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

    Sissy Strapon Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Trap
    Caged Sissies
    Sissy Dreams
    Sissy Hentai
    Ebony Sissy
    Strapon Shemale
    Ai Sissy
    Sissy Instructions
    Japanese Sissy
    Femboy Sissy
    Sissy Bitch
    Sissy Suck
    Sissy CEI
    Sissy Crying
    Sissy Hardcore
    Old Sissy
    Sissy Rough
    Fat Sissy
    Sissy Caught
    Degraded Sissies
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy Charlotte licks Lisas pussy then gets pegged with a strapon
      12:48
      Sissy Charlotte licks Lisas pussy then gets pegged with a strapon
      Lisa Essex
      31.4K views
    • I Test Dildos From the Smallest to the Biggest Until Orgasm
      11:18
      I Test Dildos From the Smallest to the Biggest Until Orgasm
      Nady-So
      1.2K views
    • Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
      06:04
      Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
      Aaexperiencesltd
      1K views
    • Sissy gets fucked dildo anal toy strap
      09:02
      Sissy gets fucked dildo anal toy strap
      Sasha Earth
      17.1K views
    • Sitting on My Sissy GF's Face
      00:46
      Sitting on My Sissy GF's Face
      Brat Perversions
      11K views
    • Belyla Bradley Puts Nails on Sissy Bailey Wilde
      05:06
      Belyla Bradley Puts Nails on Sissy Bailey Wilde
      Bailey Wilde
      2.5K views
    • Sweet Sissygasm Riding a Bb Strapon
      00:51
      Sweet Sissygasm Riding a Bb Strapon
      Lola Spais
      4.5K views
    • Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3
      20:06
      Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 3
      Bailey Wilde
      1K views
    • Sissy Charlotte fucks post op trans girl Lisa with strap on
      07:05
      Sissy Charlotte fucks post op trans girl Lisa with strap on
      Lisa Essex
      51.6K views
    • Cumshot on Huge Black Strapon Dick!!
      01:02
      Cumshot on Huge Black Strapon Dick!!
      Lola Spais
      4.9K views
    • Live Megafuck Cumshot on Bb Free Hands
      00:38
      Live Megafuck Cumshot on Bb Free Hands
      Lola Spais
      5.5K views
    • Sexy British MILF Lisa Femdom Pegging Horny TGirl Gigi
      12:00
      Sexy British MILF Lisa Femdom Pegging Horny TGirl Gigi
      Lisa Essex
      15.2K views
    • MILF Mistress Fucks and Peggs Her Polish Sissy
      10:57
      MILF Mistress Fucks and Peggs Her Polish Sissy
      Margo-apollo
      14K views
    • Pegging Strapon Fuck
      03:11
      Pegging Strapon Fuck
      FrinaXXX
      5.6K views
    • Man Dressed as Woman in Chastity and Strapon Fucked
      02:24
      Man Dressed as Woman in Chastity and Strapon Fucked
      Bailey Wilde
      37.2K views
    • Sexy Sissy in Chastity Strapon Fucked by Dominatrix
      08:19
      Sexy Sissy in Chastity Strapon Fucked by Dominatrix
      Bailey Wilde
      30.8K views
    • Girl destroys my fat pussy
      08:52
      Girl destroys my fat pussy
      Moitsex
      22.5K views
    • I fuck my stepsister for her pussy and she likes it a lot
      08:22
      I fuck my stepsister for her pussy and she likes it a lot
      brenda paola rojas villasmil
      35.8K views
    • Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
      08:12
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
      Bailey Wilde
      9.9K views
    • Pegging sissy TGirl until she sissygasms on her own face
      04:30
      Pegging sissy TGirl until she sissygasms on her own face
      Lisa Essex
      37.6K views
    • Webcam Depraved Fun Trans Couples
      11:12
      Webcam Depraved Fun Trans Couples
      Lola Spais
      4.4K views
    • Relevant Short videos

