PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition

    Pain Whore Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Pain
    Whore
    Sissy Whore
    Anal Pain
    Extreme Pain
    Street Whore
    Tranny Whore
    Shemale Pain
    Crossdresser Whore
    Trans Whore
    Dirty Whore
    Ladyboy Pain
    Whored Out
    Crossdresser Pain
    Sissy Pain
    Bbc Whore
    Cum Whore
    Shemale Whore
    Femboy Whore
    Bbc Pain
    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
    • The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      10:53
      The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      alinanightsky
      276.8K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2M views
    • Compilation with Weekly Episodes from the pain whore Alina
      02:05
      Compilation with Weekly Episodes from the pain whore Alina
      alinanightsky
      65.7K views
    • Long Anal Session for Hurting Emma Tied to the Bench
      01:05:06
      Long Anal Session for Hurting Emma Tied to the Bench
      FapHouse
      278.1K views
    • 116 min degrading of bdsm sissy pain whore Alina
      02:20
      116 min degrading of bdsm sissy pain whore Alina
      alinanightsky
      80.1K 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
    • 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
      2M 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
    • anything
      09:14
      anything
      1.4M views
    • A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      01:34
      A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      alinanightsky
      41K 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
    • Pain Slut Kira
      36:28
      Pain Slut Kira
      FapHouse
      101.7K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      341.3K views
    • Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      08:01
      Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      Linzy19
      69.5K 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
    • fucking my femboy slave sissy slut painful anal
      01:33
      fucking my femboy slave sissy slut painful anal
      131.3K 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
    • Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      14:42
      Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
      Denise Humain
      32K views
    • He Screams For Shemeat Compilation 2020 (TS TOPS)
      15:53
      He Screams For Shemeat Compilation 2020 (TS TOPS)
      2.9M views
    • Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
      18:54
      Sissy Denise: Tied Nipples Tortured with Rough Round Brushes
      Denise Humain
      2.8K views
    • Open Up my Ass and Piss Inside
      02:23
      Open Up my Ass and Piss Inside
      Loren Aprile
      649.4K views
    • Slapping My Tits and Ass Like a Good Pain Slut
      08:55
      Slapping My Tits and Ass Like a Good Pain Slut
      FapHouse
      6.2K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      112K views
    • Black blow up spiked butt plug for my S&M Daddies!
      08:37
      Black blow up spiked butt plug for my S&M Daddies!
      Victoria Lecherri
      43.7K 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
      77.6K views
    • Sissy Denise: Nipple torture with combination pliers – Live until the end
      09:37
      Sissy Denise: Nipple torture with combination pliers – Live until the end
      Denise Humain
      3K 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
      239.2K 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
      3.2K views
    • BRUTAL Tgirl TOP Gives Guy Extreme Painal
      02:24
      BRUTAL Tgirl TOP Gives Guy Extreme Painal
      1M views
    • Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain
      13:53
      Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain
      Denise Humain
      3K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      13:59
      Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      Denise Humain
      20.5K views
    • Natalie Mars
      18:56
      Natalie Mars
      920.6K views
    • Lisa Femelle - The Whore of Master pain-
      13:35
      Lisa Femelle - The Whore of Master pain-
      59.5K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.7M views
    • Sissy slut in pain
      01:18
      Sissy slut in pain
      13K views
    • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      12:05
      TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      Trans Erotica
      458K views
    • Candle Wax & Chastity Go Together like PB & Jelly
      07:05
      Candle Wax & Chastity Go Together like PB & Jelly
      MJ
      7.7K views
    • He can't run
      00:17
      He can't run
      1.1M 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
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      FapHouse
      203.5K views
    • Chanel Santini Discovers She's a Pain Slut
      08:12
      Chanel Santini Discovers She's a Pain Slut
      TS Pussy Hunters by Kink
      1.5K views
    • Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      01:11
      Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      FapHouse
      154.6K views
    • Electro Plug slips all the way in
      03:37
      Electro Plug slips all the way in
      Anyankah Renee Athanasia
      6.5K views
    • Hard Belting my sissy slave two
      01:36
      Hard Belting my sissy slave two
      116.9K 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 Whore

    • Step Mom Helps Step Son
    • Painful Anal Sex
    • Family Fucking Family
    • Filthy Slut Pmv
    • Beautiful Hard
    • Caught Crossdressing and Fucked
    • School Girl
    • Torment
    • Destroying
    • Xxx 888
    • Femdom Sissy
    • Ftm Hairy Pussy Torture
    • Shemale Mommy
    • Mother in Law
    • Street
    • Devil Store
    • Two Dildos
    • Hello Ladyboy
    • Pure Filth
    • Baddest 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