02:54
      A Fucked and Gaping White Ass (close up slow mo)
      NKeyCD
      1K views
    • Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!
      06:20
      Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!
      MJ
      21K views
    • Sissy Candy Fucking Machine Compilation
      10:37
      Sissy Candy Fucking Machine Compilation
      Sissy Candy
      7.7K views
    • Cute sissy in chastity sounding until squirting all over the place!
      10:55
      Cute sissy in chastity sounding until squirting all over the place!
      Cannagurlshredz
      8.6K views
    • Putting my sissy ass in a test with huge 15 inch King Cock dildo in fucking machine
      05:21
      Putting my sissy ass in a test with huge 15 inch King Cock dildo in fucking machine
      Ylvis88
      29.2K views
    • Crossdresser gets machine fucked with XXL Monster Dildos #11
      15:57
      Crossdresser gets machine fucked with XXL Monster Dildos #11
      Niceguy_1991
      17.1K views
    • Certainly One Way to Get Rid of Your Gag Reflex!
      05:14
      Certainly One Way to Get Rid of Your Gag Reflex!
      MJ
      8.9K views
    • Hankey's Toys Tendrills in me
      07:58
      Hankey's Toys Tendrills in me
      Ylvis88
      3K views
    • Fucked by the Machine Again
      02:59
      Fucked by the Machine Again
      cd_vv
      1.2K views
    • Fucking Machine Fun With Spinning Dildo
      07:42
      Fucking Machine Fun With Spinning Dildo
      AmandaKnight
      2.6K views
    • My first time hilting the Artemis 115
      08:03
      My first time hilting the Artemis 115
      Ylvis88
      2.7K views
    • Sexy Sissy Shows Off Her Body While Having Her Ass Stretched
      07:37
      Sexy Sissy Shows Off Her Body While Having Her Ass Stretched
      MJ
      47.1K views
    • My tight tiny sissy pussy fucked with huge alien style dildo machine
      49:48
      My tight tiny sissy pussy fucked with huge alien style dildo machine
      Ylvis88
      24.8K views
    • Sissy Sasha Q Big Anal Orgasm
      02:53
      Sissy Sasha Q Big Anal Orgasm
      Sasha Q
      656 views
    • Fuck machine makes sissy squirt
      17:00
      Fuck machine makes sissy squirt
      Jasmine904x
      just added
    • Natacha Mancinelli plays with her fuck machine
      27:03
      Natacha Mancinelli plays with her fuck machine
      Natacha Mancinelli
      25.4K views
    • F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up
      07:28
      F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up
      Jessica Bloom
      27.7K views
    • Anal Slut Squirts in Chastity with Fuck Machine
      06:50
      Anal Slut Squirts in Chastity with Fuck Machine
      Priscilla Maria
      10.7K views
    • Jenni gets destroyed by cock and cums hard
      05:33
      Jenni gets destroyed by cock and cums hard
      Jenni Wallace
      6.9K views
    • Sissy Trans Milks Her Cock
      03:45
      Sissy Trans Milks Her Cock
      CD Mandi
      1.7K views
    • Hot blue Skin Avatar fucked by Machine clip 2
      03:53
      Hot blue Skin Avatar fucked by Machine clip 2
      Selenahot
      6.9K views
    • Sissy crossdresser Emmysdesire slowly pounded by her big dildo when tied up
      13:57
      Sissy crossdresser Emmysdesire slowly pounded by her big dildo when tied up
      Emmysdesire
      17.4K views
    • Fist machine wrecks my pussy until i swallow my load!
      05:12
      Fist machine wrecks my pussy until i swallow my load!
      Cannagurlshredz
      20.7K views
    • Fucking machine with 12 inch dildo in to my sissy pussy
      26:36
      Fucking machine with 12 inch dildo in to my sissy pussy
      Ylvis88
      24.5K views
    • Cute Sissygasm From a Cute Sissy Girl - Sooo Hot!
      03:50
      Cute Sissygasm From a Cute Sissy Girl - Sooo Hot!
      Bellaroar
      1.3K views
    • LET ME RIDE YOUR HARD COCK TIL MAKE YOU CUM!!
      03:23
      LET ME RIDE YOUR HARD COCK TIL MAKE YOU CUM!!
      missangell_
      41K views
    • It's SO Big! Huge Dildo Deep Bussy Pounding with Fuck Machine - full video on LayneLovee Manyvids
      01:11
      It's SO Big! Huge Dildo Deep Bussy Pounding with Fuck Machine - full video on LayneLovee Manyvids
      Layne Love
      23.4K views
    • Big fucking machine dildo makes me squirt
      01:51
      Big fucking machine dildo makes me squirt
      Muckyfun
      12.1K views
    • Sissy Fuck Machine
      05:06
      Sissy Fuck Machine
      Sissy Marissa
      12.3K views
    • Butt Girl Tiffany Ciskiss Cosplay 2B Fucking Huge Toys Long Cut
      31:23
      Butt Girl Tiffany Ciskiss Cosplay 2B Fucking Huge Toys Long Cut
      Tiffany Ciskiss
      11.7K views
    • Wearing Heels While Getting Fucked By Fuck Machine
      09:06
      Wearing Heels While Getting Fucked By Fuck Machine
      Bottom Jen
      9.7K views
    • Sissy Lucy and Gigi get fucked by two fucking machines
      02:15
      Sissy Lucy and Gigi get fucked by two fucking machines
      Spike Essex
      29.3K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 6
    4. 7
    5. 8
    6. 9
    7. 10
    8. ...
    9. 44
    10. ...
    11. 80
    80

    Searches Related to Sissy Machine

    • South Korea
    • Stretch
    • Instagram Models Leaked
    • Electric Shock
    • Flexible
    • How Fuckable Thigh High Boots
    • Key
    • Belly Bulge
    • Gorgeous TS
    • Latex Catsuit
    • Rough Pegging
    • Bratz Dolls
    • X X X X X
    • Xtreme Pleasure Hub
    • Sloppy Seconds
    • Perverted
    • Public Toy
    • Condom Breaks
    • Bathroom Gloryhole
    • Massive Load
    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