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

    Pegging 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
    • Anal Room Service with Mistress Lilith
      02:34
      Anal Room Service with Mistress Lilith
      Loren Aprile
      424.4K views
    • Imagine You Are Fucking a Boy!
      06:15
      Imagine You Are Fucking a Boy!
      KinkyHome
      69.2K 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
      637.4K views
    • Dress Up Sissy Costume Tasks
      10:49
      Dress Up Sissy Costume Tasks
      Natalie Napoli
      22.4K views
    • Mistress Eudora's Anal Slut
      05:28
      Mistress Eudora's Anal Slut
      Loren Aprile
      145.2K views
    • New Girl in the Sissy Harem
      11:29
      New Girl in the Sissy Harem
      Natalie Napoli
      17.3K views
    • Mistress Revenge Destroying my Ass in her hotel room
      01:51
      Mistress Revenge Destroying my Ass in her hotel room
      Loren Aprile
      230.3K views
    • Girls playing before going out
      47:16
      Girls playing before going out
      Alfacontent World
      235.9K views
    • Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      24:55
      Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
      Shemale TS Collection
      85.3K views
    • AB121 Lustful succubus extreme training
      02:42
      AB121 Lustful succubus extreme training
      Abby Kitty
      156.6K views
    • Pegging Hardcore with Mistress Revenge
      05:36
      Pegging Hardcore with Mistress Revenge
      Loren Aprile
      17.5K views
    • Sissy Training - Dominatrix Pegs Goth Sissy and Makes Her Swallow Cum
      10:08
      Sissy Training - Dominatrix Pegs Goth Sissy and Makes Her Swallow Cum
      Bailey Wilde
      47.3K views
    • sissy anal cumming trainer
      56:50
      sissy anal cumming trainer
      746K views
    • Sissification and Fucked for Job
      03:04
      Sissification and Fucked for Job
      Bailey Wilde
      89.3K views
    • BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
      06:01
      BDSM, Fisting & Facefucking with Eris Nova & Lena Vesper
      Snake_0rgy
      106.4K views
    • Double Fuck for Sissy Hole
      08:58
      Double Fuck for Sissy Hole
      FrinaXXX
      5.6K views
    • Sissy CUM Free Hands!! After HOT ANAL FUCK
      08:35
      Sissy CUM Free Hands!! After HOT ANAL FUCK
      Lola Spais
      325K views
    • Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth
      05:13
      Trans Slut Gets Fucked By Mistress Until She Squirts Cum Into Own Mouth
      Jessica Bloom
      7.8K views
    • Intense pegging at the hotel for Loren Aprile
      02:16
      Intense pegging at the hotel for Loren Aprile
      Loren Aprile
      155.9K views
    • 2 sissy latex nurses getting pegged in Chastity by MILF Lisa
      11:47
      2 sissy latex nurses getting pegged in Chastity by MILF Lisa
      Lisa Essex
      118.2K views
    • HOT BIZAR GIRL ANALFIST (01)
      07:04
      HOT BIZAR GIRL ANALFIST (01)
      351.1K views
    • Relevant Short videos

      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
      Sissygasm for Domina
      Sissygasm for Domina
      FrinaXXX
      4.7K views
      Sissygasm From Pegging
      Sissygasm From Pegging
      FrinaXXX
      2.4K views
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9
      Bailey Wilde
      3.5K views
      Homemade Pegging Sissy
      Homemade Pegging Sissy
      FrinaXXX
      1.2K views
      Lola Cumming Cunt
      Lola Cumming Cunt
      FrinaXXX
      621 views
    • Introduction to Pegging with obeyladymk and a Huge johnthomastoys Strapon
      00:31
      Introduction to Pegging with obeyladymk and a Huge johnthomastoys Strapon
      Jasmine_dlight
      587K views
    • TRANSEROTICA Kinky TS Lianna Lawson Fists Bound Guy
      10:00
      TRANSEROTICA Kinky TS Lianna Lawson Fists Bound Guy
      Trans Erotica
      113.3K views
    • Sissygasm for Domina
      02:18
      Sissygasm for Domina
      FrinaXXX
      18.6K views
    • Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      10:16
      Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      Jessica Bloom
      70.6K views
    • Transgirl Transformed as a Human Sexdoll
      02:20
      Transgirl Transformed as a Human Sexdoll
      Emmy Angeles
      7.7K views
    • The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      15:07
      The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      Futanari XXX
      668.9K views
    • Lesbian Shemale Making Love in Japanese School Uniform
      04:58
      Lesbian Shemale Making Love in Japanese School Uniform
      SissyKanisa
      55.5K views
    • Rough Pegging for my Pig Slut Loren
      01:59
      Rough Pegging for my Pig Slut Loren
      Revenge
      245.8K views
    • The Mistress Fucks in the Ass with a Strap-on
      04:03
      The Mistress Fucks in the Ass with a Strap-on
      FrinaXXX
      2.2K views
    • Katie Fox fists Jasmine Dlight
      24:59
      Katie Fox fists Jasmine Dlight
      Katie Fox
      156.5K views
    • Sissy Bitch Fucked by My Strap-on #FemdomRAW
      00:45
      Sissy Bitch Fucked by My Strap-on #FemdomRAW
      Brat Perversions
      25.2K views
    • Anal Destruction for Human Ashtray Loren Aprile
      02:22
      Anal Destruction for Human Ashtray Loren Aprile
      Loren Aprile
      118.8K views
    • TGIRL Sissy Slut Training
      03:35
      TGIRL Sissy Slut Training
      Switch Kitchen
      89.8K views
    • Natalie Mars fucked hard with a dildo by Mistress Damazonia
      07:57
      Natalie Mars fucked hard with a dildo by Mistress Damazonia
      656.7K views
    • Man Feminized by Roommate as Discipline
      10:41
      Man Feminized by Roommate as Discipline
      Bailey Wilde
      36.4K views
    • Submissive ts pegged by her dominatrix girlfriend
      09:55
      Submissive ts pegged by her dominatrix girlfriend
      81.7K views
    • Girlfriend fuck transgirl with hard anal pegging
      05:20
      Girlfriend fuck transgirl with hard anal pegging
      RedLili
      25.2K views
    • Natalie Mars and Damazonia
      17:54
      Natalie Mars and Damazonia
      1.1M views
    • Sissygasm From Pegging
      01:53
      Sissygasm From Pegging
      FrinaXXX
      8.5K views
    • Extreme Cock for Sissy Hole!!
      05:24
      Extreme Cock for Sissy Hole!!
      Lola Spais
      274.4K views
    • Slut sissy has anal sex with dildo
      05:34
      Slut sissy has anal sex with dildo
      Sasha Earth
      44K views
    • Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
      15:17
      Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
      234.1K views
    • My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?
      01:26
      My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?
      FrinaXXX
      1.5K views
    • Damazonia & Natalie Mars - Anal Fisting Strapon
      15:55
      Damazonia & Natalie Mars - Anal Fisting Strapon
      287.4K views
    • Sissy whore has anal sex at home with dildo fucking
      03:38
      Sissy whore has anal sex at home with dildo fucking
      Anastasia Mistress
      47K 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
      51.8K 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
    Trans Woman
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Hentai
    FTM
    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