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

    Pillory Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy the Pillory
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.3M views
    • TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      01:19
      TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      Princesszoey
      82.7K views
    • Damazonia & Natalie Mars - Anal Fisting Strapon
      15:55
      Damazonia & Natalie Mars - Anal Fisting Strapon
      299.8K views
    • Filthy Slut PMV
      02:02
      Filthy Slut PMV
      1.1M views
    • Fuck Machine Sissygasm
      01:30
      Fuck Machine Sissygasm
      boobyb0y
      208.3K views
    • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      12:05
      TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      Trans Erotica
      458K views
    • Anal Domination: Double Penetration Big Cock for French Trans
      01:00:27
      Anal Domination: Double Penetration Big Cock for French Trans
      Trans and Co
      617.9K 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
    • 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
      181.3K views
    • DEVILS FILM - Hot Trans Jade Venus In Pantyhose Gets Her Ass Fucked And Mouth Filled With Cum
      15:26
      DEVILS FILM - Hot Trans Jade Venus In Pantyhose Gets Her Ass Fucked And Mouth Filled With Cum
      DevilsFilmOfficial
      3.1M 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
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.6M views
    • BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
      06:01
      BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
      FapHouse
      115K views
    • TRANSFIXED - Big Dick T-Girl Leah Hayes CAUGHT Fucking Big Ass Coworker Alexa Chain In BOSS' OFFICE!
      15:23
      TRANSFIXED - Big Dick T-Girl Leah Hayes CAUGHT Fucking Big Ass Coworker Alexa Chain In BOSS' OFFICE!
      Transfixed
      614K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      973K views
    • The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      07:20
      The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      Sonechka25
      39.9K views
    • TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      16:15
      TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
      Transfixed
      3.1M views
    • Sissy chastity cage hardcore anal playplay
      02:44
      Sissy chastity cage hardcore anal playplay
      Lexi Faith
      124.3K views
    • So Strongly Fucked That I Was Wet Myself
      02:44
      So Strongly Fucked That I Was Wet Myself
      FapHouse
      85.3K views
    • REAL LIFE FUTA - Girls with huge cocks
      20:06
      REAL LIFE FUTA - Girls with huge cocks
      Futanari XXX
      2.9M views
    • Together in a life of chastity
      09:44
      Together in a life of chastity
      Katie Fox
      141.5K views
    • Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      01:13:48
      Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      Trans and Co
      202.8K 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
    • Mistress Fucks My Urethra
      06:12
      Mistress Fucks My Urethra
      AdriaTrans
      68.6K views
    • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      10:25
      Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      Trans Angels
      9.2M views
    • Walking Anomaly Shemale's Super-Sized Cock
      06:35
      Walking Anomaly Shemale's Super-Sized Cock
      Anna Loves Shemale
      413K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • handz free shemale cumming while getting fucked
      13:40
      handz free shemale cumming while getting fucked
      2.4M views
    • Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
      08:12
      Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
      MarilyDaniela
      271.5K views
    • Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
      07:06
      Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
      Futanari XXX
      1.4M views
    • Chaturbate trap queen Sue Lightning worships a cock
      04:45
      Chaturbate trap queen Sue Lightning worships a cock
      Pure Ts
      463.5K views
    • Her Body Bounces as She’s Fucked Deep and Moans in Pleasure
      12:13
      Her Body Bounces as She’s Fucked Deep and Moans in Pleasure
      F FHDAnimation
      58.8K views
    • A Show From a Japanese Queen for You
      05:32
      A Show From a Japanese Queen for You
      EvolutionLFN
      164.3K views
    • COMPILATION OF THE HARDEST TRANS FUCK ANIMATION WITH TURKISH SUBTITLES - TRANSGENDER 3D ADULT MOVIE - RadRoachHD Compilation
      26:44
      COMPILATION OF THE HARDEST TRANS FUCK ANIMATION WITH TURKISH SUBTITLES - TRANSGENDER 3D ADULT MOVIE - RadRoachHD Compilation
      T TurkceHentai0
      817.3K views
    • Anti-venom Gwen Showers You with Her Cum
      04:19
      Anti-venom Gwen Showers You with Her Cum
      EvolutionLFN
      177K views
    • Compilation: Trannies Cum While they get Fucked
      13:29
      Compilation: Trannies Cum While they get Fucked
      3.9M views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      167K views
    • Beautiful sissy ride monster cock and cum
      08:40
      Beautiful sissy ride monster cock and cum
      yourprettykate
      126.8K views
    • Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
      01:39
      Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
      Layne Love
      67K views
    • Masters pride and joy for everyone to see.
      34:53
      Masters pride and joy for everyone to see.
      1.7M views
    • Modern AI Milk Machine making this young futanari cum multiple times - 3D Animation
      07:51
      Modern AI Milk Machine making this young futanari cum multiple times - 3D Animation
      T TheHentaiGuy94
      337.3K 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
      FapHouse
      138.2K views
    • Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      01:06
      Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      Snake_0rgy
      168.5K views
    • TSFACTOR Hardcore Trans ANAL Compilation
      23:06
      TSFACTOR Hardcore Trans ANAL Compilation
      TS Factor
      1.2M views
    • Showing off My Prolapse While Riding My Hankeys Xxxl
      00:40
      Showing off My Prolapse While Riding My Hankeys Xxxl
      Snake_0rgy
      345.6K views
    • Motorcycle Riding & Giant Dildos
      03:09
      Motorcycle Riding & Giant Dildos
      Snake_0rgy
      189.8K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3

    Searches Related to Pillory

    • Destroyed
    • Punishing
    • Used
    • Ruined
    • Enslaved
    • Tranny Punished
    • Screaming BBC
    • Feminization
    • Submissive Slut
    • Bound Gangbang
    • Trapped
    • Tied to Bed
    • British Dirty Talk
    • Destruction
    • Dominant Wedding Night
    • Rectal Prolapse
    • Sadistic Mistress
    • Captured
    • Whipped and Beaten
    • First Sissygasm
    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