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

    Pain Orgasm Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Pain
    Orgasm
    Shemale Pain
    Sissy Pain
    Anal Pain
    Trans Pain
    Bbc Pain
    Crossdresser Pain
    Ladyboy Pain
    Pain Slut
    Extreme Pain
    Orgasm Shemale
    Fucked Orgasm
    Wife Orgasm
    Sissy Orgasm
    Anal Orgasm
    Trans Orgasm
    Lesbian Orgasm
    Mature Orgasm
    Teen Orgasm
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • handz free shemale cumming while getting fucked
      13:40
      handz free shemale cumming while getting fucked
      2.5M views
    • Redhead Asian shemale all covered in pain gets fucked
      07:10
      Redhead Asian shemale all covered in pain gets fucked
      Extreme Ladyboys
      75.6K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • Redhead asian trans all covered in pain ass fucked
      07:30
      Redhead asian trans all covered in pain ass fucked
      Extreme Ladyboys
      16.7K 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
      306.7K views
    • Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      02:06
      Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      Titten-Sau
      26.9K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M 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
      44.2K views
    • Compilation: Trannies Cum While they get Fucked
      13:29
      Compilation: Trannies Cum While they get Fucked
      3.9M 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
      71.2K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      999.1K 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
      19.7K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • Rebecca's painful Orgasm
      10:49
      Rebecca's painful Orgasm
      Rebeccafuxx
      9.9K views
    • Prostate orgasms
      11:10
      Prostate orgasms
      183.6K views
    • Perfect Penis Pill for my subincision
      08:00
      Perfect Penis Pill for my subincision
      Vulva Cock Jez
      12.8K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.3M views
    • Hot Whore Emma Cums 3 Times During Hard Anal Fuck
      41:10
      Hot Whore Emma Cums 3 Times During Hard Anal Fuck
      ActorFab
      322.3K views
    • Can't handle it
      10:03
      Can't handle it
      148.8K views
    • Anal destruction for stupid maso whore
      35:04
      Anal destruction for stupid maso whore
      ActorFab
      733.4K views
    • Chicks With Dicks Cumming While Being Fucked
      09:06
      Chicks With Dicks Cumming While Being Fucked
      2.1M views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      397.7K 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
      1M views
    • Dude takes a tranny painal
      01:16
      Dude takes a tranny painal
      174.1K views
    • shemale sudden cum surprise
      00:19
      shemale sudden cum surprise
      448.9K views
    • Ladyboys Shemales Cumming With Help
      07:11
      Ladyboys Shemales Cumming With Help
      3.9M views
    • Tgirl's Screaming Orgasm
      01:30
      Tgirl's Screaming Orgasm
      239K views
    • shemale hands free cumshot
      11:17
      shemale hands free cumshot
      1M views
    • She fucks him so hard he can't take it, very dominant shemal
      04:08
      She fucks him so hard he can't take it, very dominant shemal
      328.7K views
    • cum on jeans
      02:56
      cum on jeans
      527.3K views
    • 3 anal orgasm for french femboy before hot anal creampie
      10:51
      3 anal orgasm for french femboy before hot anal creampie
      ActorFab
      453.2K views
    • He can't run
      00:17
      He can't run
      1.1M views
    • He Screams For Shemeat Compilation 2020 (TS TOPS)
      15:53
      He Screams For Shemeat Compilation 2020 (TS TOPS)
      3M views
    • Your Girlfriends Fucks Me Vol.2
      01:31:01
      Your Girlfriends Fucks Me Vol.2
      Shemale World
      604.2K views
    • When she can't pull out
      01:26
      When she can't pull out
      500.1K 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!
      759.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.6M views
    • Anal orgasm, Cumming while fucked, Sissygasm
      12:49
      Anal orgasm, Cumming while fucked, Sissygasm
      1.3M views
    • This is what happens when you lend your dick to a drummer
      04:52
      This is what happens when you lend your dick to a drummer
      Tina Tackle
      997.1K views
    • 028 premature cum, accidental cum
      01:10
      028 premature cum, accidental cum
      539.6K views
    • The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      02:55
      The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      XiangYan
      341.1K views
    • 030 premature cum, accidental cum
      00:38
      030 premature cum, accidental cum
      139.5K views
    • Hands Free Sissy Orgasms Vol 5
      14:52
      Hands Free Sissy Orgasms Vol 5
      431.5K views
    • Blond angel tranny can't take this painal anymore
      07:11
      Blond angel tranny can't take this painal anymore
      94.4K views
    • no chance
      00:56
      no chance
      262K views
    • cum handsfree while fucked by bbc
      00:38
      cum handsfree while fucked by bbc
      3.1M views
    • BRUTAL Tgirl TOP Gives Guy Extreme Painal
      02:24
      BRUTAL Tgirl TOP Gives Guy Extreme Painal
      1M 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 Pain Orgasm

    Nipples Orgasm
    Thai Ladyboy Cumming While Being Fucked
    Breast Milk Sex
    Thai Ladyboy Cums Too Fast
    Going to Cum
    Beautiful Young
    First Time Squirting
    Cute Sissy Boy
    First Time Painful Sex
    Ftm Orgasm
    Amy Amour
    Real Homemade
    Incredible
    Uncontrollable Intense Shaking Orgasm
    Best Shemales Cumming Compilation
    Licking Cum off Her Tits
    Eating Her Cum
    Sissy Boy Getting Fucked Hard
    Pulsating Orgasms
    Japanese Shemales Uncensored Ejaculation
    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