PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Sissy Pleasures 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
    • Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
      08:45
      Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
      MyLolaTrav
      4.5K views
    • Office Sissy Pleasures Dick with her Throat and Ass
      09:52
      Office Sissy Pleasures Dick with her Throat and Ass
      Elise Woods
      6.8K views
    • Smooth White Sissy Pleasures Itself
      06:28
      Smooth White Sissy Pleasures Itself
      15.1K views
    • Oiled-up Sissy Pleasures Herself to a Wet, Explosive Finish!
      16:09
      Oiled-up Sissy Pleasures Herself to a Wet, Explosive Finish!
      Bella Roar
      2.4K views
    • Throne of Sissy Pleasures
      01:29
      Throne of Sissy Pleasures
      Sissy Slut Masha
      1.1K views
    • Sexy sissy pleasures her asshole
      01:59
      Sexy sissy pleasures her asshole
      SexyLisa59
      1.9K views
    • Tgirl Riley anally used and pleasured on a first date
      01:12:51
      Tgirl Riley anally used and pleasured on a first date
      Tgirl Riley
      137.3K views
    • teen girl cant resist pleasuring her cock
      10:18
      teen girl cant resist pleasuring her cock
      Littlemapleberry
      215.9K views
    • 100% SISSY!! (HOT SISSIES PLEASURING MEN IN HOT POSITIONS)
      05:08
      100% SISSY!! (HOT SISSIES PLEASURING MEN IN HOT POSITIONS)
      106.9K views
    • Princess Bunnie: Trans MILF Pleasures Herself
      09:04
      Princess Bunnie: Trans MILF Pleasures Herself
      Princess Bunnie
      21.1K views
    • Sissy Millie pleasures herself Part 2
      06:51
      Sissy Millie pleasures herself Part 2
      Sissy Millie Lucy
      5.4K views
    • Black Pleasured Crossdress Babe
      05:14
      Black Pleasured Crossdress Babe
      Melinda James
      8.3K views
    • TGIRL PORNSTAR: Chelsea Marie Pleasures Epic
      03:01
      TGIRL PORNSTAR: Chelsea Marie Pleasures Epic
      Grooby Club
      38.7K views
    • Androgynous sissy boy teen twink pleasuring step daddys cock
      00:44
      Androgynous sissy boy teen twink pleasuring step daddys cock
      Latexpussycat
      44.8K views
    • Femboy in Latex Leggings Pleasuring Himself
      13:28
      Femboy in Latex Leggings Pleasuring Himself
      Annie_femboy
      1K views
    • Pleasuring myself in nude stockings
      02:21
      Pleasuring myself in nude stockings
      Cassandra Lovit
      20.4K views
    • Pleasuring myself with a vibrator deep in my pussy!
      01:28
      Pleasuring myself with a vibrator deep in my pussy!
      Rachel_biTV_uk
      6.4K views
    • humiliated sissy makes her clitty jiggle while she pleasures herself through her asshole
      05:09
      humiliated sissy makes her clitty jiggle while she pleasures herself through her asshole
      Ravelene
      1.5K views
    • Pleasures of anal blowjobs and big cocks
      09:12
      Pleasures of anal blowjobs and big cocks
      Anna Rios
      13K views
    • Public Toy Fucking and Outdoor Dildo Self Pleasuring of Shemale Ting Xuan
      05:52
      Public Toy Fucking and Outdoor Dildo Self Pleasuring of Shemale Ting Xuan
      Taiwancdgirl
      542 views
    • Corrupted fetish nun worships and pleasures cocks in a gloryhole
      12:47
      Corrupted fetish nun worships and pleasures cocks in a gloryhole
      WillingAnalStretch
      16.6K views
    • My Ultimate Sex Fantasy: Pleasuring a Shemale - an Erotic Audio Adventure
      00:32
      My Ultimate Sex Fantasy: Pleasuring a Shemale - an Erotic Audio Adventure
      FapHouse
      1.3K views
    • Sissy Millie pleasures herself Part 1
      06:27
      Sissy Millie pleasures herself Part 1
      Sissy Millie Lucy
      5.7K views
    • Pink Pleasures
      18:50
      Pink Pleasures
      Pamela Rico
      3.6K views
    • Sissy Alyce pleasures herself
      05:55
      Sissy Alyce pleasures herself
      Sissy-Alyce
