PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Sissy Caged Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Caged Sissies
    Bbc Caged Sissy
    Mistress Cages Sissy
    Sissy Chastity Cage Compilation
    2 Sissies 1 Chastity Cage
    Extreme Make Sissy Whore Chastity Caged
    Nyxi Leons New Sissy Cock Cage
    Small Dick in Sissy Caged and Cum
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Holly in chastity and plugged
      04:04
      Holly in chastity and plugged
      Hollycd1
      10.4K views
    • Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow
      13:41
      Sissy gothic cow with red hair and in chastity rides a big black dildo on her pillow
      Vane03_siss
      7.9K views
    • Trans girl playing with dildos and anal fisting
      05:35
      Trans girl playing with dildos and anal fisting
      Trinit Noir
      3.8K views
    • Cute sissy girl playing with her while caged
      01:34
      Cute sissy girl playing with her while caged
      Ericka Sprinkle
      1.7K views
    • Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD
      17:28
      Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD
      Lucia Maya
      38.1K views
    • Lola Crystals and I having fun caged and kissing :)
      01:24
      Lola Crystals and I having fun caged and kissing :)
      Ericka Sprinkle
      38.5K views
    • Omega Cumpilation
      01:00
      Omega Cumpilation
      boobyb0y
      9.9K views
    • Cute Sissy Smoking and Anal in Chastity
      06:30
      Cute Sissy Smoking and Anal in Chastity
      CuteAsianSissy
      12.9K views
    • Sissy in Chastity and Micro Bikini Takes a 1.5L Enema and Pushes It Out for You
      07:05
      Sissy in Chastity and Micro Bikini Takes a 1.5L Enema and Pushes It Out for You
      Traviezisha
      3K views
    • Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
      05:19
      Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
      Jessica Bloom
      8.5K views
    • Sissygasm Training - Turning your Cock into a Sissy Clit FULL VID on LayneLovee Manyvids
      01:10
      Sissygasm Training - Turning your Cock into a Sissy Clit FULL VID on LayneLovee Manyvids
      Layne Love
      20.2K views
    • Futanari Mistress Shows you How to Use a Chastity Cage!
      10:17
      Futanari Mistress Shows you How to Use a Chastity Cage!
      fermerino
      6.9K views
    • Caged Sissy Trixie Christmas Whore playing with her toys
      03:28
      Caged Sissy Trixie Christmas Whore playing with her toys
      trixied93
      1.3K views
    • Cock Cage Guide -- How to Put on Chastity Device Clit Cage
      08:45
      Cock Cage Guide -- How to Put on Chastity Device Clit Cage
      Jessica Bloom
      125.6K views
    • Mistress Lets Sissy Squirt In Cage
      01:52
      Mistress Lets Sissy Squirt In Cage
      Devotion1986
      11.4K views
    • AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)
      03:09
      AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)
      Abby Kitty
      80.5K views
    • Sissy in Pink Micro Bikini Butt-Chugging 1L of Beer on Your Table
      07:23
      Sissy in Pink Micro Bikini Butt-Chugging 1L of Beer on Your Table
      Traviezisha
      2.2K views
    • Sissy Compilation Outside drinking and pussy fuck in Public
      18:48
      Sissy Compilation Outside drinking and pussy fuck in Public
      SissyDaniella
      6.2K views
    • Caged Sissy Maid Slave – Cleaning the Bathroom for Mistress and Her Boyfriend
      06:29
      Caged Sissy Maid Slave – Cleaning the Bathroom for Mistress and Her Boyfriend
      Lucy Dee
      9.4K views
    • Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
      01:17
      Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
      Allmylinks
      1K views
    • Chastity Sissy Anal Orgasms And Licking Cum of Feet  Jessica Bloom and Femdom Polieana
      10:23
      Chastity Sissy Anal Orgasms And Licking Cum of Feet Jessica Bloom and Femdom Polieana
      Jessica Bloom
      59.9K views
    • BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage
      06:51
      BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage
      Candy Ass Sissy
      21.8K views
    • Sexy Mature Crossdressing sissy slut Takes It Deep
      23:51
      Sexy Mature Crossdressing sissy slut Takes It Deep
      Shystockings
      1.5K views
    • Releasing my sissy clitty from inverter chastity cage
      02:10
      Releasing my sissy clitty from inverter chastity cage
      27.5K views
    • Sissy cum in inverted chastity cage after being denied for 60 days
      05:12
      Sissy cum in inverted chastity cage after being denied for 60 days
      Chubby Sissy Dani
      35.6K views
    • Nun Dildo Dommed & Spanked By Priest ABRIDGED
      06:30
      Nun Dildo Dommed & Spanked By Priest ABRIDGED
      Adam Castle
      28.6K views
    • Review: Chastity Cages for Sissies
      08:12
      Review: Chastity Cages for Sissies
      Brat Perversions
      4.2K views
    • Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
      05:12
      Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
      MJ
      2.4K views
    • sissy girl jessie sissy adventures become a slutty student practicing for sex ed at home
      04:19
      sissy girl jessie sissy adventures become a slutty student practicing for sex ed at home
      jessiesissyadventures
      1K views
    • Crossdresser gets machine fucked with XXL Monster Dildos #7
      10:07
      Crossdresser gets machine fucked with XXL Monster Dildos #7
      Niceguy_1991
      24.1K views
    • Horny Puppy has to be locked away twice! Role Play by Tranny Dom! Sock Fetish Teasing!
