PornPorn Transgender • US
  • Videos
  • photos
  • Users
    Forgot password
    google
    Sign in with Google
    Sign in with Twitter
    Sign up for free
    Videos
    • Best Videos
    • Moments
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Amateur
    • Shemale Fucks Shemale
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2024
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Free VPN
    Free VPN
    AI Friend
    AI Friend
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Amateur
    • Shemale Fucks Shemale
    • Sissy
    • Shemale Fucks Girl
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Bareback
    • Ladyboy
    • Cum In Mouth
    • Big Black Cock
    • Mature
    • Big Ass
    • Creampie
    • Cumshot
    • Teen
    • Domination
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Harsh Caning Punishment Porn Videos

    Free Porn Videos
    Paid Videos
    Photos

    Did you mean cash taking punishment?

    Best Videos
    By clicking the content you will also see an ad.
    More Trans Chat with xHamsterLive trans now!
    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
    140K views
    Caning and choking Kitsy
    04:56
    Caning and choking Kitsy
    Kitsy Meow
    64.3K views
    Chastity Caged Sissy Slut Teasing and Flogging BDSM
    06:52
    Chastity Caged Sissy Slut Teasing and Flogging BDSM
    Joanna CD
    3.2K views
    flogging my sissyclit because I was a bad sissy
    03:33
    flogging my sissyclit because I was a bad sissy
    Emma Huntcock
    3.1K views
    Chubby trans canes and chokes herself
    18:09
    Chubby trans canes and chokes herself
    2.3K views
    using a vibrator on my clit cage and butt plug and flogging myself
    03:46
    using a vibrator on my clit cage and butt plug and flogging myself
    Emma Huntcock
    2.6K views
    Lizzy Yum July 2023 JUST PUSSY FLOGGING Post-Op Orgasm Pussy Clit Masturbation
    13:14
    Lizzy Yum July 2023 JUST PUSSY FLOGGING Post-Op Orgasm Pussy Clit Masturbation
    Lizzy Yum
    964 views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    1.7M views
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    03:20
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    760.6K views
    Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    00:43
    Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    TV_Helena
    452.2K views
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    08:09
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    Kitsy Meow
    134.6K views
    Naughty tranny schoolgirl punished! Spanking and Slapping! Deepthroat! Cum into mouth!
    01:18
    Naughty tranny schoolgirl punished! Spanking and Slapping! Deepthroat! Cum into mouth!
    TV_Helena
    11.9K views
    SISSY CUMS TOO EARLY AND GETS PUNISHED WITH ROUGH FUCKING
    02:35
    SISSY CUMS TOO EARLY AND GETS PUNISHED WITH ROUGH FUCKING
    540.3K views
    Kinky iris Extreme Nipple torture super Horny, Torture Bitch
    34:14
    Kinky iris Extreme Nipple torture super Horny, Torture Bitch
    91.5K views
    Rebeccas Pervertions 8
    11:21
    Rebeccas Pervertions 8
    Rebeccafuxx
    8K views
    Hard punishment and sex. KitsyMe0w
    11:33
    Hard punishment and sex. KitsyMe0w
    Kitsy Meow
    116K views
    Nathalia Fontes Is Dominated and Punished in Abandoned Prison
    13:00
    Nathalia Fontes Is Dominated and Punished in Abandoned Prison
    Nathalia Fontes
    58.6K views
    BDSM Transgirl Lactation Rough Punishment Homonate Puffy Boobs Shemale
    14:51
    BDSM Transgirl Lactation Rough Punishment Homonate Puffy Boobs Shemale
    fermerino
    54.2K views
    Huge dildo is pushed deeper into the ass by rubber bands. BDSM TS self bondage torture. Huge Tits Cup-Z Anal Fuck Extreme deep
    06:07
    Huge dildo is pushed deeper into the ass by rubber bands. BDSM TS self bondage torture. Huge Tits Cup-Z Anal Fuck Extreme deep
    Endless Deeply
    43.4K views
    Dominant Cherry Mavrik Torments Submissive TS Jamie French
    10:19
    Dominant Cherry Mavrik Torments Submissive TS Jamie French
    Trans Erotica
    8.4K views
    Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
    14:26
    Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
    Denise Humain
    31.2K views
    British MILF Lisa spanks sissy Charlotte
    21:51
    British MILF Lisa spanks sissy Charlotte
    Lisa Essex
    37.5K views
    some fun kitty playtime
    16:17
    some fun kitty playtime
    Kittykisses96
    15.6K views
    Transgirl lactation, young sissy milks her hormonate tits, teen shemale torture her nipples and slaps them.
    07:50
