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

    Caged Cuckold Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • My wife told me to play this
      11:13
      My wife told me to play this
      961.5K views
    • Caged Sissy try get pleasure by anal dildo play
      11:54
      Caged Sissy try get pleasure by anal dildo play
      SissyDaniella
      30.5K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      655.9K views
    • Sissy coming home from work
      16:12
      Sissy coming home from work
      SissyDaniella
      20K views
    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      215.1K views
    • Sissy fucking new pussy hole
      15:06
      Sissy fucking new pussy hole
      SissyDaniella
      12.3K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      745.4K 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
    • Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
      05:11
      Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
      Jessica Bloom
      275.9K views
    • Sissy in Red playing with Sex Maschine
      12:40
      Sissy in Red playing with Sex Maschine
      SissyDaniella
      5.6K views
    • Cuckold chastity  shemale
      06:15
      Cuckold chastity shemale
      118.2K views
    • Sissy Compiliation
      12:49
      Sissy Compiliation
      SissyDaniella
      6.7K views
    • Wife makes sissy husband suck BBC
      00:39
      Wife makes sissy husband suck BBC
      309.5K views
    • SissyTask-Steel Clothes from neighbours and daily anal training
      11:16
      SissyTask-Steel Clothes from neighbours and daily anal training
      SissyDaniella
      3.6K views
    • AbjectBetaSchool - HYLT (pmv)
      03:00
      AbjectBetaSchool - HYLT (pmv)
      500K views
    • Sissy dildo riding compilation
      10:34
      Sissy dildo riding compilation
      SissyDaniella
      12.1K views
    • Cock Craving Whore - Sissy training JOI - Femdom
      08:45
      Cock Craving Whore - Sissy training JOI - Femdom
      389.8K views
    • Sissy Compilation Chastity Forever
      12:54
      Sissy Compilation Chastity Forever
      SissyDaniella
      1.8K views
    • Wife Catches Husband With TS Girl, Makes Him Sucks Her Dick
      12:52
      Wife Catches Husband With TS Girl, Makes Him Sucks Her Dick
      GenderX
      1.3M views
    • Sissy teasing and dildo riding on balcony
      15:21
      Sissy teasing and dildo riding on balcony
      SissyDaniella
      2.2K views
    • GenderX - Wife Wants Husband To Fuck Her Trans Friend
      12:54
      GenderX - Wife Wants Husband To Fuck Her Trans Friend
      GenderX
      2.7M views
    • Sissy Intro at home and pleasing BBC Dildo 2
      06:04
      Sissy Intro at home and pleasing BBC Dildo 2
      SissyDaniella
      3.2K views
    • Warning : Sissyfication is real - Sissy Joyce's warning
      03:57
      Warning : Sissyfication is real - Sissy Joyce's warning
      Sissy Joyce
      848.5K views
    • Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador
      12:49
      Ashley V swallows huge dildo up her ass and rubs her tiny caged clitAshley V se traga un enorme consolador
      Vkta77
      8.7K views
    • Training to become a sissy cuckold
      03:26
      Training to become a sissy cuckold
      amatorxxx
      620.7K views
    • Sissy slave getting ready for training
      08:09
      Sissy slave getting ready for training
      SissySimran
      36K views
    • Sissy chastity training
      08:23
      Sissy chastity training
      225.9K views
    • Sissy riding dildo in e appartment
      17:45
      Sissy riding dildo in e appartment
      SissyDaniella
      3.7K views
    • Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      11:20
      Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      alinanightsky
      306.1K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      112.7K views
    • FOR SISSY ONLY - are you sure to like girls
      09:49
      FOR SISSY ONLY - are you sure to like girls
      1.2M 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
      70.6K views
    • Cuckold Wife Records Hubby with Tranny Hooker
      10:08
      Cuckold Wife Records Hubby with Tranny Hooker
      TS-Perversions
      384K 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
      34.9K views
    • The Bride has a Cock!
      09:06
      The Bride has a Cock!
      Tranny Bizarre
      193.5K views
    • Sissy Chastity Maid Service Training With Ria Bentley
      07:07
      Sissy Chastity Maid Service Training With Ria Bentley
      Ria_Bentley
      39.6K views
    • sissy clitty chastity
      07:26
      sissy clitty chastity
      525.2K views
    • AB094 Lustful teacher extreme trained -Milking 65cm dildo  (Chinese and English subtitles)
      03:52
      AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)
      Abby Kitty
      379.1K views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      750.7K views
    • Urethral Tube Stimulation with Chastity Cage
      07:00
      Urethral Tube Stimulation with Chastity Cage
      Reina Hanno
      44.1K views
    • Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      08:11
      Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      Jessica Bloom
      116.1K views
    • Submissive femboy is feminized and fucked
      08:30
      Submissive femboy is feminized and fucked
      Crystal Phoenix
      298.2K views
    • Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
      08:03
      Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
      OneWhoHasFun
      10.6K views
    • Story of when daddy pimped me out. First week. Anal toy.
      08:50
      Story of when daddy pimped me out. First week. Anal toy.
      Sunaxfemiknulla
      18.3K views
    • sissies need chastity
      04:49
      sissies need chastity
      172.2K views
    • Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
      07:28
      Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
      Jessica Bloom
      58.8K views
    • White sissy humiliated by verbal Bull while servicing Him
      02:46
      White sissy humiliated by verbal Bull while servicing Him
      178.3K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Big Cock
    Black
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Vintage
    Japanese
    Big Tits
    Young
    Small Cock
    Thai
    Lingerie
    Trans Woman
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Hentai
    FTM
    Group Sex
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Role Play
    Behind The Scenes
    German
    Anal Toy
    SFW
    All categories
    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