      13.1K views
    • Pleasuring My Love Hole
      02:13
      Pleasuring My Love Hole
      FapHouse
      just added
    • Pleasurable abuse
      04:36
      Pleasurable abuse
      FapHouse
      664 views
    • POV  pleasures Depth training sissy filled and used 20 inch dildo
      05:29
      POV pleasures Depth training sissy filled and used 20 inch dildo
      Willy1981
      1.6K views
    • Crossdresser French sissymaid pleasures herself
      03:32
      Crossdresser French sissymaid pleasures herself
      Sweet Sue
      3.6K views
    • Little memory of a pleasurable transvestite
      03:59
      Little memory of a pleasurable transvestite
      Candice47
      17.8K views
    • More anal destruction. Big toy in Sissy ass long thick smooth pleasures
      07:29
      More anal destruction. Big toy in Sissy ass long thick smooth pleasures
      Willy1981
      2.9K views
    • Sissy Sue Black pleasures herself with vibrator
      05:38
      Sissy Sue Black pleasures herself with vibrator
      Sweet Sue
      21.2K views
    • Sissy watches while self pleasuring
      01:15
      Sissy watches while self pleasuring
      Phluff2
      2.7K views
    • Sissy Maggie pleasuring herself on a big white dildo
      07:09
      Sissy Maggie pleasuring herself on a big white dildo
      10.7K views
    • Sissy Slut Helene self pleasuring herself hands free
      03:28
      Sissy Slut Helene self pleasuring herself hands free
      8.2K views
    • YOUNG Sissy discovers new pleasures with dido
      01:27
      YOUNG Sissy discovers new pleasures with dido
      Cdpuncka
      3K views
    • Lara White Sissy Anal training Precum dripping, Anal Toy pleasures Crossdresser, Femboy, Big dildo in ass, Shemale, Tran
      24:58
      Lara White Sissy Anal training Precum dripping, Anal Toy pleasures Crossdresser, Femboy, Big dildo in ass, Shemale, Tran
      LaraWhiteSissy
      6.4K views
    • Trap80, anal pleasures with a sex machine
      16:29
      Trap80, anal pleasures with a sex machine
      Trap80
      1.7K views
    • shemale pleasuring her hungry hole
      02:38
      shemale pleasuring her hungry hole
      tsl1342
      2K views
    • Throne of Pleasures
      01:29
      Throne of Pleasures
      FapHouse
      980 views
    • Lonely sissy playing and pleasuring her self with a Bbc dild
      01:08
      Lonely sissy playing and pleasuring her self with a Bbc dild
      1.9K views
    • Pleasuring my sissy ass with motivational videos
      00:27
      Pleasuring my sissy ass with motivational videos
      1.1K views
    • CD sissy olivia gently pleasuring herself with a buttplug
      05:57
      CD sissy olivia gently pleasuring herself with a buttplug
      1.5K views
    • Pleasuring myself
      01:34
      Pleasuring myself
      Juicyhole
      491 views
    • Transfixed - Gorgeous T-girl Daisy Taylor Passionately Pleasures Siri Dahl's Tight MILF Pussy
      08:12
      Transfixed - Gorgeous T-girl Daisy Taylor Passionately Pleasures Siri Dahl's Tight MILF Pussy
      Transfixed
      620.3K views
    • Cuddling and pleasuring each other in pyjamas
      01:10
      Cuddling and pleasuring each other in pyjamas
      linktree
      638.4K views
    • BLACK TGIRLS - Chris Tries Directing, Ends Up Pleasuring
      03:12
      BLACK TGIRLS - Chris Tries Directing, Ends Up Pleasuring
      Black Tgirls
      65.5K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Sissy Pleasures

    • Sissy Lucy
    • Sissyfreya
    • Sissy-Cori
    • Sissy-Lili
    • Sissycross Anna
    • Sissybriana
    • Trans Tomboys and Sissys Cumming
    • Sissyelizaa
    • Tranny Fucks Girl Compilation
    • Passionate Transgender
    • Trans-Sex
    • Sissyjess
    • Sissyslut Jolene
    • Sexual Crossdressers
    • Self Pleasure Shemales
    • Femboy Hardcore
    • Windy CD
    • Sissyboy Shannon
    • Pvc Ladyboy Getting Horny
    • The Sissy's Future
    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