      01:14
      Horny Puppy has to be locked away twice! Role Play by Tranny Dom! Sock Fetish Teasing!
      TV_Helena
      19K views
    • Sissy Hope Compilation 14
      13:12
      Sissy Hope Compilation 14
      Sissy Hope
      3.9K views
    • Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage
      16:07
      Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage
      Spike Essex
      66.7K views
    • Sissy Monika CD in Chastity cumming on a Huge black Dildo
      06:11
      Sissy Monika CD in Chastity cumming on a Huge black Dildo
      M MonikaCD
      29.9K views
    • Sissy riding dildo with fake pussy on a tripod
      13:23
      Sissy riding dildo with fake pussy on a tripod
      SissyDaniella
      3.9K views
    • hot ass sissy. riding big long toy deep and good whilst vibrating cage
      01:15
      hot ass sissy. riding big long toy deep and good whilst vibrating cage
      Lisa Rhea Deville
      1.4K views
    • Anal Slut Chained to the Fuck Machine by Her Balls
      06:48
      Anal Slut Chained to the Fuck Machine by Her Balls
      Priscilla Maria
      23.2K views
    • Gothic sissy taniax plays with dildo in the public view-PART1
      06:45
      Gothic sissy taniax plays with dildo in the public view-PART1
      Taniaxtorres
      12.5K views
    • The slave in her cage
      01:58
      The slave in her cage
      Sklavin
      3K views
    • Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
      01:24
      Sissy Anal Training Instructions - Fuck your Ass with Me FULL VID on LayneLovee Manyvids
      Layne Love
      25.5K views
    • Tied up sissy in chastity cage with anal plug ready for fuck
      05:54
      Tied up sissy in chastity cage with anal plug ready for fuck
      Tony Jackson
      27.3K views
    • Sissy Presenting New Dress and Small Walk Around Outdoor
      06:06
      Sissy Presenting New Dress and Small Walk Around Outdoor
      SissyDaniella
      2.1K views
    • ABT250422 Riding my dildo Boy friend
      02:49
      ABT250422 Riding my dildo Boy friend
      Abby Kitty
      23K views
    • Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo
      06:39
      Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo
      SissyKanisa
      35.5K views
    • Breaking the Cage
      01:59
      Breaking the Cage
      boobyb0y
      11.5K views
    • Taniax-Slutty walk around the city Part 2
      06:00
      Taniax-Slutty walk around the city Part 2
      Taniaxtorres
      9.4K views
    • Extreme Anal Training of cute sissy locked in flat metal Chastity Cage riding big BBC dildo!
      05:54
      Extreme Anal Training of cute sissy locked in flat metal Chastity Cage riding big BBC dildo!
      NAT0NYA
      4.4K 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 Sissy Caged

    • Men Dressed as Women
    • Censored
    • Spank
    • Extrem Crossdressers
    • Sissycdmish
    • Femboy Bullied
    • Gender Transformation Story
    • Sybian Machine
    • Tight Corset
    • Sissyfication Process
    • Caught Crossdressing
    • Slutwife Secrets
    • Thigh High Boots
    • Ass Destroy Slave
    • Transvestite Pantyhose
    • Sex Chair
    • Uk Transvestites
    • Sissyalicia
    • Wild Shemales Orgies
    • Extreme CBT
    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