PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LOVE FOR HALF THE PRICE ❤️😍 Happy Valentine's Day

    Sissy Penetration Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Penetration
    Sissy Double Penetration
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Gangbang
    Sissy Cuckold
    Sissy Slave
    Sissy Boy
    Sissy Femdom
    Sissy Slut
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • Sloppy blowjob and intense penetration with a FRENCH trans goddess
      08:36
      Sloppy blowjob and intense penetration with a FRENCH trans goddess
      Maxime horns
      238.9K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
      08:25
      Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
      Gray Perrier
      271K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.1M views
    • Behind the Scenes of Bisexual Porn: a Trans Woman Vs. a Very Slutty Woman
      01:19:39
      Behind the Scenes of Bisexual Porn: a Trans Woman Vs. a Very Slutty Woman
      Trans and Co
      105.2K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.7M views
    • Sarah finds a hard stranger on the other side of the hole and lets him penetrate her tight hole
      06:04
      Sarah finds a hard stranger on the other side of the hole and lets him penetrate her tight hole
      CdSissySarah
      120K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.6M views
    • Trans Threesome With Ria Bentley Stacey Summers Blake Lovely
      07:05
      Trans Threesome With Ria Bentley Stacey Summers Blake Lovely
      Ria_Bentley
      14K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Daddy Uses Caged Sissy
      26:32
      Daddy Uses Caged Sissy
      Skinnyminxx_xd
      109.8K views
    • Extreme Cock for Sissy Hole!!
      05:24
      Extreme Cock for Sissy Hole!!
      Lola Spais
      309.9K views
    • Trap Femboy caught using toys by BBC housemate and gets bred
      04:09
      Trap Femboy caught using toys by BBC housemate and gets bred
      Maskedloki9
      421.2K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      425K views
    • Remote vibro for cock and ass! Tranny with erect dick!
      01:14
      Remote vibro for cock and ass! Tranny with erect dick!
      TV_Helena
      235.8K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.7M views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      519.4K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      397.7K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • Sissy identity
      08:50
      Sissy identity
      604.3K views
    • Shemale and guy fuck till both cum
      13:31
      Shemale and guy fuck till both cum
      TSLuxylux
      2M views
    • sugar Cravsitt Presents: BBC 3
      58:34
      sugar Cravsitt Presents: BBC 3
      2.4M views
    • My step sister turned me into her trans wife
      05:13
      My step sister turned me into her trans wife
      CutePinkUnicorn
      134.6K views
    • Sissy 6
      19:29
      Sissy 6
      1.4M views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1M views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      265.7K views
    • Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      01:13:48
      Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
      Trans and Co
      277.9K views
    • Submission Sissy Trainer
      03:23
      Submission Sissy Trainer
      1.2M views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      906.9K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      589K views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      422.1K views
    • Anal Domination: Double Penetration Big Cock for French Trans
      01:00:27
      Anal Domination: Double Penetration Big Cock for French Trans
      Trans and Co
      669.7K views
    • Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      39:24
      Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      alinanightsky
      191.1K views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      183.3K views
    • Sissy Boy3
      33:27
      Sissy Boy3
      2M views
    • sam_cdsissy sissy crossdresser cums on cam
      24:49
      sam_cdsissy sissy crossdresser cums on cam
      S Sam_cdsissy
      50.1K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      101.6K views
    • He filled my ass with it, his drips a lot
      07:53
      He filled my ass with it, his drips a lot
      Piou_Sissy
      336.4K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      893.3K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock, Anal Gape, Moaning
      20:33
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock, Anal Gape, Moaning
      nbnabunny
      1.4M views
    • I finally let my stepsis fuck my trans pussy
      05:30
      I finally let my stepsis fuck my trans pussy
      CutePinkUnicorn
      653.8K views
    • Her ass can fit all my big black cock so good
      06:21
      Her ass can fit all my big black cock so good
      MrNastyXavier
      1.9M views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      2M views
    • Crossdressing superstar visits the site
      06:40
      Crossdressing superstar visits the site
      Pure Ts
      104.8K 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 Penetration

    Sissy Twerk
    Femboy Tease
    Ladyboy Cum While Fucked
    Crossdressing Cock Bulge in Mini Skirt
    Sissy-Boys
    Crossdressers Making Love
    Cute Tiny Trans Anal
    Two Sissies Crossdresser Bondage 69
    Femboy Ass Tease
    Sissy POV
    Secret Sissyboy
    Riding Until She Cums
    Sexy Trans Anal
    Femboy Doggy
    BBC Fucks Tranny
    Gay Sissyboy
    Cumming While Getting Fucked
    Missionary Kissing
    Traps Femboys and Sissys
    Cock Peeking Out of Her Skirt Dress
    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