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

    Sissy Playtime 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
    • Podcast Ep10: Sissy Bimbo Slut Talk
      32:04
      Podcast Ep10: Sissy Bimbo Slut Talk
      littlemissbrat
      109.8K views
    • FEMOUT XXX - Tanny Invites You On Her Erotic Playtime
      03:11
      FEMOUT XXX - Tanny Invites You On Her Erotic Playtime
      Femout
      18.9K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      798.4K views
    • Anna's Playtime
      07:47
      Anna's Playtime
      Kaitlyn Gender
      2.9K views
    • Real sissy hypnotic
      24:43
      Real sissy hypnotic
      227.5K views
    • Kellie's Playtime
      00:22
      Kellie's Playtime
      638.1K views
    • Turning into a human sex toy for my mistress's pleasure
      01:56
      Turning into a human sex toy for my mistress's pleasure
      Emmy Angeles
      64.2K views
    • UK TGIRLS - Playtime in the Sun With Booty Emmy Angeles
      03:12
      UK TGIRLS - Playtime in the Sun With Booty Emmy Angeles
      Grooby Club
      9.4K views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      754.5K views
    • Lily Leigh's Intimate Playtime #3
      23:33
      Lily Leigh's Intimate Playtime #3
      Lily Leigh
      79.8K views
    • Horny Sissy Slut Training
      05:28
      Horny Sissy Slut Training
      littlemissbrat
      264.1K views
    • ASIANTGIRL - Aib Playtime In Bed With Her Favorite Dildo
      03:12
      ASIANTGIRL - Aib Playtime In Bed With Her Favorite Dildo
      Asian TGirl
      1.4K views
    • Petra,s graduation party
      01:14:05
      Petra,s graduation party
      PetraTVsletje
      11.2K views
    • Lily Leigh's Intimate Playtime #12
      05:56
      Lily Leigh's Intimate Playtime #12
      Lily Leigh
      947 views
    • Feminization Positivity Trainer
      03:20
      Feminization Positivity Trainer
      713.1K views
    • Lily Leigh's Intimate Playtime #2
      07:09
      Lily Leigh's Intimate Playtime #2
      Lily Leigh
      103.3K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      659.7K views
    • Lily Leigh's Intimate Playtime #9
      06:42
      Lily Leigh's Intimate Playtime #9
      Lily Leigh
      3.5K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      375.2K views
    • Lily Leigh's Intimate Playtime #6
      07:10
      Lily Leigh's Intimate Playtime #6
      Lily Leigh
      29K views
    • Sissies
      13:37
      Sissies
      491K views
    • playtime
      02:13
      playtime
      18.6K views
    • THE SISSY'S FUTURE
      07:56
      THE SISSY'S FUTURE
      581.4K views
    • GROOBYGIRL: Playtime With Jenny Bangz
      03:11
      GROOBYGIRL: Playtime With Jenny Bangz
      Grooby Girls
      28.2K 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
      278.4K views
    • Lily Leigh's Intimate Playtime #5
      06:54
      Lily Leigh's Intimate Playtime #5
      Lily Leigh
      8K views
    • Petra's final exam (incl piss drinking, fisting and more)
      01:25:35
      Petra's final exam (incl piss drinking, fisting and more)
      PetraTVsletje
      69.7K views
    • Lily Leigh's Intimate Playtime #7
      06:11
      Lily Leigh's Intimate Playtime #7
      Lily Leigh
      16K views
    • Aunti V's Panty Boy
      40:23
      Aunti V's Panty Boy
      581.7K views
    • Playtime in the shower
      01:10
      Playtime in the shower
      Tranny Danni
      23.6K views
    • My Sissy Boyfriend 23
      19:43
      My Sissy Boyfriend 23
      204.4K views
    • TRANSEXPOV - Taylor J Playtime Has Never Been This Hot
      03:12
      TRANSEXPOV - Taylor J Playtime Has Never Been This Hot
      Grooby Girls
      3.2K views
    • Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      23:36
      Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      Sissy Candy
      30.9K views
    • Playtime with Ms.portela
      08:00
      Playtime with Ms.portela
      Kaitlyn Gender
      10.7K views
    • Trans Girl Forced Orgasm
      08:12
      Trans Girl Forced Orgasm
      Mistress Jodie May
      107K views
    • Anal chain ball playtime - Making my pussy full
      09:16
      Anal chain ball playtime - Making my pussy full
      Ylvis88
      40.6K views
    • Down the Sissy Rabbit Hole - My Story
      00:44
      Down the Sissy Rabbit Hole - My Story
      Sissy Joyce
      16.2K views
    • Ladyboys Playtime in the Bedroom
      07:45
      Ladyboys Playtime in the Bedroom
      Ladyboy Army Raw
      16.6K views
    • Sissy Slut Chantal Sweet and her Stepmum
      04:11
      Sissy Slut Chantal Sweet and her Stepmum
      Sissy Slut Chantal Sweet
      22.1K views
    • Gorgeous Delia's Playtime
      09:16
      Gorgeous Delia's Playtime
      60.7K views
    • Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana
      07:35
      Bound Sissy Gets Cock Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana
      Jessica Bloom
      52.1K views
    • Playtime with Ms.mora
      08:55
      Playtime with Ms.mora
      Kaitlyn Gender
      9.1K views
    • They made him look like a women and dress him up
      52:52
      They made him look like a women and dress him up
      Alfacontent World
      118.1K views
    • Playtime with Ms. Fontanelli
      07:40
      Playtime with Ms. Fontanelli
      Kaitlyn Gender
      12.4K views
    • Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      24:55
      Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      Shemale TS Collection
      87.4K views
    • Playtime with Thaysa
      07:53
      Playtime with Thaysa
      Kaitlyn Gender
      7.4K views
    • Entering the Feminization Academy
      08:12
      Entering the Feminization Academy
      Pure Ts
      109.6K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Categories

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