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 Orgasm Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Orgasm
    Painful
    Anal Orgasm
    Shemale Orgasm
    Prostate Orgasm
    Extreme Orgasm
    Painful Anal
    Trans Orgasm
    Forced Orgasm
    Sissy Orgasm
    Shaking Orgasms
    Ladyboy Orgasm
    Screaming Orgasms
    Nipples Orgasm
    Orgasm Compilation
    Tranny Orgasm
    Ruined Orgasm
    Post Orgasm
    Femboy Orgasm
    Dildo Orgasm
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 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
    • Rebecca's painful Orgasm
      10:49
      Rebecca's painful Orgasm
      Rebeccafuxx
      9.4K 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
    • Rebecca Needs Painful Orgasm
      04:19
      Rebecca Needs Painful Orgasm
      Rebeccafuxx
      9.2K 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
    • Redhead Asian shemale all covered in pain gets fucked
      07:10
      Redhead Asian shemale all covered in pain gets fucked
      Extreme Ladyboys
      73.4K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Redhead asian trans all covered in pain ass fucked
      07:30
      Redhead asian trans all covered in pain ass fucked
      Extreme Ladyboys
      15.4K views
    • handz free shemale cumming while getting fucked
      13:40
      handz free shemale cumming while getting fucked
      2.4M views
    • Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      02:06
      Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      Titten-Sau
      26K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
      00:43
      Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
      Allmylinks
      43.2K views
    • Compilation: Trannies Cum While they get Fucked
      13:29
      Compilation: Trannies Cum While they get Fucked
      3.8M views
    • Working on Sissy Slave Denise Humain Nipples for hours Part 1
      10:01
      Working on Sissy Slave Denise Humain Nipples for hours Part 1
      Denise Humain
      70.4K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      967.1K views
    • Rebeccas Maso Perversions
      22:12
      Rebeccas Maso Perversions
      Rebeccafuxx
      14K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      334.2K views
    • MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
      01:29
      MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
      MissRose TS
      18.8K views
    • Ladyboys Shemales Cumming With Help
      07:11
      Ladyboys Shemales Cumming With Help
      3.8M views
    • A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
      28:23
      A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
      Denise Humain
      12.2K views
    • Can't handle it
      10:03
      Can't handle it
      139.3K views
    • Perfect Penis Pill for my subincision
      08:00
      Perfect Penis Pill for my subincision
      Vulva Cock Jez
      12.5K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Transgender culoness needles in nipples
      04:46
      Transgender culoness needles in nipples
      Culoness
      891 views
    • Chicks With Dicks Cumming While Being Fucked
      09:06
      Chicks With Dicks Cumming While Being Fucked
      2.1M views
    • E Stim games in different outfits until orgasm
      10:27
      E Stim games in different outfits until orgasm
      Loreleyadd
      4.4K 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
    • BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
      07:34
      BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
      Denise Humain
      5.6K 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
    • last week some long awaited toys finally arrive and i was eager to test them out part II
      06:31
      last week some long awaited toys finally arrive and i was eager to test them out part II
      6.6K 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
    • Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
      09:18
      Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
      MyLolaTrav
      13.1K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M 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
    • He can't run
      00:17
      He can't run
      1.1M views
    • cd tranny getting anal pain pounding by fucking machine
      00:57
      cd tranny getting anal pain pounding by fucking machine
      Sasha Earth
      11.7K views
    • I Sodomize Morgane Marks Intensely and Deeply Part 2
      13:58
      I Sodomize Morgane Marks Intensely and Deeply Part 2
      Mamou5891
      87.1K views
    • try a new triple penetration toy
      08:27
      try a new triple penetration toy
      3.2K views
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • Painful Nipple Orgasm
      07:39
      Painful Nipple Orgasm
      Rebeccafuxx
      4.3K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      105.8K views
    • Femmby hurts their dick and has a painful ruined orgasm
      05:08
      Femmby hurts their dick and has a painful ruined orgasm
      2.9K 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
    • Heavy Weights on pierced nipples
      07:33
      Heavy Weights on pierced nipples
      Rebeccafuxx
      5.6K views
    • Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
      08:12
      Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
      barbanegrazponto1onepov
      620.8K views
    • FTM fucking a huge dildo and pin orgasm
      02:34
      FTM fucking a huge dildo and pin orgasm
      Ares FTM
      2.6K views
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      ActorFab
      199.4K 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 Painful Orgasm

    • Uncontrollable Intense Shaking Orgasm
    • Painful Cum
    • Extreme Shemale Destruction Anal
    • Sissy Prostate Cumming
    • Screaming Orgasms
    • Femboy Domination and Tortured
    • Femdom Milking Machine Torture
    • Fuck My Ass Please Dirty Talk
    • Mature Bondage Slave
    • He Can't Take It
    • Shemales Brutal
    • Black Boy Screams
    • Begging to Get Pregnant
    • 100 Cumshots Rapid Fire
    • Cuckold Humiliation
    • Trap Cums While Getting Fucked
    • Teen Destroyed
    • Out of Control
    • Chastity Sissygasm
    • Squirting Like a Bitch
    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