PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    BLUE MONDAY SALE 💛🎉 Brighten the year’s saddest day

    Painful Deepthroat 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
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      18:39
      Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      Derek6699
      101.1K views
    • Long Anal Session for Hurting Emma Tied to the Bench
      01:05:06
      Long Anal Session for Hurting Emma Tied to the Bench
      ActorFab
      271.7K views
    • Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      17:38
      Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      Derek6699
      74K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • 25 min of abuse and hard use for the pain whore Alina
      03:04
      25 min of abuse and hard use for the pain whore Alina
      alinanightsky
      53.2K 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
    • The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      02:55
      The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      alinanightsky
      28.4K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      334.2K views
    • Sissy Maid Icy Hot Wooden Pony Punishment 2
      23:29
      Sissy Maid Icy Hot Wooden Pony Punishment 2
      Derek6699
      39.4K views
    • anything
      09:14
      anything
      1.4M views
    • Sissy Maids Punishment
      07:53
      Sissy Maids Punishment
      Derek6699
      27.9K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.9M views
    • Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes!
      05:13
      Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes!
      Denise Humain
      2.9K 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
    • Icy Hot Wooden Pony Self Bondage Torture
      17:40
      Icy Hot Wooden Pony Self Bondage Torture
      Derek6699
      26.7K views
    • Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      01:11
      Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      Snake_0rgy
      150.5K views
    • Sissy Maid - Pain & Pleasure Bondage
      14:55
      Sissy Maid - Pain & Pleasure Bondage
      Derek6699
      17.3K views
    • Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      12:58
      Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      Mamou5891
      73K views
    • Rebeccas Maso Perversions
      22:12
      Rebeccas Maso Perversions
      Rebeccafuxx
      14K views
    • I made a 9inch cock fully erect using NO HANDS
      08:02
      I made a 9inch cock fully erect using NO HANDS
      JsseMontz
      312.8K views
    • Rebecca's painful Orgasm
      10:49
      Rebecca's painful Orgasm
      Rebeccafuxx
      9.4K views
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      ActorFab
      199.4K views
    • Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
      44:19
      Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
      Denise Humain
      9.2K 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
    • Deepthroat Blowjob Training and Wax on Tits and Nipples
      17:10
      Deepthroat Blowjob Training and Wax on Tits and Nipples
      Denise Humain
      8.2K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      105.8K views
    • Sissy training Extreme CBT electric shock cock pain bdsm
      00:20
      Sissy training Extreme CBT electric shock cock pain bdsm
      iFetFuc
      84.4K views
    • Anna Loves Shemale 2: Big Veiny Shemale Wrecks My Throat and Ass (e02p01)
      08:58
      Anna Loves Shemale 2: Big Veiny Shemale Wrecks My Throat and Ass (e02p01)
      Anna Loves Shemale
      2.6M views
    • Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
      02:47
      Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
      Denise Humain
      5.2K views
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.6M views
    • Denise Humain Scene Mix (Anal, Nipple, Blowjob)
      17:28
      Denise Humain Scene Mix (Anal, Nipple, Blowjob)
      Denise Humain
      4.3K views
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      638.7K views
    • 1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
      01:48
      1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
      968.3K views
    • Walking Anomaly Shemale's Super-Sized Cock
      06:35
      Walking Anomaly Shemale's Super-Sized Cock
      Anna Loves Shemale
      394.9K views
    • Hung Ts Aakosha Bentley makes her sub scream in pain
      02:03
      Hung Ts Aakosha Bentley makes her sub scream in pain
      911.4K views
    • Deepthroat, Rimjobs and Her Cum as Lube
      01:42
      Deepthroat, Rimjobs and Her Cum as Lube
      Melodyfluffington
      304.3K views
    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      218.3K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Painting tranny
      07:53
      Painting tranny
      654.3K views
    • Sloppy Sissy Facefucking, Deepthroat and Huge Facial!
      10:07
      Sloppy Sissy Facefucking, Deepthroat and Huge Facial!
      Melodyfluffington
      172.2K views
    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
      2.1M views
    • Sexgodpicasso Presents Quickie I’m in the City Julieta Diaz
      08:32
      Sexgodpicasso Presents Quickie I’m in the City Julieta Diaz
      SexGodPicasso
      291.2K views
    • Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      10:05
      Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      Legacy Mess
      99.9K views
    • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      09:05
      TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
      Adam Castle
      375.2K views
    • Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      03:30
      Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      HatanoMiwa
      402.7K views
    • Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      09:21
      Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      8M 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
    Big Tits
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    FTM
    Hentai
    Chinese
    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