    Transgirl lactation, young sissy milks her hormonate tits, teen shemale torture her nipples and slaps them.
    fermerino
    46.1K views
    Extreme inflation of the ass with powerful compressors  - selfbondage timer
    14:54
    Extreme inflation of the ass with powerful compressors - selfbondage timer
    Transmilfkarolina
    63.9K views
    Sydney Dom Brutally Spanks & Punishes Emo Trans Slut
    10:58
    Sydney Dom Brutally Spanks & Punishes Emo Trans Slut
    63K views
    Synnz’ day of reckoning..
    01:09:43
    Synnz’ day of reckoning..
    Synnz
    30.9K views
    Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
    01:35
    Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
    Jasmine_dlight
    5.9K views
    Fuckmachine torture
    22:08
    Fuckmachine torture
    Niceguy_1991
    17.2K 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
    8.7K 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
    9.7K views
    jasmine_dlight & mistresslolalu Extreme Anal Strapon Hardcore Destroys BBW Dom Fucks Shemale Butt Slut with Huge Monster Cock
    00:33
    jasmine_dlight & mistresslolalu Extreme Anal Strapon Hardcore Destroys BBW Dom Fucks Shemale Butt Slut with Huge Monster Cock
    Jasmine_dlight
    3.6K views
    FGO Spy Cosplayer Defeat by the Enemy, she receives various Sexual punishments from enemies, Asian femboy ladyboy latex
    05:08
    FGO Spy Cosplayer Defeat by the Enemy, she receives various Sexual punishments from enemies, Asian femboy ladyboy latex
    Haru
    20.2K views
    TRANSEROTICA Submissive Cassidy Quinn Endures Rough Torment
    12:00
    TRANSEROTICA Submissive Cassidy Quinn Endures Rough Torment
    Trans Erotica
    17.4K 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
    3.6K views
    Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors
    02:49
    Balcony Fisting Punishment - obeyladymk Catches Me Smoking and Fists Me Outdoors
    Jasmine_dlight
    5K views
    Sissy Hope slut again giving to her hole a really harder punishment, loving rough and deep masturbation, damn bitch
    34:59
    Sissy Hope slut again giving to her hole a really harder punishment, loving rough and deep masturbation, damn bitch
    Sissy Hope
    11.3K views
    New ElisyaHijabDoll 2024 extreme masturbation Fuck fast with dildo with a hot candle
    12:24
    New ElisyaHijabDoll 2024 extreme masturbation Fuck fast with dildo with a hot candle
    HijabRubberSexDoll
    17.4K views
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    07:34
    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
    Denise Humain
    3.8K views
    Jasmine_dlight & Ava Black - Don't Interrupt a Sunbathing Goddess - Extreme Anal Shemale Punishment Fisting
    00:31
    Jasmine_dlight & Ava Black - Don't Interrupt a Sunbathing Goddess - Extreme Anal Shemale Punishment Fisting
    Jasmine_dlight
    1.3K views
    Jasmine Dlight and Valentina Rosa - Trespassers Will Be Prostituted - Outdoor Extreme Anal Fisting and Punishment
    00:32
    Jasmine Dlight and Valentina Rosa - Trespassers Will Be Prostituted - Outdoor Extreme Anal Fisting and Punishment
    Jasmine_dlight
    1.3K views
    Cuckold sissy is punished to take Dildo &Vibrator up his ass
    06:32
    Cuckold sissy is punished to take Dildo &Vibrator up his ass
    Assexploringmachin
    3.8K views
    Sissy in chastity Spreads her asshole and gives her self some spanking
    00:24
    Sissy in chastity Spreads her asshole and gives her self some spanking
    KiraszaSissy
    1.5K views
    Cute Transgirl Gets Fucked Hard, Then Get's Her Ass and Balls Spanked and Flogged
    16:33
    Cute Transgirl Gets Fucked Hard, Then Get's Her Ass and Balls Spanked and Flogged
    Melodyfluffington
    34.9K views
    BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
    01:21:17
    BDSM impact scene with Melody : flogging, whipping, biting, paddling (Featuring Pudibondage)
    Melodyfluffington
    365.5K views
    bondage electro spitroast caning pt1
    05:47
    bondage electro spitroast caning pt1
    184.5K views
    Amy's Big Wish - Candy Cane - Hentai Futanari Dickgirl Futa Milf
    03:32
    Amy's Big Wish - Candy Cane - Hentai Futanari Dickgirl Futa Milf
    AgentRedGirl
    231.2K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next
    Chat with xHamsterLive trans now! More Trans

    xHamster

    • xHamster Shop
    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster NFT
    • xHamster Awards 2024

    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

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2025, xHamster.com
    Mobile Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults