PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Sissy Dilatation 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
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • Open Up my Ass and Piss Inside
      02:23
      Open Up my Ass and Piss Inside
      Loren Aprile
      641.8K 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
      65.1K views
    • sissy ladyboy shemale gets enema urine in the ass fucks comes in the effeminate ass
      06:37
      sissy ladyboy shemale gets enema urine in the ass fucks comes in the effeminate ass
      femboyass469
      109.6K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Anal Pounding in Cage with Mistress Lunatika
      01:46
      Anal Pounding in Cage with Mistress Lunatika
      Loren Aprile
      114.8K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      736.2K views
    • Just Kidding! Maybe...
      01:31
      Just Kidding! Maybe...
      ClaiceThePump
      27.5K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • I fuck her ass like never before, I dilate her little anal pussy, sissy slut
      05:20
      I fuck her ass like never before, I dilate her little anal pussy, sissy slut
      Nady-So
      11.6K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Sissy drags her hole
      05:42
      Sissy drags her hole
      Starri
      13.4K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • incident which spoils my evening of abstinence a little
      10:44
      incident which spoils my evening of abstinence a little
      gaellecentre2
      140.1K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      473K views
    • Chiara and her tail hole
      08:56
      Chiara and her tail hole
      Moitsex
      27K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • Anal Stretching and Gape with a Dilator - Extreme Anal Insertions
      03:55
      Anal Stretching and Gape with a Dilator - Extreme Anal Insertions
      Jasmine_dlight
      44.2K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      737.5K views
    • Dripping lot of cum bouncing on a big dildo
      08:11
      Dripping lot of cum bouncing on a big dildo
      Lana Page
      16.5K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      684.1K views
    • Dilating My Tight Anal Pussy
      13:14
      Dilating My Tight Anal Pussy
      Nicolly Summers
      1K views
    • Gangbang and double anal for a slutty trans
      01:00:27
      Gangbang and double anal for a slutty trans
      parisjango
      1.9M views
    • Sex Toys Sissy Anal Orgasm Compilation
      01:20
      Sex Toys Sissy Anal Orgasm Compilation
      Sasha Q
      1.3K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      352.8K views
    • Alana Femdoll Riding Rainbow Dildo 🌈 First Video Since Castrated
      03:06
      Alana Femdoll Riding Rainbow Dildo 🌈 First Video Since Castrated
      Alana Femdoll
      15K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • The pseudo-girl plays with her dilated asshole and finally cums on her stocking feet
      07:48
      The pseudo-girl plays with her dilated asshole and finally cums on her stocking feet
      hc9547
      3.3K views
    • Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      07:37
      Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      MJ
      198.9K views
    • I cum and squirt spreading my ass doggystyle
      10:23
      I cum and squirt spreading my ass doggystyle
      Lana Page
      9K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      107.1K views
    • Ts Isabella enjoys extreme bog brush insertions
      38:43
      Ts Isabella enjoys extreme bog brush insertions
      TvTs Isabella Coupe
      10.4K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Eating Oranges with my hungry Butthole
      02:07
      Eating Oranges with my hungry Butthole
      Loren Aprile
      28.5K 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
      57.3K views
    • Last Night Anal Practice on Live Stream
      01:32
      Last Night Anal Practice on Live Stream
      Apple00001
      1K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      650.2K views
    • Ladyboy femboy iranian
      07:48
      Ladyboy femboy iranian
      Daddy Femboy
      2.6K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.8M views
    • Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      08:59
      Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      femboyass469
      4.6K views
    • Lena Vesper's Milking & Gooning Session
      08:12
      Lena Vesper's Milking & Gooning Session
      Snake_0rgy
      156.6K views
    • Just riding dick with my ass in ripped leggings
      07:36
      Just riding dick with my ass in ripped leggings
      fermerino
      3.7K views
    • SissyFace Sissy Captions Hypno Compilation
      11:18
      SissyFace Sissy Captions Hypno Compilation
      520.8K views
    • Deep Anal Training and Extreme Dilation
      09:02
      Deep Anal Training and Extreme Dilation
      Pamela Rico
      9.5K views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.3M views
    • Anal dilatation, and cumming in the mouth.
      05:31
      Anal dilatation, and cumming in the mouth.
      Pink Kissy
      15.3K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      680.5K 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
    Homemade
    Mature
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Asian
    Solo
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Japanese
    Young
    Big Tits
    Vintage
    Small Cock
    Thai
    Lingerie
    Trans Woman
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    POV
    Anal Masturbation
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Group Sex
    Hentai
    Massage
    Bondage
    FTM
    British
    Pissing
    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