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

    It Hurt Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Hurts
    It Hurts
    Suck It
    Take It
    Lick It
    Swallow It
    Admit It
    Enjoy It
    How It Started
    Watch It Grow
    Suck It Boy
    Big Cock Hurts
    Suck It Sissy
    Ride It Hard
    Can't Take It
    Cant Hold It
    It's a Trap
    That How It Started
    Sissy Likes It Rough
    Black Shemale Cock Does Hurt
    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
    • Put it in me doc. Make it hurt
      05:45
      Put it in me doc. Make it hurt
      Angeles Cid
      168.9K 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
    • Black Guy Burst My Ass Until It Hurt Me
      02:31
      Black Guy Burst My Ass Until It Hurt Me
      114.2K 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
    • 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
      3.2K 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
    • too big for my first anal experience, it hurt so much
      05:07
      too big for my first anal experience, it hurt so much
      cd_aysemmm
      2.6K 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
    • Stretched Her Ass so Much It Hurt
      01:13
      Stretched Her Ass so Much It Hurt
      LanaSherin
      2.4K views
    • Can't handle it
      10:03
      Can't handle it
      140.7K 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
      3K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • BLACK SHEMALE COCK DOES HURT
      01:16
      BLACK SHEMALE COCK DOES HURT
      658.9K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M 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
    • Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      09:21
      Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      8M 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
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      341.3K views
    • i get fucked till hurt a7777
      04:11
      i get fucked till hurt a7777
      250.6K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Relevant Short videos

      Stretched Her Ass so Much It Hurt
      Stretched Her Ass so Much It Hurt
      LanaSherin
      1.9K views
      Must-see moment from "too big for my first anal experience, it hurt so much"
      Must-see moment from "too big for my first anal experience, it hurt so much"
      cd_aysemmm
      634 views
      4 Orgasms Hurt so Good
      4 Orgasms Hurt so Good
      JessieRoss
      4.4K views
      A little masturbation never hurt
      A little masturbation never hurt
      Kittykisses96
      1.5K views
      🎀 Mood: a little extra never hurt
      🎀 Mood: a little extra never hurt
      IskraElectrical49
      751 views
      I love to do BDSM with woman, I love when they hurt and use me!
      I love to do BDSM with woman, I love when they hurt and use me!
      Victoria Lecherri
      304 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
      135.1K views
    • He can't run
      00:17
      He can't run
      1.1M 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
      37.3K 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
      6.1M views
    • This Dildo Hurts!
      07:07
      This Dildo Hurts!
      Subby Kim
      15.9K views
    • He Screams For Shemeat Compilation 2020 (TS TOPS)
      15:53
      He Screams For Shemeat Compilation 2020 (TS TOPS)
      2.9M 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
      6.9K 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
    • 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
      3K views
    • When you Don't Want Anymore But Master Still Gives You
      02:20
      When you Don't Want Anymore But Master Still Gives You
      981.3K 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
      14K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.9M views
    • Dominant Shemale Hurts Her Slave Really Hard
      16:28
      Dominant Shemale Hurts Her Slave Really Hard
      eroticfemaledominati
      68.8K views
    • Dude takes a tranny painal
      01:16
      Dude takes a tranny painal
      169.2K 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
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • The Hurt Stimulates Me
      01:52
      The Hurt Stimulates Me
      Alexia_mtf
      711 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!
      740.4K views
    • Does my ass hole hurt after gangbang party
      10:33
      Does my ass hole hurt after gangbang party
      Iranisherfemboy
      755 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
      643.5K views
    • My ass still hurts after receiving a big tranny cock
      08:12
      My ass still hurts after receiving a big tranny cock
      Radical Shemale
      5.3K views
    • My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
      08:12
      My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
      Lady Snow Brasil
      1.9M views
    • Tranny Backdoors It Hurts She Try Try Again
      02:26
      Tranny Backdoors It Hurts She Try Try Again
      427.8K views
    • Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
      10:28
      Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
      100.2K views
    • The deeper it goes, the more it hurts, but the more i like it...
      06:23
      The deeper it goes, the more it hurts, but the more i like it...
      covo_sissy_cross
      12.3K views
    • anything
      09:14
      anything
      1.4M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4

    Searches Related to It Hurt

    • First Time Painful Anal
    • No Mercy
    • White Femboys Are so Submissive
    • He Can't Take It
    • Stop Please Stop Dick Too Big
    • Sissy Boy Getting Fucked Hard
    • Teen Destroyed
    • Brutal Throat Fucking
    • Cruel Domination
    • Black Cum in Mouth
    • Trapped
    • Straight Friend Loses Bet
    • Family Rules
    • Rough Sex
    • Bound and Gagged
    • Extreme Dirty Talking
    • Crossdresser Sucks Cock Humiliated
    • Shemale Destroys Guy
    • Turning Him Into a Complete Bitch
    • Intense Faggot Verbal Humiliation Tgirl
    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