      Sissy strapon anal training
      Sissy strapon anal training
      Lola Spais
      321 views
      Late night sissy strapon sex
      Late night sissy strapon sex
      Brat Perversions
      124 views
      Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
      Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
      Anastasia Mistress
      18.9K views
      Sissy Maid Finishes, but the Whipping Doesn't
      Sissy Maid Finishes, but the Whipping Doesn't
      Derek6699
      38.6K views
      Cumming a different way
      Cumming a different way
      boobyb0y
      16.3K views
      hitting my balls in to an orgasm
      hitting my balls in to an orgasm
      boobyb0y
      17.1K views
    • 3mins BBC Riding 28cm
      01:28
      3mins BBC Riding 28cm
      LanaSherin
      3.6K views
    • Sissy Slut's Use of BBC
      11:12
      Sissy Slut's Use of BBC
      Lola Spais
      14.7K views
    • Sissy in harness have sex anal with toy dildo
      05:42
      Sissy in harness have sex anal with toy dildo
      Sasha Earth
      36.8K views
    • Stroking with analplug sissy maid
      05:25
      Stroking with analplug sissy maid
      Zoeycdgirl
      11.5K views
    • Strapon fuck
      01:32
      Strapon fuck
      Lola Spais
      just added
    • A Bad Girl
      05:23
      A Bad Girl
      Emily Rossi
      27.1K views
    • Sissy Gothic in Chastity on a Strapon on Her Pillow
      12:29
      Sissy Gothic in Chastity on a Strapon on Her Pillow
      Vane03_siss
      3.6K views
    • Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 11
      08:12
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 11
      Bailey Wilde
      6.5K views
    • Watching Porn and Frotting with your FtM Roommate Jaq Quicksilver - POV JOI
      11:58
      Watching Porn and Frotting with your FtM Roommate Jaq Quicksilver - POV JOI
      Jaq Quicksilver
      6K views
    • Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19
      20:06
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19
      Bailey Wilde
      893 views
    • Sub Cums Between valentinarosa89 and I - Mistress and Shemale Double Top a Sub Slut
      03:12
      Sub Cums Between valentinarosa89 and I - Mistress and Shemale Double Top a Sub Slut
      Jasmine_dlight
      8.4K views
    • Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 16
      08:12
      Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 16
      Bailey Wilde
      7.8K views
    • The nee toy to enjoy. Mistress Monoca fucks her sissys slave Aliska With a big dildo.
      04:18
      The nee toy to enjoy. Mistress Monoca fucks her sissys slave Aliska With a big dildo.
      Aliska
      9.9K views
    • Armbinder tied to Chastity Cage Sissy Maid Self Bondage
      47:08
      Armbinder tied to Chastity Cage Sissy Maid Self Bondage
      Derek6699
      16.7K views
    • Hot Crossdresser Riding HUGE Strapon
      04:44
      Hot Crossdresser Riding HUGE Strapon
      Bailey Wilde
      3.6K views
    • Fucking My Anal Vagina
      15:52
      Fucking My Anal Vagina
      LastWhore7
      1.1K views
    • Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
      01:35
      Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
      Jasmine_dlight
      10.2K views
    • Femdom Pegging sexy TGirl Lisa with huge depth training dildo
      12:22
      Femdom Pegging sexy TGirl Lisa with huge depth training dildo
      Lisa Essex
      20.4K views
    • Abusing My Husband’s Pussy
      01:01
      Abusing My Husband’s Pussy
      SexyFunCoupleNearU
      21.7K views
    • Armbinder Hogtied in Chastity Licking Mistress Boots
      10:27
      Armbinder Hogtied in Chastity Licking Mistress Boots
      Derek6699
      11.3K views
    • My sexy friend with strapon
      06:24
      My sexy friend with strapon
      TS Playground
      4.9K views
    • POV Butt Slut Jasmine Dlight Rides
      00:45
      POV Butt Slut Jasmine Dlight Rides
      Jasmine_dlight
      2K views
    • College Pegging - a Student Gets an Unexpected Surprise From the Head Girl valentinarosa89 with an Xl johnthomastoys Strapon
      00:39
      College Pegging - a Student Gets an Unexpected Surprise From the Head Girl valentinarosa89 with an Xl johnthomastoys Strapon
      Jasmine_dlight
      13.5K views
    • Sissy crossdresser strapon femdom fucked
      02:05
      Sissy crossdresser strapon femdom fucked
      100.2K 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
    • "head to head" a double interview
      06:19
      "head to head" a double interview
      Emily Rossi
      12.4K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 4
    4. 5
    5. 6
    6. 7
    7. 8
    8. ...
    9. 43
    10. ...
    11. 80
    80

    Searches Related to Sissy Strapon

    • 18 Yo Trap Unloads
    • Russian Small
    • Looking up Skirts
    • When She Bigger Than You
    • Sarah N Tuned Naked
    • Amazing Oopsie Boobs
    • Wife Pegs Husband
    • Sweet Sissy87
    • Bratty Sis
    • Sissypropertyuk
    • Beginner Crossdresser
    • Strapless Strap on
    • Sheboy
    • Leather Pants
    • Unusual People
    • Sloppy Seconds Creampie
    • Fucktoy
    • Stepsisters First Time
    • Shemales Brutal
    • Mature Vintage Bullet Bra and Panties
    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