PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • 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
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Cuckold Gone Wrong Compilation Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    When preventive check-up gone wrong..
    01:13
    When preventive check-up gone wrong..
    Twistedrama
    14.2K views
    Self bondage crossdresser gone wrong
    06:18
    Self bondage crossdresser gone wrong
    33K views
    Edging gone wrong
    02:29
    Edging gone wrong
    Nia Lestat
    69K views
    Trans Girl Fashion Show GONE WRONG
    01:14
    Trans Girl Fashion Show GONE WRONG
    CaliFauna
    20.3K views
    Selfbondage fucked by machine gone wrong
    07:16
    Selfbondage fucked by machine gone wrong
    Hooded June
    26.8K views
    Tinder Date Gone Wrong
    00:26
    Tinder Date Gone Wrong
    Shinys Bound SluTS
    22.7K views
    It's Interesting How Often My Shower Goes Wrong
    05:44
    It's Interesting How Often My Shower Goes Wrong
    951 views
    Trans Babes 3-Way Gone Wild COMP
    37:15
    Trans Babes 3-Way Gone Wild COMP
    Devils tgirls
    1.1M views
    What if I don’t stop. Your legs are shaking, your back arched, your mind gone. Should I keep going until you forget your name?
    06:55
    What if I don’t stop. Your legs are shaking, your back arched, your mind gone. Should I keep going until you forget your name?
    PixieglitchTS
    2.2K views
    Just a good boy gone bad
    08:33
    Just a good boy gone bad
    Crossdresserkitty
    1.7K views
    Sissy Dressup Party with Sasha De sade Goes wrong
    01:10
    Sissy Dressup Party with Sasha De sade Goes wrong
    Sissy Joyce
    102.8K views
    Something went wrong with my Tesla. I've have been recorded
    09:44
    Something went wrong with my Tesla. I've have been recorded
    Flower Ava
    406.9K views
    German tranny in wrong hotel room?
    11:39
    German tranny in wrong hotel room?
    Kim Wagner
    889.7K views
    I was went into the wrong bathroom but I didn't care, I wanted a dick.
    06:17
    I was went into the wrong bathroom but I didn't care, I wanted a dick.
    WanidaCrossdresser
    22.9K views
    I Caught My Bro It Goes Wrong
    09:06
    I Caught My Bro It Goes Wrong
    PrxcyTgirl
    30.3K views
    Nasty Viper🤍Being too sexy can be wrong, and bad Nikke deserves punishment!
    05:21
    Nasty Viper🤍Being too sexy can be wrong, and bad Nikke deserves punishment!
    Nasty Azu
    36.8K views
    The Wrong Office but the Right Cock
    08:12
    The Wrong Office but the Right Cock
    Pure Ts
    10.9K views
    Oklahoma Wedding Goes Wrong.. Oh no
    03:29
    Oklahoma Wedding Goes Wrong.. Oh no
    Flower Ava
    15.4K views
    Two Shemales, one Straight Guy, what can go wrong?
    06:14
    Two Shemales, one Straight Guy, what can go wrong?
    Transsexual Angel
    70.7K views
    It seems that when something wrong has to happen, more than one problem comes
    03:47
    It seems that when something wrong has to happen, more than one problem comes
    EmmaInkTrans
    just added
    Posting my chastity key goes wrong
    04:38
    Posting my chastity key goes wrong
    Sissy Jayci
    5.5K views
    What is wrong with these faggots
    02:02
    What is wrong with these faggots
    4.8K views
    DaniTheCutie gets her ass plugged and vibrated if she answers wrong in a game show
    03:58
    DaniTheCutie gets her ass plugged and vibrated if she answers wrong in a game show
    DaniTheCutie
    2.6K views
    Fantasy Dating #1 Did i take the wrong subway
    20:01
    Fantasy Dating #1 Did i take the wrong subway
    Johannesgaming
    8.8K views
    Stroking & Edging(goes wrong)
    05:47
    Stroking & Edging(goes wrong)
    4.6K views
    Wrong Way Butt Plug!
    00:29
    Wrong Way Butt Plug!
    2K views
    Playing the Weird Dildo Game... but Everything Goes Wrong
    00:30
    Playing the Weird Dildo Game... but Everything Goes Wrong
    DaniTheCutie
