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

    Please Hurt Me Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Hurts
    It Hurts
    Big Cock Hurts
    Black Shemale Cock Does Hurt
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Black Guy Burst My Ass Until It Hurt Me
      02:31
      Black Guy Burst My Ass Until It Hurt Me
      114.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Cum hurt me!
      03:29
      Cum hurt me!
      Victoria Lecherri
      7.2K 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
    • Don’t hurt me
      20:04
      Don’t hurt me
      Shelly Robertss
      6.7K 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
    • Do You Really Want To Hurt Me
      04:35
      Do You Really Want To Hurt Me
      2.5K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.8M views
    • I love a challenge, but this dick was already hurting me inside
      09:31
      I love a challenge, but this dick was already hurting me inside
      Nathalia Fontes
      71K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • I asked daddy to fuck me hard but his big thick cock hurts my ass
      05:24
      I asked daddy to fuck me hard but his big thick cock hurts my ass
      MTFXXXVIDS
      1K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      777.1K views
    • Put it in me doc. Make it hurt
      05:45
      Put it in me doc. Make it hurt
      Angeles Cid
      168.9K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      319.7K views
    • The Hurt Stimulates Me
      01:52
      The Hurt Stimulates Me
      Alexia_mtf
      573 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
    • My asshole hurt every time you fuck me hard
      07:27
      My asshole hurt every time you fuck me hard
      missangell_
      8.2K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Big Black Cocks Really hurts
      05:07
      Big Black Cocks Really hurts
      cd_aysemmm
      5.1K views
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6M views
    • Stretched Her Ass so Much It Hurt
      01:13
      Stretched Her Ass so Much It Hurt
      LanaSherin
      2.3K 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
      628.4K views
    • It hurt so much but I put it all inside
      05:07
      It hurt so much but I put it all inside
      cd_aysemmm
      2.9K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      barbanegrazponto1onepov
      2.1M views
    • BLACK SHEMALE COCK DOES HURT
      01:16
      BLACK SHEMALE COCK DOES HURT
      654.7K views
    • Don't do this to me! I do not like it!
      03:01
      Don't do this to me! I do not like it!
      733.2K views
    • i get fucked till hurt a7777
      04:11
      i get fucked till hurt a7777
      250.6K 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
    • Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
      06:51
      Came so hard it hurts! Closeups and cum in mouth! (Astra and Nicky shemale on female amateur webcam couple)
      Astra DIsaster
      134.3K 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
      260.6K views
    • Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
      01:52
      Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
      MaureenNadh
      37.1K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      493.8K views
    • The first time in the ass for a boy, it hurts
      08:12
      The first time in the ass for a boy, it hurts
      Shemale World
      2.7K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.2M views
    • This Dildo Hurts!
      07:07
      This Dildo Hurts!
      Subby Kim
      15.6K views
    • Indian Best Threesome Sex! Fuck Both of us
      22:48
      Indian Best Threesome Sex! Fuck Both of us
      indianXworld
      22M views
    • Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
      14:21
      Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
      Denise Humain
      13.7K views
    • Swallow My Cum
      15:15
      Swallow My Cum
      TSRyley
      249.9K views
    • Your slut hurts, but she loves it.. she's going crazy with pleasure with this huge one in her ass!!
      06:08
      Your slut hurts, but she loves it.. she's going crazy with pleasure with this huge one in her ass!!
      covo_sissy_cross
      6.7K views
    • Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      02:15
      Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      sinsweethoneyasses
      2.1M views
    • Dominant Shemale Hurts Her Slave Really Hard
      16:28
      Dominant Shemale Hurts Her Slave Really Hard
      eroticfemaledominati
      68.8K views
    • Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      12:33
      Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      Futanari XXX
      21.3M views
    • Sissy Schoolgirl Anna Part3: Riding Dildo, Slapping myself, Thanking Daddy, CBT Punishment (It hurt! hihi)
      07:14
      Sissy Schoolgirl Anna Part3: Riding Dildo, Slapping myself, Thanking Daddy, CBT Punishment (It hurt! hihi)
      Sissygurl Anna
      2.9K views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4.2M views
    • Tranny Backdoors It Hurts She Try Try Again
      02:26
      Tranny Backdoors It Hurts She Try Try Again
      427.6K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      961.5K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Please Hurt Me

    • Sneaky Link
    • No Mercy Fuck
    • Real Family Fucking
    • Step Mom Helps Step Son
    • Oooo Xxxxx Xxxxx Oooo
    • Joy Collision Leaked
    • Destroyed My Ass
    • Fuck My TS Stepmom
    • Stepdaughter Sneaking Into Dads Room
    • Xxx XXX XXX
    • Real Family Sex Videos
    • Xxxx Video 2025
    • Real Caught on Camera
    • Help Out a Friend
    • Innocent Pranks
    • 18 Year Old Creampie
    • Big Misunderstanding
    • Best Love Friendship
    • Sissy Boy Getting Fucked Hard
    • Caught Cheating
    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