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

    Chastity Session 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
    • Video editing session turns into a kinky bi and trans foursome orgy
      40:50
      Video editing session turns into a kinky bi and trans foursome orgy
      Onlyfans
      1.2M views
    • Sissys Breast Pumping Session Enlarging my boobs
      09:46
      Sissys Breast Pumping Session Enlarging my boobs
      KiraszaSissy
      8K views
    • Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
      07:21
      Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
      MaureenNadh
      9.8K views
    • Linzy19 Kickback Orgasm Session 4
      21:52
      Linzy19 Kickback Orgasm Session 4
      Linzy19
      21.7K views
    • Intense Anal Training Session with Huge Toys & POV Sissygasm - full video on LayneLovee Manyvids
      01:12
      Intense Anal Training Session with Huge Toys & POV Sissygasm - full video on LayneLovee Manyvids
      Layne Love
      14.4K views
    • Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
      01:02
      Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
      FapHouse
      927 views
    • Sissy Hope – anal fuck session with fuck machine and lush
      27:02
      Sissy Hope – anal fuck session with fuck machine and lush
      Sissy Hope
      27.1K views
    • Sissy Chastity Fuck Machine Session
      01:05
      Sissy Chastity Fuck Machine Session
      6.3K views
    • Sissy Chastity Fuck Machine Session 3
      00:54
      Sissy Chastity Fuck Machine Session 3
      6.3K views
    • CD-Session 31.1.25, black heels, red dress, glass plug
      01:39
      CD-Session 31.1.25, black heels, red dress, glass plug
      UrSissySlaveXXX
      1.6K views
    • Sissy Hope, one night private session, sex and more...
      05:55
      Sissy Hope, one night private session, sex and more...
      Sissy Hope
      8.9K views
    • Bondage and chastity dildo session
      04:06
      Bondage and chastity dildo session
      17.7K views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      96.4K views
    • I fuck my roommate and fills my butthole full of cum while i'm in chastity
      05:45
      I fuck my roommate and fills my butthole full of cum while i'm in chastity
      missangell_
      688K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      382.7K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      394.6K views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      231.7K views
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      60.1K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      120.4K views
    • Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      05:27
      Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      ActorFab
      242.5K views
    • Daddy loves to wreck my asshole in chastity
      06:24
      Daddy loves to wreck my asshole in chastity
      missangell_
      486.1K views
    • Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
      08:41
      Sissy Slut Sucks Cock For Huge Load of Cum Twice in a Row - Jessica Bloom
      Jessica Bloom
      49.2K 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
    • Sissy Hailey Doll gets her holes ruined by BBC😈
      02:05
      Sissy Hailey Doll gets her holes ruined by BBC😈
      Sissy Haileydoll
      671.6K views
    • New Chastity BJ COWGIRL FUCK
      15:26
      New Chastity BJ COWGIRL FUCK
      758.9K 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
      76.4K 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
      131.8K views
    • Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
      12:11
      Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
      Mamou5891
      60.9K views
    • POV: You are fucking me!!
      07:02
      POV: You are fucking me!!
      Sexy Luke
      34.4K views
    • Trans Rachael Belle Experiences A Sexual Awakening
      11:20
      Trans Rachael Belle Experiences A Sexual Awakening
      hothotfilms
      99.5K views
    • My Biggest Anal Dildo Training Vf
      08:12
      My Biggest Anal Dildo Training Vf
      FapHouse
      60.9K 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
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      167K views
    • Cumming Inside A Femboy
      02:36
      Cumming Inside A Femboy
      Cassie Coyote
      609.4K views
    • How I've made my boyfriend into a anal slut
      04:39
      How I've made my boyfriend into a anal slut
      Trinit Noir
      64.9K views
    • Total Sissy Amnesia
      13:20
      Total Sissy Amnesia
      Natalie Napoli
      30.5K views
    • Cute tranny in chastity playing with big dildos and anal fisting and fisting
      04:20
      Cute tranny in chastity playing with big dildos and anal fisting and fisting
      Trinit Noir
      26.7K views
    • Asian Sissy Chastity Anal Cumshot
      07:41
      Asian Sissy Chastity Anal Cumshot
      CuteAsianSissy
      74.6K views
    • Sissy Chastity Maid Service Training With Ria Bentley
      07:07
      Sissy Chastity Maid Service Training With Ria Bentley
      Ria_Bentley
      44K 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
    • Sissy Merve Rose Chastity Bdsm Fucked DoggyStyle New Body Stockings Sexy Blonde Femboy Tgirl trans Tranny Anal Cum BBC Big Black
      05:10
      Sissy Merve Rose Chastity Bdsm Fucked DoggyStyle New Body Stockings Sexy Blonde Femboy Tgirl trans Tranny Anal Cum BBC Big Black
      TSMerve
      31.8K views
    • Sissys in chastity
      03:40
      Sissys in chastity
      776.5K views
    • 2 Sissies 1 Chastity Cage
      01:09
      2 Sissies 1 Chastity Cage
      Sissy Joyce
      272.2K views
    • sissy clitty chastity
      07:26
      sissy clitty chastity
      529.5K views
    • TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      01:19
      TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      Princesszoey
      82.7K views
    • Beautiful Sissy in chastity enjoys being fucked
      09:38
      Beautiful Sissy in chastity enjoys being fucked
      747.5K views
    • CHASTITY SESSION
      02:08
      CHASTITY SESSION
      Swiftheart
      485 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
    Black
    Big Cock
    Shemale Fucks Shemale
    Amateur
    Sissy
    Shemale Fucks Girl
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Transgender
    Solo
    Asian
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    Colombian
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    POV
    Anal Masturbation
    Dildo
    Cuckold
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Outdoor
    Hentai
    Indian
    Chinese
    FTM
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    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