PornPorn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Pornstars
  • Channels
Annual Ultimate: 50% OFF Our 10th b’day special

In Pain Porn Videos

Free Videos
Short Videos
Premium Videos
Photos
Pain
Anal Pain
Extreme Pain
Shemale Pain
Ladyboy Pain
Sissy Pain
Crossdresser Pain
Bbc Pain
Pain Slut
Trans Pain
Guy in Pain
Bbc Anal 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
  • 1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    01:48
    1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR
    P Plakrapong
    1.1M views
  • ioioioioi
    08:39
    ioioioioi
    K Kondoo
    733.5K views
  • GROOBYGIRLS - The Pain Go Aways When Sex Happens Unexpected
    03:12
    GROOBYGIRLS - The Pain Go Aways When Sex Happens Unexpected
    Grooby Girls
    33.8K views
  • When she can't pull out
    01:26
    When she can't pull out
    552.2K views
  • Painting tranny
    07:53
    Painting tranny
    c chazzmeere
    736.1K views
  • good bitch
    02:37
    good bitch
    234.8K views
  • Hunter boyfriend gave the pain of in the bathroom
    21:53
    Hunter boyfriend gave the pain of in the bathroom
    Redroseromance
    2.9M views
  • cum as luv
    02:51
    cum as luv
    d dubdubber
    206K views
  • Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    fatoxxx
    967.5K 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
    176.1K 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
    256.5K views
  • deep
    03:57
    deep
    299.3K views
  • Marinelaveau's wild ride ends in endless pleasure and pain.
    17:25
    Marinelaveau's wild ride ends in endless pleasure and pain.
    Marine Laveau
    22.3K views
  • Nurse Humps Her Special Girl Client From Behind
    15:50
    Nurse Humps Her Special Girl Client From Behind
    5M 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
    139.3K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    Q Queerfc
    1.2M 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
    307.2K views
  • crossdresser
    17:56
    crossdresser
    Dadatrav
    846.8K views
  • Burgundy Orange and Rose  a Dildo Tits and Chains odyssey
    16:32
    Burgundy Orange and Rose a Dildo Tits and Chains odyssey
    Princess Udders
    6.2K views
  • Pain Slut Kira
    36:28
    Pain Slut Kira
    Twistedrama
    117.2K 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
    436.8K views
  • Fucked from behind
    02:24
    Fucked from behind
    sluttybutt
    551.8K views
  • Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    10:28
    Teen Gets Her 1st Painful Screaming Anal But Let Her Finish
    Sadee Rain
    117.3K views
  • Try something new
    01:00
    Try something new
    slutysissy4bigcock
    402.5K views
  • Pain and pleasure, chastity and lust, Part 2
    01:15:02
    Pain and pleasure, chastity and lust, Part 2
    Gudrun_dwt
    356.6K views
  • Sissy identity
    08:50
    Sissy identity
    S Scenedude
    872.9K 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
    78.1K views
  • Depressed Teen Boy Needs Some Futanari Therapy
    15:29
    Depressed Teen Boy Needs Some Futanari Therapy
    MagN95
    132.6K views
  • she puts her bikini aside and fucks him in painful doggy
    03:20
    she puts her bikini aside and fucks him in painful doggy
    T Teenieslover
    228.1K views
  • Damsel in Distress
    09:26
    Damsel in Distress
    kinkts
    1.1M 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
    121.1K views
  • Cop's doom
    17:43
    Cop's doom
    J JLash
    214.5K 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
    394.3K views
  • crossdresser
    18:32
    crossdresser
    Dadatrav
    596.3K views
  • Samantha is fucked
    08:16
    Samantha is fucked
    125.6K views
  • Shemale Rough Pounding Thick Bottom
    03:56
    Shemale Rough Pounding Thick Bottom
    784.5K views
  • Dude In Lingerie Gets Banged Raw
    16:09
    Dude In Lingerie Gets Banged Raw
    298K views
  • Futanaria - Bed
    24:52
    Futanaria - Bed
    Jessica543210
    11.3M views
  • Crossdresser
    15:05
    Crossdresser
    cabrio063
    611.4K views
  • Thick trans bunny
    36:29
    Thick trans bunny
    841.2K views
  • SissyHypno Hard
    04:02
    SissyHypno Hard
    medisosiso4ka
    222.4K views
  • Breath Taking BBC and Deepthroat
    07:53
    Breath Taking BBC and Deepthroat
    l luckyou89
    4M views
  • Big women
    08:42
    Big women
    sexxyAnime
    527.4K views
  • In the Bus
    12:46
    In the Bus
    NylonPetra
    1.7M views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    n nohero1
    2.9M views
  • Her Body Bounces as She’s Fucked Deep and Moans in Pleasure
    12:13
    Her Body Bounces as She’s Fucked Deep and Moans in Pleasure
    F FHDAnimation
    114.7K views
  • Predicament bondage
    01:31
    Predicament bondage
    Twistedrama
    56.2K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 8
8
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
Blowjob
Compilation
Cum In Mouth
Big Black Cock
Big Ass
Mature
Bareback
Creampie
Cumshot
Homemade
Masturbation
Anal
Teen
Domination
Asian
Solo
BBW
Vintage
Transgender
Brazilian
Interracial
Cartoon
Young
Big Tits
Mexican
Lingerie
Threesome
Small Cock
Japanese
Gangbang
Trans Woman
Thai
BDSM
Colombian
Public
Dildo
Couple
MILF
Anal Masturbation
Petite
Trap
Pretty
Rough Sex
Stockings
POV
Small Tits
Outdoor
Babysitter
Cuckold
Hentai
Handjob
Trans Man
Group Sex
Indian
Fetish
Chinese
Hardcore
Massage
Bondage
English
Nude
Pissing
Double Penetration
Webcam
SFW
All recommendations
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