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

    Pegging First 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
    • Mistress Eudora's Anal Slut
      05:28
      Mistress Eudora's Anal Slut
      Loren Aprile
      147.3K views
    • Young crossdresser pegging first time
      04:26
      Young crossdresser pegging first time
      4.7K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Hot Shemale Bella Vidal wants to feel a good PEGGING for the first time ever
      05:00
      Hot Shemale Bella Vidal wants to feel a good PEGGING for the first time ever
      elarnaldo
      250.7K views
    • Anal Room Service with Mistress Lilith
      02:34
      Anal Room Service with Mistress Lilith
      Loren Aprile
      425.4K views
    • Sissygasm for Domina
      02:18
      Sissygasm for Domina
      FrinaXXX
      18.6K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Part 2:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      06:12
      Part 2:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      Aaexperiencesltd
      2K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Part 1:- Domina Satana fucks Allegro in the Vampire Room
      06:26
      Part 1:- Domina Satana fucks Allegro in the Vampire Room
      Aaexperiencesltd
      2.2K views
    • Hardcore Pegging using my slave's ass to the limit
      02:21
      Hardcore Pegging using my slave's ass to the limit
      Revenge
      334.5K views
    • Part 6:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      09:03
      Part 6:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      Aaexperiencesltd
      1K 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
      640K views
    • Part 4:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      05:47
      Part 4:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      Aaexperiencesltd
      2.1K views
    • Anal Destruction for Human Ashtray Loren Aprile
      02:22
      Anal Destruction for Human Ashtray Loren Aprile
      Loren Aprile
      120.2K views
    • Part 5:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      05:56
      Part 5:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
      Aaexperiencesltd
      2K views
    • Zoe and Jane strapon
      05:11
      Zoe and Jane strapon
      145.7K views
    • Was your first pegging voluntary or forced?
      07:21
      Was your first pegging voluntary or forced?
      PixieglitchTS
      6K views
    • Anal Hike and Humiliation for TS Slave Loren Aprile
      02:09
      Anal Hike and Humiliation for TS Slave Loren Aprile
      Loren Aprile
      418.8K 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
    • Extreme Cock for Sissy Hole!!
      05:24
      Extreme Cock for Sissy Hole!!
      Lola Spais
      278.2K views
    • Crossdresser masturbating
      01:11
      Crossdresser masturbating
      MadisonCD2025
      744 views
    • Pegging Hardcore with Mistress Revenge
      05:36
      Pegging Hardcore with Mistress Revenge
      Loren Aprile
      19.1K views
    • Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
      08:12
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
      Bailey Wilde
      9.9K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.1M views
    • I want to watch you try your first tranny cock
      16:30
      I want to watch you try your first tranny cock
      Shemales Fuck Couples
      22.4K views
    • Intense pegging at the hotel for Loren Aprile
      02:16
      Intense pegging at the hotel for Loren Aprile
      Loren Aprile
      156.9K views
    • Part 2:- Domina Satana, Mistress Carrie does a Double Domme session
      06:01
      Part 2:- Domina Satana, Mistress Carrie does a Double Domme session
      Aaexperiencesltd
      803 views
    • Anal training for Sissy Blaire_18. Dominatrix Nika inserts anal beads into her Sissy's little ass.
      07:49
      Anal training for Sissy Blaire_18. Dominatrix Nika inserts anal beads into her Sissy's little ass.
      Dominatrix Nika
      32K views
    • Our First Pegging Encounter (Sissy Training)
      01:21
      Our First Pegging Encounter (Sissy Training)
      littlemissbrat
      65.5K views
    • Mistress Revenge Destroying my Ass in her hotel room
      01:51
      Mistress Revenge Destroying my Ass in her hotel room
      Loren Aprile
      231.3K views
    • A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
      05:21
      A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
      Assexploringmachin
      4.1K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • I cant wait to be the first one to fuck your ass
      15:18
      I cant wait to be the first one to fuck your ass
      Tranny Newbies
      4.4K views
    • Damazonia & Natalie Mars - Anal Fisting Strapon
      15:55
      Damazonia & Natalie Mars - Anal Fisting Strapon
      291.2K views
    • Suprise ass
      01:21
      Suprise ass
      3.1K views
    • Natalie Mars fucked hard with a dildo by Mistress Damazonia
      07:57
      Natalie Mars fucked hard with a dildo by Mistress Damazonia
      659.9K views
    • Imagine You Are Fucking a Boy!
      06:15
      Imagine You Are Fucking a Boy!
      KinkyHome
      77.7K 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
      86.3K views
    • Hottest cum during anal pegging
      06:05
      Hottest cum during anal pegging
      KinkyHome
      1.6M views
    • Rectal Examination with Benefits
      01:26
      Rectal Examination with Benefits
      Revenge
      572.5K views
    • Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
      15:09
      Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
      907.4K views
    • Pegging by Monster BBC Strapon
      04:48
      Pegging by Monster BBC Strapon
      FrinaXXX
      6.6K views
    • Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
      14:44
      Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
      616.4K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Hard Rock Bottoms 18 (Trans, Pegging, Gay, Bi compilation)
      14:16
      Hard Rock Bottoms 18 (Trans, Pegging, Gay, Bi compilation)
      394K views
    • Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      08:16
      Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      Elizabeth Stewart
      402K 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