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

    High Heel Training 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
    • Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana
      05:21
      Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana
      Jessica Bloom
      56.7K views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      159.7K 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
      381.1K views
    • Kira caught during self-bondage
      02:45
      Kira caught during self-bondage
      Twistedrama
      46.8K views
    • So You Think You're a Sissy Slut?
      06:37
      So You Think You're a Sissy Slut?
      Mistress Jodie May
      91.3K 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
    • Sissy Evolution- A Captioned Compilation
      05:53
      Sissy Evolution- A Captioned Compilation
      Tiffany Cox
      18.2K views
    • Just because I can..
      18:29
      Just because I can..
      Twistedrama
      172K views
    • Sissy training for your feminization
      03:56
      Sissy training for your feminization
      Allmylinks
      21.2K views
    • So i hear you're a secret cocksucker?
      05:25
      So i hear you're a secret cocksucker?
      XXLUCYLUSHXX
      47.2K views
    • DEEP ANAL EXPLORING
      02:04
      DEEP ANAL EXPLORING
      Fogal101
      286.1K views
    • Sissy Training After First Time Feminization
      12:20
      Sissy Training After First Time Feminization
      Bailey Wilde
      300.8K views
    • Petra's porno marathon part 1-3
      01:09:31
      Petra's porno marathon part 1-3
      PetraTVsletje
      101.9K views
    • Trans Girl Forced Orgasm
      08:12
      Trans Girl Forced Orgasm
      Mistress Jodie May
      106K views
    • Trans Girl Tied and Teased
      06:46
      Trans Girl Tied and Teased
      Mistress Jodie May
      129.8K views
    • AB121 Lustful succubus extreme training
      02:42
      AB121 Lustful succubus extreme training
      Abby Kitty
      157.8K views
    • Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole
      18:20
      Sissy Maid Service Practicing on a Dildo at Her Fake Glory Hole
      Sissy Candy
      20.9K views
    • Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      11:21
      Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      Sissy Candy
      51.8K views
    • AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging
      03:20
      AB106 Conpletely domesticated kinky sissy slave- face sitting cumshot edging
      Abby Kitty
      157.6K views
    • Femboy Cumdump Pushes out Gallons of Cum
      07:45
      Femboy Cumdump Pushes out Gallons of Cum
      Gsoqt
      79.5K views
    • Sissy Fuck Machine Training
      07:39
      Sissy Fuck Machine Training
      Mistress Jodie May
      81K views
    • POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you worship her feet.
      07:37
      POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you worship her feet.
      Vane03_siss
      27.6K views
    • Sissy riding dildo outside
      10:45
      Sissy riding dildo outside
      SissyDaniella
      25.9K views
    • Gothic Sissy Slut In Pink Dress Workouts With Her BBC Dildo
      09:16
      Gothic Sissy Slut In Pink Dress Workouts With Her BBC Dildo
      Vane03_siss
      20.6K views
    • Caged Sissy try get pleasure by anal dildo play
      11:54
      Caged Sissy try get pleasure by anal dildo play
      SissyDaniella
      30.5K views
    • You're Just Some Holes, Slut!
      04:40
      You're Just Some Holes, Slut!
      Mistress Jodie May
      15.9K views
    • Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
      07:55
      Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo
      Sissy Candy
      46.8K views
    • Sissy coming home from work
      16:12
      Sissy coming home from work
      SissyDaniella
      20.9K views
    • Double Fuck for Sissy Hole
      08:58
      Double Fuck for Sissy Hole
      FrinaXXX
      6.8K views
    • Petra,s 6th training
      16:42
      Petra,s 6th training
      PetraTVsletje
      72.6K views
    • A Slut in a Grove (june 29, 2025) Looking for Sperm. French Transvestite Exhibition Vanessabitchx
      25:22
      A Slut in a Grove (june 29, 2025) Looking for Sperm. French Transvestite Exhibition Vanessabitchx
      Allmylinks
      36.2K views
    • Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      16:04
      Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      Sissy Candy
      16.1K views
    • Petra the christmas slut
      48:17
      Petra the christmas slut
      PetraTVsletje
      6.7K views
    • Sissy fucking new pussy hole
      15:06
      Sissy fucking new pussy hole
      SissyDaniella
      12.3K views
    • AB140 Mimi Bao's Introduction to BDSM Training -Blowjob,Sex (Chinese and English subtitles)
      02:00
      AB140 Mimi Bao's Introduction to BDSM Training -Blowjob,Sex (Chinese and English subtitles)
      Abby Kitty
      33.6K views
    • A naughty sissy in Korean schoolgirl uniform and white ankle socks trains her own sissy slutty pussy and starts to get wet
      10:39
      A naughty sissy in Korean schoolgirl uniform and white ankle socks trains her own sissy slutty pussy and starts to get wet
      Harinni
      59.4K views
    • Training sissy pussy BBC
      05:39
      Training sissy pussy BBC
      Julie Shine
      51.4K views
    • Sucking my little sisters boyfriends  big black cock
      08:20
      Sucking my little sisters boyfriends big black cock
      Anna Rios
      46.7K views
    • Petra back in the boom room
      01:06:05
      Petra back in the boom room
      PetraTVsletje
      28.3K views
    • Sissy Candy's Dildo Post Compilation!
      09:24
      Sissy Candy's Dildo Post Compilation!
      Sissy Candy
      52.2K views
    • Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity
      08:12
      Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity
      Sissy Candy
      2.8K views
    • Compilation with Weekly Episodes from the pain whore Alina
      02:05
      Compilation with Weekly Episodes from the pain whore Alina
      alinanightsky
      64.5K views
    • Black Vs Violet Anal Plug Vibes
      11:12
      Black Vs Violet Anal Plug Vibes
      Melinda James
      15.3K views
    • I fuck my cousin in the living room of the house and she likes it very much
      07:59
      I fuck my cousin in the living room of the house and she likes it very much
      roxani
      206.1K views
    • sissyAlicia : daily blowjob trainning
      04:39
      sissyAlicia : daily blowjob trainning
      SissyAlicia
      35.9K views
    • BBC dildo ass fuck for HOT slut Tiffany Kitten
      03:09
      BBC dildo ass fuck for HOT slut Tiffany Kitten
      Tiffany Kitten
      8.2K views
    • Sissy in Office
      06:38
      Sissy in Office
      SissyDaniella
      9.7K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Categories

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