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

    Hard Anal Pain Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    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
      2.4M 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
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      13:12
      Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
      Fiona Fortune
      215.1K 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
    • 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
      273.6K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M 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
    • Don't do this to me! I do not like it!
      03:01
      Don't do this to me! I do not like it!
      733.2K 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
      13.7K views
    • Compilation: Trannies Cum While they get Fucked
      13:29
      Compilation: Trannies Cum While they get Fucked
      3.8M views
    • TS_ScarlettRose struggles to take it!
      00:37
      TS_ScarlettRose struggles to take it!
      forsakinsin
      12.6K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M 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
      6.1K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M 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
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M 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
      8.2K 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
    • 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
      20K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.8M 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
      8.1K views
    • Prostate orgasms
      11:10
      Prostate orgasms
      171.1K 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
      6.9K views
    • Can't handle it
      10:03
      Can't handle it
      138.1K views
    • Beautiful sissy gets naked, puts clamps on her nipples, jerks off her big cock with nettles and makes herself cum hard
      11:37
      Beautiful sissy gets naked, puts clamps on her nipples, jerks off her big cock with nettles and makes herself cum hard
      MyLolaTrav
      8.5K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
      00:46
      Artist. Nithes (hard and Painful Sex, Big Thick and Milky Cock with Rich Testicles)
      StrightAss
      3K 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
      260.6K views
    • Sweet Anal Pain for Solo Sissy CD
      05:00
      Sweet Anal Pain for Solo Sissy CD
      Regina Blasegern
      11.4K views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      156.4K views
    • Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
      06:57
      Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
      Dope Slut
      3.1K 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
    • Painting tranny
      07:53
      Painting tranny
      650.7K views
    • BRUTAL Tgirl TOP Gives Guy Extreme Painal
      02:24
      BRUTAL Tgirl TOP Gives Guy Extreme Painal
      993.5K views
    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
      2.1M views
    • First timer can't take it at first try, then he takes it all
      02:20
      First timer can't take it at first try, then he takes it all
      1.8M views
    • Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      10:05
      Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      Legacy Mess
      97.3K views
    • Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      01:11
      Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      Snake_0rgy
      142.8K views
    • Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      03:30
      Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
      HatanoMiwa
      400.6K views
    • Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      02:15
      Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      sinsweethoneyasses
      2.1M views
    • Pain Slut Kira
      36:28
      Pain Slut Kira
      Twistedrama
      100.2K views
    • Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      01:06
      Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
      Snake_0rgy
      154.1K views
    • Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
      04:04
      Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
      HatanoMiwa
      107.1K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      959.5K views
    • Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      16:47
      Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
      Kitsy Meow
      160.8K views
    • He Screams For Shemeat Compilation 2020 (TS TOPS)
      15:53
      He Screams For Shemeat Compilation 2020 (TS TOPS)
      2.9M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Big Cock
    Black
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Homemade
    Mature
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Japanese
    Vintage
    Young
    Big Tits
    Small Cock
    Thai
    Lingerie
    Trans Woman
    Gangbang
    Threesome
    Colombian
    Petite
    Public
    BDSM
    Couple
    Rough Sex
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Outdoor
    Indian
    Handjob
    Chinese
    Fetish
    Group Sex
    Hentai
    Massage
    FTM
    Bondage
    British
    Pissing
    Double Penetration
    Behind The Scenes
    Role Play
    German
    Anal Toy
    SFW
    All categories
    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