    2K views
    Sissy has to orgasm with the vibrator on the wrong vagina
    05:14
    Sissy has to orgasm with the vibrator on the wrong vagina
    Drift3-4
    3.7K views
    Soooo wrong, for a sissy like me but still... I did it...: cumming
    10:22
    Soooo wrong, for a sissy like me but still... I did it...: cumming
    Simone Xdressing
    3.1K views
    I, your dominant Mistress, stretch my long foreskin, hydrate you with my urine and feed you with my big Cumshot
    11:34
    I, your dominant Mistress, stretch my long foreskin, hydrate you with my urine and feed you with my big Cumshot
    JessieRoss
    145.5K views
    Big cum in Mouth selfsuck Compilation VIRGINFEMBOOY
    04:05
    Big cum in Mouth selfsuck Compilation VIRGINFEMBOOY
    VirginFembooy
    203.1K views
    Shemale Cock Worship Cuckold Sissy Brainwash
    14:35
    Shemale Cock Worship Cuckold Sissy Brainwash
    207.6K views
    sissygasm caged Compilation
    03:17
    sissygasm caged Compilation
    boobyb0y
    265.7K views
    Cuckold Cleaner Best of, mix
    42:29
    Cuckold Cleaner Best of, mix
    242K views
    Transgender Wife Cuckold & I Compilation
    20:14
    Transgender Wife Cuckold & I Compilation
    579K views
    Man fucks my ass and explodes mcha milk in my ass
    04:40
    Man fucks my ass and explodes mcha milk in my ass
    Valera Toro
    4.7K views
    Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
    08:03
    Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
    OneWhoHasFun
    10.6K views
    Shemale Art Students painted Me White With Cum
    05:51
    Shemale Art Students painted Me White With Cum
    Asura
    7.9K views
    Double Deep Throat Blowjob Training With Olivia with Huge Plastic Dildo
    06:30
    Double Deep Throat Blowjob Training With Olivia with Huge Plastic Dildo
    Asura
    5.5K views
    MILF BREEDER CHAPTER 2 PART 7
    05:17
    MILF BREEDER CHAPTER 2 PART 7
    Sunny11090
    3.4K views
    Sissy slut having sissygasm
    03:25
    Sissy slut having sissygasm
    OneWhoHasFun
    2.5K views
    He Keeps Me in Control
    04:50
    He Keeps Me in Control
    Stripchat official
    70.3K views
    Sissy dildo riding compilation
    10:34
    Sissy dildo riding compilation
    SissyDaniella
    12.1K views
    Wife’ away, time for Alexis Sissygasm to play. I cum so easy from toys I need the real thing!
    07:24
    Wife’ away, time for Alexis Sissygasm to play. I cum so easy from toys I need the real thing!
    OneWhoHasFun
    6.8K views
    Sissy Compilation Chastity Forever
    12:54
    Sissy Compilation Chastity Forever
    SissyDaniella
    1.6K views
    Grindr date cream pie sissygasm after you can see his cum coming out as I sissygasm
    06:16
    Grindr date cream pie sissygasm after you can see his cum coming out as I sissygasm
    OneWhoHasFun
    7.5K views
    When Sera and Beril are alone at home, they have sex and get caught!
    06:08
    When Sera and Beril are alone at home, they have sex and get caught!
    Usaberilx
    1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Cuckold Gone Wrong Compilation

    • Thai Ladyboy Cumming While Being Fucked
    • Pervert Italian Family Complete Film
    • British Mature Threesome MMF
    • Sissy Cuck Mommy and Daddy
    • Black Cum on White Face
    • Wife Makes Husband Suck Cock
    • 22 Year Old Girl XXX Video
    • English Sex Movie HD Full
    • Two Filipina Ladyboy Fucking Each Other
    • Amazing Compilation 12
    • Cute Ladyboy With a Man
    • Stepbrother and Stepsister Sex Videos
    • Sissy Hubby Fucked by Bull
    • Couple Sucks Hot Shemales Cock
    • Italian Shemale Cums in His Mouth
    • Kisses With Cum in Mouth
    • Patti Cumdump
    • Beautiful Thailand Ladyboy Pinky
    • Cuckold Wife Gangbang
    • Family Sexy Video

    xHamster

    • Press
    • 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

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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