Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
FALL INTO SAVINGS 🎉 🛍️ Exclusive autumn special

Penis Pain Porn Videos

4260 Results

Free Videos
Short Videos
Penis Pain
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Hung Ts Aakosha Bentley makes her sub scream in pain
    02:03
    Hung Ts Aakosha Bentley makes her sub scream in pain
    fatoxxx
    1M views
  • Anal distractions on a sick penis
    17:34
    Anal distractions on a sick penis
    Schokk077
    59.7K 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
    298.7K views
  • Live
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    464.8K 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
    473.1K views
  • GENDERX FILMS - "I Know A Way To Get Your Vitals Back Down" - Haven Rose
    15:45
    GENDERX FILMS - "I Know A Way To Get Your Vitals Back Down" - Haven Rose
    GenderX
    993.2K views
  • Skinny young ladyboy gets anally fucked in the small ass
    39:02
    Skinny young ladyboy gets anally fucked in the small ass
    EroCom
    19K 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
    579.6K 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
    53.6K views
  • Subincision pussy penis play and muffing demonstration
    08:03
    Subincision pussy penis play and muffing demonstration
    Vulva Cock Jez
    1.4M 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
    166.4K views
  • Triple X pt1
    42:30
    Triple X pt1
    1.3M 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
    132.8K views
  • Prostate orgasms
    11:10
    Prostate orgasms
    286.7K views
  • Pain Is Her Pleasure
    14:58
    Pain Is Her Pleasure
    kinkts
    1M views
  • Alpha Male
    03:54
    Alpha Male
    417.7K views
  • Pleasure and pain 2
    26:26
    Pleasure and pain 2
    333.3K views
  • GOON To Your Girlfriend's Girl Cock
    15:06
    GOON To Your Girlfriend's Girl Cock
    Kitty Quinn
    720.7K 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
    133.9K views
  • Helping My Fiancee With His Pent Up Stress!
    05:18
    Helping My Fiancee With His Pent Up Stress!
    SmoleGirlTrans
    43.5K views
  • Anal Transgender Assaults Vol.6
    02:01:46
    Anal Transgender Assaults Vol.6
    Shemale World
    1.8M views
  • Relevant Short videos

    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 2
    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 2
    Trans dominatrix Gabrielle L
    3.4K 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
    2.6K 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 3
    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 3
    Trans dominatrix Gabrielle L
    2.9K views
    School Uniform Painful Dragon Dildo Fuck
    School Uniform Painful Dragon Dildo Fuck
    Princess Kitti
    2.6K views
    How to Give Pain and Pleasure to a Big Sissy Cock | Clip 2
    How to Give Pain and Pleasure to a Big Sissy Cock | Clip 2
    MyLolaTrav
    3.5K views
    A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator | Clip 1
    A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator | Clip 1
    MyLolaTrav
    2.4K views
  • Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    06:45
    Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    h hentaiAnime_Channel
    900.7K views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.5M views
  • BALLS FROM ANOTHER WORLD - COMPILATION
    10:13
    BALLS FROM ANOTHER WORLD - COMPILATION
    JessieRoss
    111.9K views
  • Triple X pt3
    11:38
    Triple X pt3
    368.6K views
  • Depressed Teen Boy Needs Some Futanari Therapy
    15:29
    Depressed Teen Boy Needs Some Futanari Therapy
    MagN95
    330.6K views
  • My new penis, 6cm in diameter
    03:59
    My new penis, 6cm in diameter
    Aleksis26ass
    10.1K views
  • D.Va – Prostate Milking
    05:08
    D.Va – Prostate Milking
    3 3DCumShot
    69.8K views
  • Me and My friend finding out my Stepson got Big Dick
    10:17
    Me and My friend finding out my Stepson got Big Dick
    Shooting Star
    1.8M views
  • ROBERT HILL hot Anal Dreams!!! - (Episode #04)
    18:51
    ROBERT HILL hot Anal Dreams!!! - (Episode #04)
    Pinko TGirls
    7.8M views
  • BRUTAL Tgirl TOP Gives Guy Extreme Painal
    02:24
    BRUTAL Tgirl TOP Gives Guy Extreme Painal
    p pagalbacha125
    1.2M views
  • Amazing Dance of My Anaconda Cock in the Shower - Close Up - Your Dream Bath with a Shemale
    07:51
    Amazing Dance of My Anaconda Cock in the Shower - Close Up - Your Dream Bath with a Shemale
    DotadaSP
    166.2K views
  • Tech Support to Cock Support
    10:12
    Tech Support to Cock Support
    Bailey Wilde
    334.6K views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • He Screams For Shemeat Compilation 2020 (TS TOPS)
    15:53
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    3.3M views
  • My Foreskin Penis and Loose Asshole 2026 #07
    05:05
    My Foreskin Penis and Loose Asshole 2026 #07
    Magnum-dildo
    40.6K views
  • The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    XiangYan
    528.4K views
  • Shemales Lighting Bolt
    20:05
    Shemales Lighting Bolt
    1.3M 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
    2.2M views
  • Sissy Penis Shrinkage Theory -Real OR Fake ?
    04:15
    Sissy Penis Shrinkage Theory -Real OR Fake ?
    455.7K views
  • Morning Surprise Wife Has a Dick and Knows How to Use It
    07:14
    Morning Surprise Wife Has a Dick and Knows How to Use It
    Marvellee
    16.2M views
  • May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
    07:06
    May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
    Futanari XXX
    4.8M views
  • Trans Cock Erection 180
    02:30
    Trans Cock Erection 180
    1.3M views
  • Imana Trans Got Her Hole Banged And Pounded On The Sofa By Muscular Big Dick Dude
    08:40
    Imana Trans Got Her Hole Banged And Pounded On The Sofa By Muscular Big Dick Dude
    LemmePhaukYou
    22.5K views
  • TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    16:11
    TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    Transfixed
    230.7K views
  • Tranny Cum PMV
    03:55
    Tranny Cum PMV
    1.1M views
  • Hard pouding my ass hole with big dick
    01:33
    Hard pouding my ass hole with big dick
    Kenny White
    500.1K 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
Sissy
Ladyboy
Blowjob
Guy Fucks Shemale
Big Black Cock
Cum In Mouth
Compilation
Big Ass
Cumshot
Mature
Bareback
Creampie
Masturbation
Homemade
Anal
Domination
Teen
Asian
BBW
Solo
Big Tits
Brazilian
Transgender
Cartoon
Interracial
Small Cock
Young
Japanese
Mexican
Vintage
Lingerie
Gangbang
Threesome
Trans Woman
Thai
Trap
BDSM
Couple
Colombian
Public
Pretty
MILF
Petite
Anal Masturbation
Rough Sex
Dildo
Outdoor
Cuckold
Stockings
POV
Babysitter
Small Tits
Handjob
Trans Man
Group Sex
Indian
Fetish
Hentai
Futanari
English
Bondage
Ass Licking
Hardcore
Nude
Massage
Chinese
Pissing
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