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

    Sissy High Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Slave
    Sissy Gangbang
    Sissy Cuckold
    Submissive Sissy
    Sissy Femdom
    Sissy Faggot
    Sissy Boy
    Sissy Slut
    Sissy Cum
    Sissy Creampie
    Sissy Anal
    Sissy Humiliation
    Sissy Caption
    Sissy Bondage
    Asian Sissy
    Sissy JOI
    High Heels
    Sissy Trainer
    Homemade Sissy
    Transvestites Sissies
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Black Daddy Ken Busts Open Candy Ass Sissy's White Ass to New Levels of Ecstacy and Agony with Thick 10-inch BBC (60 Fps)
      08:52
      Black Daddy Ken Busts Open Candy Ass Sissy's White Ass to New Levels of Ecstacy and Agony with Thick 10-inch BBC (60 Fps)
      Candy Ass Sissy
      384.4K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3
      08:12
      Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3
      Bailey Wilde
      113.2K views
    • Entering the Feminization Academy
      08:12
      Entering the Feminization Academy
      Pure Ts
      109.6K views
    • TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      01:19
      TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      Princesszoey
      80.9K views
    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      44:10
      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
      234.8K views
    • I was about to have a happy married life, but I got Fuck by a stranger before marriage.
      18:34
      I was about to have a happy married life, but I got Fuck by a stranger before marriage.
      WanidaCrossdresser
      304.5K views
    • Submissive and super sexy
      08:12
      Submissive and super sexy
      Pure Ts
      351K views
    • Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
      16:50
      Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
      Dominatrix Eva
      641.1K views
    • Tgirl Riley offers her little ass in the hallway
      20:16
      Tgirl Riley offers her little ass in the hallway
      Tgirl Riley
      98.4K views
    • Thick Cum Clean up Instruction
      00:48
      Thick Cum Clean up Instruction
      Coral Blue
      445.9K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • the evening continues, Clara still sucks Mister A
      07:04
      the evening continues, Clara still sucks Mister A
      ClaraBCBG
      463.5K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • Turned Into a Good Pet
      08:12
      Turned Into a Good Pet
      Pure Ts
      165.5K views
    • Amateur Femboi Hits the Big Time
      08:12
      Amateur Femboi Hits the Big Time
      Pure Ts
      66.6K views
    • AB094 Lustful teacher extreme trained -Milking 65cm dildo  (Chinese and English subtitles)
      03:52
      AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)
      Abby Kitty
      384.7K views
    • Many crossdressers fucked scrnrs
      01:09:02
      Many crossdressers fucked scrnrs
      1.4M views
    • My stepdad fucks my ass while I'm home alone
      07:29
      My stepdad fucks my ass while I'm home alone
      Marine Laveau
      59.1K views
    • BBC Fucks a Slutty Crossdresser Without Limits
      32:44
      BBC Fucks a Slutty Crossdresser Without Limits
      Trans and Co
      390.1K views
    • Jerk Off For Your Hot Trans Friend
      05:49
      Jerk Off For Your Hot Trans Friend
      Medi Voi
      20.9K views
    • On My Knees and They Fill My Mouth with Lots of Milk
      14:18
      On My Knees and They Fill My Mouth with Lots of Milk
      Valera Toro
      507.9K views
    • Big Sausage Pizza
      06:12
      Big Sausage Pizza
      Pure Ts
      20.2K views
    • Fake Job Interview Bags a Crossdresser
      06:12
      Fake Job Interview Bags a Crossdresser
      Pure Ts
      33.9K views
    • Blonde bikini sissy gets her ass destroyed
      08:12
      Blonde bikini sissy gets her ass destroyed
      Pure Ts
      96K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      965.6K views
    • Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
      05:03
      Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
      alinanightsky
      409.7K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.9M views
    • A Compilation of 50 Edging Squirting Riding Cumshots
      01:29:45
      A Compilation of 50 Edging Squirting Riding Cumshots
      Lizzaali
      120.6K views
    • Teen Sissy Already Knows Her Place
      08:12
      Teen Sissy Already Knows Her Place
      Pure Ts
      73.1K views
    • Kira caught during self-bondage
      02:45
      Kira caught during self-bondage
      Twistedrama
      48.9K views
    • First Date and First Scene
      06:12
      First Date and First Scene
      Pure Ts
      126.3K views
    • Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
      06:05
      Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
      Bailey Wilde
      224.4K views
    • obedient TS maid does what she is told
      08:12
      obedient TS maid does what she is told
      Pure Ts
      136.9K views
    • Skinny Transgender Gets Fucked Stupid
      33:32
      Skinny Transgender Gets Fucked Stupid
      Skinnyminxx_xd
      84K views
    • Blonde CD pet does what she is told
      08:12
      Blonde CD pet does what she is told
      Pure Ts
      63.1K views
    • Sexy legs with silver dress and heels
      08:10
      Sexy legs with silver dress and heels
      Queen Sibel
      197.5K views
    • Crossdressing Girl Wants Her Tutors Cock
      08:12
      Crossdressing Girl Wants Her Tutors Cock
      Pure Ts
      33.5K views
    • super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
      02:57
      super skinny shemale sexy walk and posing fuck bbc on mirror precum and intense cumshot
      Nadja Cox
      480.8K views
    • Your little bitch wants hot cum inside her tight and dirty asshole
      06:50
      Your little bitch wants hot cum inside her tight and dirty asshole
      missangell_
      766.7K views
    • Hot Sissy In Pink Lingerie Teasing Her Juicy Ass
      05:15
      Hot Sissy In Pink Lingerie Teasing Her Juicy Ass
      MTFXXXVIDS
      75.2K views
    • Trained to Be a Submissive Slut
      08:12
      Trained to Be a Submissive Slut
      Pure Ts
      37.9K views
    • Grandma lets you look
      05:27
      Grandma lets you look
      Hollycd1
      28.6K 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
      156K views
    • Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
      08:01
      Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
      Crossdressing Amateurs
      181.8K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      105.8K 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 Sissy High

    • Two Cds
    • Lolla-Sissy
    • Ebony Teens
    • Horny T-Slut
    • Traps in Skirts
    • Crossdressing Mature
    • Sissyfication Process
    • Hapi-Crossdress
    • Sissy_tammy
    • Transvestites Fucked
    • Caged Kitten
    • Sissyjay
    • Crossy Bottom
    • Sissybriana
    • Latex Orgy Crossdress
    • Sissyjess
    • Bimbo Blowjob
    • Sissy4bbc
    • Cute Schoolgirl
    • Transsexual Com
    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