Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos

The Pain Porn Videos

3972 Results

Free Videos
Short Videos
The Pain
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • 1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    01:48
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    1.2M 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
    653.3K views
  • Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    1.1M views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    1.5M views
  • Painting tranny
    07:53
    Painting tranny
    868.9K views
  • Triple X pt1
    42:30
    Triple X pt1
    1.4M 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
    311.1K views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    3.4M 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
    390.1K views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.6M 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
    362.9K views
  • The Ceremony
    18:00
    The Ceremony
    TiffanyWarmer
    200.8K 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
    485.6K views
  • What Her Name Pls! thank
    05:00
    What Her Name Pls! thank
    3M 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
    175.5K views
  • Triple X pt3
    11:38
    Triple X pt3
    398.6K views
  • Skinny young ladyboy gets anally fucked in the small ass
    39:02
    Skinny young ladyboy gets anally fucked in the small ass
    EroCom
    28.2K views
  • BRUTAL Tgirl TOP Gives Guy Extreme Painal
    02:24
    BRUTAL Tgirl TOP Gives Guy Extreme Painal
    1.2M views
  • Trans Domina mentally breaks her sub gf and slut by slapping her and torturing her tits and then cum on her with sadistic bliss
    19:16
    Trans Domina mentally breaks her sub gf and slut by slapping her and torturing her tits and then cum on her with sadistic bliss
    Trans dominatrix Gabrielle L
    66K views
  • Lust in Crimson
    16:00
    Lust in Crimson
    TiffanyWarmer
    183.9K views
  • The best !
    07:40
    The best !
    182.9K views
  • Relevant Short videos

    Hunter boyfriend gave the pain of in the bathroom | Clip 3
    Hunter boyfriend gave the pain of in the bathroom | Clip 3
    Redroseromance
    39.7K views
    Hunter boyfriend gave the pain of in the bathroom | Clip 2
    Hunter boyfriend gave the pain of in the bathroom | Clip 2
    Redroseromance
    6.2K views
    Hunter boyfriend gave the pain of in the bathroom | Clip 1
    Hunter boyfriend gave the pain of in the bathroom | Clip 1
    Redroseromance
    4.3K views
    Linda asian ts pain with champagne and big dildo. (sample)
    Linda asian ts pain with champagne and big dildo. (sample)
    Lindaasian-ts
    11.2K views
    Pressing a giant plug out of my anus
    Pressing a giant plug out of my anus
    Charlotte Wilde
    9.3K views
    Trans Domina mentally breaks her sub gf and slut by slapping her and torturing her tits and then cum on her with sadistic bliss | Clip 1
    Trans Domina mentally breaks her sub gf and slut by slapping her and torturing her tits and then cum on her with sadistic bliss | Clip 1
    Trans dominatrix Gabrielle L
    3.6K views
  • Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    06:45
    Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    1.1M views
  • Ghost Busting in La
    08:02
    Ghost Busting in La
    Justice Trans
    93.3K views
  • Predicament bondage
    01:31
    Predicament bondage
    Twistedrama
    100.9K views
  • Nurse Humps Her Special Girl Client From Behind
    15:50
    Nurse Humps Her Special Girl Client From Behind
    6.1M views
  • anything
    09:14
    anything
    1.8M views
  • He Screams For Shemeat Compilation 2020 (TS TOPS)
    15:53
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    3.3M views
  • Alpha Male
    03:54
    Alpha Male
    438.9K views
  • Anal Transgender Assaults Vol.6
    02:01:46
    Anal Transgender Assaults Vol.6
    Shemale World
    2M views
  • Femboy Get Fucked Rough By Big Bear
    07:13
    Femboy Get Fucked Rough By Big Bear
    Cailey Katts
    116.3K views
  • Rigid3d D3d Intense Orgy Hot Sluts Thirsty for Hard Sex Tasty Big Asses Fucked Hard Open Asses Hard Sex
    12:22
    Rigid3d D3d Intense Orgy Hot Sluts Thirsty for Hard Sex Tasty Big Asses Fucked Hard Open Asses Hard Sex
    taptapKO
    484.9K views
  • CLEAN UP
    04:16
    CLEAN UP
    1.1M views
  • Black and white
    03:04
    Black and white
    1.3M views
  • Watch it,accept it.
    10:14
    Watch it,accept it.
    310.4K views
  • Shemale Rough Pounding Thick Bottom
    03:56
    Shemale Rough Pounding Thick Bottom
    924.7K views
  • Tearing Open Her Tight Ass - Kalli Grace
    05:56
    Tearing Open Her Tight Ass - Kalli Grace
    Rodrigo Amor
    527.8K views
  • Anal for the First Time
    06:40
    Anal for the First Time
    Lola Spais
    16K views
  • Drilling and filling Ts Diana Deelight full of my cum on a stool bald headed
    06:42
    Drilling and filling Ts Diana Deelight full of my cum on a stool bald headed
    JRockstar82
    130.5K views
  • Fem dom bangs girl
    08:00
    Fem dom bangs girl
    2.1M views
  • Hunter boyfriend gave the pain of in the bathroom
    21:53
    Hunter boyfriend gave the pain of in the bathroom
    Redroseromance
    4.5M views
  • Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
    385.7K views
  • Strapon Joi Pov Humiliation That Is Anal
    32:24
    Strapon Joi Pov Humiliation That Is Anal
    3.9M views
  • Eating to Live to eat
    11:33
    Eating to Live to eat
    305.2K 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
    1.2M views
  • Ella Gets Pounded Hard (with sound)
    02:26
    Ella Gets Pounded Hard (with sound)
    765.5K views
  • hard session of needle in ball by my master part 2 of 3
    02:14
    hard session of needle in ball by my master part 2 of 3
    354.7K views
  • TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    15:39
    TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    Transfixed
    3.6M 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
The Handy
Shemale Fucks Guy
Big Cock
Black
Amateur
Shemale Fucks Shemale
Shemale Fucks Girl
Ladyboy
Sissy
Blowjob
Big Black Cock
Big Ass
Cumshot
Guy Fucks Shemale
Cum In Mouth
Compilation
Bareback
Mature
Anal
Creampie
Masturbation
Homemade
Teen
Domination
Asian
Solo
BBW
Big Tits
Cartoon
Brazilian
Interracial
Japanese
Mexican
Small Cock
Young
Transgender
Lingerie
Gangbang
Threesome
Vintage
Colombian
Thai
Trans Woman
BDSM
Trap
Couple
MILF
Public
Dildo
Petite
Anal Masturbation
Rough Sex
Stockings
Small Tits
Outdoor
Cuckold
Pretty
POV
Handjob
Indian
English
Trans Man
Group Sex
Babysitter
Fetish
Filipina
Hentai
Ass Licking
Hardcore
Futanari
Nude
Massage
Bondage
Chinese
SFW
All recommendations
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
U.S.C. 2257 Notice
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