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

    Strap On Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Femdom
    Sissy Boy
    Sissy Slut
    Sissy Faggot
    Sissy Cum
    Sissy Creampie
    Sissy Humiliation
    Sissy Anal
    Sissy Caption
    Sissy Bondage
    Sissy Trainer
    Transvestites Sissies
    Asian Sissy
    Homemade Sissy
    Sissy JOI
    Sissy BDSM
    Sissy Daddy
    Sissy Pegging
    Sissy Femboy
    Black Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Trans Sow Loren Aprile Anal Humiliation
      03:21
      Trans Sow Loren Aprile Anal Humiliation
      Loren Aprile
      172K views
    • Anastasia Mistress girl in the stockings fuck Sasha Earth big ass strap on anal sex toy masturbation for sissy
      00:45
      Anastasia Mistress girl in the stockings fuck Sasha Earth big ass strap on anal sex toy masturbation for sissy
      Anastasia Mistress
      28.1K views
    • Intense pegging at the hotel for Loren Aprile
      02:16
      Intense pegging at the hotel for Loren Aprile
      Loren Aprile
      156.9K views
    • Anastasia Mistress girl strap on fucks in anal with dildo anal toy sissy Sasha Earth
      08:11
      Anastasia Mistress girl strap on fucks in anal with dildo anal toy sissy Sasha Earth
      Anastasia Mistress
      29.7K views
    • Pegged and Stroked to Climax
      19:56
      Pegged and Stroked to Climax
      346K views
    • Strap-on Fuckers: Sissy Slut in Chastity Used by Her Domina
      02:45
      Strap-on Fuckers: Sissy Slut in Chastity Used by Her Domina
      littlemissbrat
      9.7K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • Strap-on Bitches: Sissy Pussy Destroyers - Brat Perversions
      00:50
      Strap-on Bitches: Sissy Pussy Destroyers - Brat Perversions
      littlemissbrat
      22K views
    • Double Fuck for Sissy Hole
      08:58
      Double Fuck for Sissy Hole
      FrinaXXX
      6.8K views
    • Lola fucks  girl with strap on
      08:31
      Lola fucks girl with strap on
      Lola Spais
      1.5K views
    • Sissies
      13:37
      Sissies
      491K views
    • Sissy wearing a strap-on and fleshlight facemask
      01:45
      Sissy wearing a strap-on and fleshlight facemask
      AngelSissyWhore
      19.4K views
    • Anal Destruction for Human Ashtray Loren Aprile
      02:22
      Anal Destruction for Human Ashtray Loren Aprile
      Loren Aprile
      120.2K views
    • Sissy Strap-on Discipline #FemdomRAW
      00:43
      Sissy Strap-on Discipline #FemdomRAW
      littlemissbrat
      24K views
    • AB121 Lustful succubus extreme training
      02:42
      AB121 Lustful succubus extreme training
      Abby Kitty
      157.8K views
    • She Fucks Me With Her Monster Strap On
      08:52
      She Fucks Me With Her Monster Strap On
      AvaBrooklyn
      9.3K views
    • Mistress Revenge Destroying my Ass in her hotel room
      01:51
      Mistress Revenge Destroying my Ass in her hotel room
      Loren Aprile
      231.3K views
    • Sexy TGirl Gigi gets a good pegging with my strap on
      08:09
      Sexy TGirl Gigi gets a good pegging with my strap on
      Lisa Essex
      20.7K views
    • Feminized for Girls Night Out (Full Movie)
      23:39
      Feminized for Girls Night Out (Full Movie)
      Bailey Wilde
      552.1K views
    • Sissy girl on strap on outdoor
      05:13
      Sissy girl on strap on outdoor
      Lola Spais
      352 views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Relevant Short videos

      Lola fucks  girl with strap on
      Lola fucks girl with strap on
      Lola Spais
      298 views
      I love getting mounted by woman with a strap on, will u strap on mount me?
      I love getting mounted by woman with a strap on, will u strap on mount me?
      Victoria Lecherri
      219 views
      I am bisexual and I love strap on sex with woman,  if your a female fan would u strap on fuck me?
      I am bisexual and I love strap on sex with woman, if your a female fan would u strap on fuck me?
      Victoria Lecherri
      156 views
      The Mistress Fucks in the Ass with a Strap-on
      The Mistress Fucks in the Ass with a Strap-on
      FrinaXXX
      148 views
      Giant Strap-on!
      Giant Strap-on!
      Lola Spais
      118 views
      She takes me with her strap-on dildo and makes me cum like a slut | Clip 1
      She takes me with her strap-on dildo and makes me cum like a slut | Clip 1
      Nady-So
      304 views
    • Hot strap on sex Pegging sissy with bbc anal dildo
      05:01
      Hot strap on sex Pegging sissy with bbc anal dildo
      Sasha Earth
      9.5K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • Bf turned sissy cd strap-on
      06:42
      Bf turned sissy cd strap-on
      Headhunter
      3.4K views
    • Blond dominatrix pegging a shemale
      06:48
      Blond dominatrix pegging a shemale
      91.6K views
    • POV fucking in the ass with a strap-on doggy style. Dominatrix Nika films her fucking with Sissy Blaire_18 especially for you
      06:05
      POV fucking in the ass with a strap-on doggy style. Dominatrix Nika films her fucking with Sissy Blaire_18 especially for you
      Dominatrix Nika
      4K views
    • Feminized Husband
      29:43
      Feminized Husband
      390.2K views
    • Mistress fucks me hard with a huge strap-on
      02:23
      Mistress fucks me hard with a huge strap-on
      Aliska
      6.9K views
    • Anal Slut Loren Aprile Roughly Assfucked by Mistress Revenge
      02:23
      Anal Slut Loren Aprile Roughly Assfucked by Mistress Revenge
      Loren Aprile
      139.7K views
    • Fucking Sadee Tight Ass With My 8 Inch Strap On
      17:06
      Fucking Sadee Tight Ass With My 8 Inch Strap On
      7K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      112.5K views
    • Mistress Cassidy Makes Crossdresser Suck Strap On
      02:13
      Mistress Cassidy Makes Crossdresser Suck Strap On
      Bailey Wilde
      5.8K views
    • Trans Slut Will Receive Anal Training From a Dominant Woman
      03:47
      Trans Slut Will Receive Anal Training From a Dominant Woman
      Emmy Angeles
      19.2K views
    • BBW with huge strap-on fucks sissy CD slave
      03:26
      BBW with huge strap-on fucks sissy CD slave
      38.4K views
    • SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN
      36:06
      SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN
      Livie Blainn
      53.8K views
    • Bound Jenn Whipped and Strap On Fucked
      07:03
      Bound Jenn Whipped and Strap On Fucked
      16.2K views
    • Femdom Mistress Eva Latex Fuck Strapon Slut Ekaterina Krieg Fetish Anal Hardcore BDSM Kink Rubber Blonde Glasses
      19:19
      Femdom Mistress Eva Latex Fuck Strapon Slut Ekaterina Krieg Fetish Anal Hardcore BDSM Kink Rubber Blonde Glasses
      Dominatrix Eva
      104.8K views
    • Femdom Sissy Strap On Fuck Part 1
      00:34
      Femdom Sissy Strap On Fuck Part 1
      8K views
    • I put Sissy Blaire_18 in doggy style and fucked her in the ass with a strap-on. Dominatrix Nika and her Sissy Slut
      05:09
      I put Sissy Blaire_18 in doggy style and fucked her in the ass with a strap-on. Dominatrix Nika and her Sissy Slut
      Dominatrix Nika
      62.3K views
    • Sissy cum on Girl Strap on
      03:31
      Sissy cum on Girl Strap on
      15.3K views
    • Better than watching TV - Strapon crossdresser Anal
      05:17
      Better than watching TV - Strapon crossdresser Anal
      Emily Rossi
      11.1K views
    • CD Sissy fucked with strap on + huge dildo gaping
      01:42
      CD Sissy fucked with strap on + huge dildo gaping
      12.1K views
    • Just because I can..
      18:29
      Just because I can..
      Twistedrama
      172K views
    • Tiny Femboy Stretches his Tiny hole with Strap On Dildo
      03:46
      Tiny Femboy Stretches his Tiny hole with Strap On Dildo
      Yukiro Nori
      5.7K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      105.8K views
    • Dominatrix Makes Sissy Maid Suck Strap On
      02:14
      Dominatrix Makes Sissy Maid Suck Strap On
      Bailey Wilde
      4.3K views
    • Mistress Fetish Brunette Domina Eva Femdom BDSM Milf Fuck Shemale Transgender Slut Ekaterina Krieg Gonzo
      06:46
      Mistress Fetish Brunette Domina Eva Femdom BDSM Milf Fuck Shemale Transgender Slut Ekaterina Krieg Gonzo
      Dominatrix Eva
      86.8K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Strap On Sissy

    • Homemade Cuckold
    • Cumming When Tied up
    • Take Like Bitch Boy
    • 2 Sissies 1 Chastity Cage
    • Sissification Process
    • Bisexual Couple Swap
    • Big Boobs Small Cock Tgirl Mature
    • Anal Hook Bondage
    • Lesbian Tomboy Sex
    • Wam Sploshing Fetish
    • Double Fisting
    • Mistress Dominates Guy
    • Otk Spanking Naughty Boys Get Spanked
    • Two Crossdressers Play Lesbians 69 Pose
    • Transgender Fucks Her Girlfriend
    • Male to Female Transformation
    • Dirty Nasty Filthy Pigs
    • Secret Sissyboy
    • Pussy Torture
    • Bareback Creampie Gangbang
    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