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 Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal Pain
    Extreme Pain
    Shemale Pain
    Ladyboy Pain
    Crossdresser Pain
    Sissy Pain
    Pain Slut
    Trans Pain
    Guy in Pain
    Sissy in Pain
    Big Cock Pain
    Beautiful Thai Ladyboy Anal Pain
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 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
    • Tabasco Dildo Punishment for forgetting my butt plug today...
      02:50
      Tabasco Dildo Punishment for forgetting my butt plug today...
      Sissy-Hinata
      3.6K views
    • Labor Pains
      01:23
      Labor Pains
      25.8K views
    • Perfect Penis Pill for my subincision
      08:00
      Perfect Penis Pill for my subincision
      Vulva Cock Jez
      12.6K 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
    • Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      08:59
      Anal sensation, shemale fucks ass without dilating, an exciting pain, ladyboy evenya beautiful
      femboyass469
      5K views
    • E Stim games in different outfits until orgasm
      10:27
      E Stim games in different outfits until orgasm
      Loreleyadd
      4.6K views
    • got a new toy with electro shock and vibrating function
      08:24
      got a new toy with electro shock and vibrating function
      8.8K views
    • The Pressure of Pain and Punishment
      03:41
      The Pressure of Pain and Punishment
      BadGod
      6.7K views
    • Rebeccas Perversions 10
      05:35
      Rebeccas Perversions 10
      Rebeccafuxx
      1.1K views
    • Electro Plug slips all the way in
      03:37
      Electro Plug slips all the way in
      Anyankah Renee Athanasia
      6.5K views
    • Desi painful anal sex poojakichut
      05:55
      Desi painful anal sex poojakichut
      RoZestyBypass99
      14.9K views
    • Maso Slave Rebecca
      10:22
      Maso Slave Rebecca
      Rebeccafuxx
      8.2K views
    • Maso Bitch Rebecca
      07:03
      Maso Bitch Rebecca
      Rebeccafuxx
      7.6K views
    • Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
      09:57
      Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
      32.1K views
    • Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it  Succubo16
      29:58
      Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
      LaRicura16
      11.2K views
    • MissRose TS - Rosanna IN pRIVATE  - WILD SHEMALE pAinal MASTURBATION   - Rough ASSPLAY Big SHECOCK - cumshot
      05:24
      MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
      MissRose TS
      5.8K views
    • (P.4-5) Athena 50 Shades of FUCKED UP TATTOO BDSM XXX 666
      30:01
      (P.4-5) Athena 50 Shades of FUCKED UP TATTOO BDSM XXX 666
      FapHouse
      10.9K views
    • dumb slut gets the belt for cumming without permission
      04:08
      dumb slut gets the belt for cumming without permission
      Bambi Christa
      12.6K views
    • Domination and pain with this 2 shemales hardcore punishment
      10:07
      Domination and pain with this 2 shemales hardcore punishment
      Latina Tranny
      31.4K views
    • First try for new plug and a bit bigger
      01:28
      First try for new plug and a bit bigger
      Sanne
      9.3K views
    • BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
      07:34
      BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
      Denise Humain
      5.8K views
    • TS_ScarlettRose struggles to take it!
      00:37
      TS_ScarlettRose struggles to take it!
      forsakinsin
      12.7K views
    • second try on triple penetration toy
      10:23
      second try on triple penetration toy
      3K views
    • ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
      09:46
      ALL EXTREME NIPPLE IN PAIN PIERCING SISSY CAROLA SMIT DGB BI
      9.7K views
    • BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
      08:00
      BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
      Denise Humain
      6.3K views
    • Pink psycho bath bondage
      05:37
      Pink psycho bath bondage
      Jazebel
      5.2K views
    • pain, pleasure & cum load for T-girl Alexandra
      11:13
      pain, pleasure & cum load for T-girl Alexandra
      127.3K views
    • Sweet Anal Pain for Solo Sissy CD
      05:00
      Sweet Anal Pain for Solo Sissy CD
      Regina Blasegern
      11.4K views
    • Kill that sweet butthole with a Dildo
      03:26
      Kill that sweet butthole with a Dildo
      Charlotte Wilde
      8.6K views
    • Maso Whore Rebecca
      07:25
      Maso Whore Rebecca
      Rebeccafuxx
      1.2K views
    • FtM stuffed and whipped painfully
      07:06
      FtM stuffed and whipped painfully
      1.1K views
    • Belted sissy pain-slut
      00:27
      Belted sissy pain-slut
      36.7K views
    • booty ass fat bbw big geng cum sperm squirt piss pain spit
      00:46
      booty ass fat bbw big geng cum sperm squirt piss pain spit
      41.5K views
    • No pain no sissy gain
      01:32
      No pain no sissy gain
      Kittykisses96
      5.1K views
    • Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator
      08:49
      Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator
      MyLolaTrav
      8.2K views
    • Fat Sissy light ball torture and wax play in chastity
      03:02
      Fat Sissy light ball torture and wax play in chastity
      Chubby Sissy Dani
      5.4K views
    • Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
      08:45
      Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
      MyLolaTrav
      4.5K views
    • Transsexual
      35:14
      Transsexual
      MIMEROMOLE
      3.4K views
    • A beautiful transgender with nipples clamped has his big cock electro-stimulated until it drips long
      16:11
      A beautiful transgender with nipples clamped has his big cock electro-stimulated until it drips long
      MyLolaTrav
      13.2K views
    • Denise Humain in bath Final hard self spanking and nipple pain
      23:11
      Denise Humain in bath Final hard self spanking and nipple pain
      Denise Humain
      8.4K views
    • I am a naughty bitch that needs to be punished severely
      06:39
      I am a naughty bitch that needs to be punished severely
      Victoria Lecherri
      4.9K views
    • Sissy faggot bitch
      11:32
      Sissy faggot bitch
      Sissy Cindy Slut
      9.6K views
    • Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
      03:43
      Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
      Sissy Sandy
      7K views
    • Painful Anal with a huge vegetable
      01:01
      Painful Anal with a huge vegetable
      12.2K views
    • Moira Zweit. Anal fisting, huge dildo, painful Ball busting
      12:23
      Moira Zweit. Anal fisting, huge dildo, painful Ball busting
      Moira_Moet
      2.5K views
    • TS Pain getting freaky ass
      03:32
      TS Pain getting freaky ass
      7.2K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6

    Searches Related to Pain

    • Locked
    • Ballbusting
    • Punishment
    • Trapped
    • Broken Ass
    • 10 Boys 1 Girl
    • Monster
    • Wrecked
    • Make Him Scream
    • Its a Trap
    • Crazy
    • Enormous
    • Uncontrollable Cum
    • Degraded
    • Maximum Perversum Extrem Pervers
    • Accident
    • Deep Fuck
    • Femdom Emasculation
    • Stuck
    • Wrong Hole
    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