PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Date Gone Wrong Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • I Caught My Bro It Goes Wrong
      09:06
      I Caught My Bro It Goes Wrong
      PrxcyTgirl
      32.8K views
    • La vie
      03:41
      La vie
      154.8K 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
      40.9K views
    • He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl
      06:12
      He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl
      Bellehaze
      153.4K views
    • The Wrong Office but the Right Cock
      08:12
      The Wrong Office but the Right Cock
      Pure Ts
      12.1K views
    • Weddingday surprise
      01:43:54
      Weddingday surprise
      Combat zone transsexual barebacking
      153.3K views
    • Oklahoma Wedding Goes Wrong.. Oh no
      03:29
      Oklahoma Wedding Goes Wrong.. Oh no
      Flower Ava
      16.4K views
    • Losing my virginity to a TS
      03:53
      Losing my virginity to a TS
      3.8M views
    • Two Shemales, one Straight Guy, what can go wrong?
      06:14
      Two Shemales, one Straight Guy, what can go wrong?
      Transsexual Angel
      71.2K views
    • BLACK TGIRLS - FreakofdaweekK Demands Fucked Rear Ended
      03:12
      BLACK TGIRLS - FreakofdaweekK Demands Fucked Rear Ended
      Black Tgirls
      29K views
    • Posting my chastity key goes wrong
      04:38
      Posting my chastity key goes wrong
      Sissy Jayci
      5.9K views
    • Big women
      08:42
      Big women
      sexxyAnime
      276.1K views
    • What is wrong with these faggots
      02:02
      What is wrong with these faggots
      5K views
    • ADULT TIME - Plumber Gets Aroused By Flirty Trans Housewife Ariel Demure's Massive Bulge Surprise
      16:26
      ADULT TIME - Plumber Gets Aroused By Flirty Trans Housewife Ariel Demure's Massive Bulge Surprise
      AdultTime
      1.2M 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
      3K views
    • TGIRLS.PORN - A Tale of Two Cuties Ruby and Valentine
      03:12
      TGIRLS.PORN - A Tale of Two Cuties Ruby and Valentine
      TGirls Porn
      122.6K views
    • Stroking & Edging(goes wrong)
      05:47
      Stroking & Edging(goes wrong)
      4.7K views
    • First date magic
      08:12
      First date magic
      Pure Ts
      316K 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
      3.3K views
    • Blow that Bitch.
      02:36
      Blow that Bitch.
      490K views
    • It's Interesting How Often My Shower Goes Wrong
      05:44
      It's Interesting How Often My Shower Goes Wrong
      1.3K views
    • Great surprise at the end !
      06:09
      Great surprise at the end !
      812.6K 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
      4.2K views
    • He Couldn't Handle Her
      01:57
      He Couldn't Handle Her
      412.7K views
    • Wrong Way Butt Plug!
      00:29
      Wrong Way Butt Plug!
      2.2K views
    • The Perfect Date
      07:26
      The Perfect Date
      Futanari XXX
      452.4K views
    • Playing the Weird Dildo Game... but Everything Goes Wrong
      00:30
      Playing the Weird Dildo Game... but Everything Goes Wrong
      DaniTheCutie
      2.3K views
    • The Scene Ron Jeremy wants to forget
      04:58
      The Scene Ron Jeremy wants to forget
      615.1K views
    • TRANNYS GoNe WiLD 9Men 1Night
      01:52
      TRANNYS GoNe WiLD 9Men 1Night
      282K views
    • IR T-Girl Encounter
      16:26
      IR T-Girl Encounter
      497.6K 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
      22.1K views
    • Humiliating Date Story by a Pathetic Piggy
      14:11
      Humiliating Date Story by a Pathetic Piggy
      JessicaLynn15
      21.9K views
    • TRANSFIXED - After Breaking Up, Gorgeous Daisy Taylor Has Amazing Sex With Hung Long-Time Friend
      12:05
      TRANSFIXED - After Breaking Up, Gorgeous Daisy Taylor Has Amazing Sex With Hung Long-Time Friend
      Transfixed
      1.7M views
    • Part 1 - Two Years of Flirting Finally Pays off
      05:32
      Part 1 - Two Years of Flirting Finally Pays off
      Gray Perrier
      52.4K views
    • cute femboy fucked
      02:38
      cute femboy fucked
      1.8M views
    • One Night in Pattaya
      03:28
      One Night in Pattaya
      615.1K views
    • Sue Lightning wants to suck cock before her date
      07:26
      Sue Lightning wants to suck cock before her date
      Pure Ts
      931.6K views
    • my slut
      15:12
      my slut
      267.2K views
    • Anal destruction for stupid maso whore
      35:04
      Anal destruction for stupid maso whore
      ActorFab
      808.8K 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
      shootingstar4u
      1.2M views
    • TRANSFIXED - Victoria Grant's Big Trans Dick RIPPED YOGA PANTS In Front Of Gym Buddy Ameena Green!
      15:45
      TRANSFIXED - Victoria Grant's Big Trans Dick RIPPED YOGA PANTS In Front Of Gym Buddy Ameena Green!
      Transfixed
      1.1M views
    • Swimming pool
      23:42
      Swimming pool
      Agatha Lyra
      693.7K views
    • Three's company
      04:56
      Three's company
      375.8K views
    • German shemale surprised date partner
      01:09
      German shemale surprised date partner
      Kim Wagner
      1.1M views
    • Damsel in Distress
      09:26
      Damsel in Distress
      kinkts
      1M views
    • Sissy identity
      08:50
      Sissy identity
      653.6K views
    • What Her Name Pls! thank
      05:00
      What Her Name Pls! thank
      1.5M views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 10
    9. ...
    10. 17
    17
    Categories
    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Black
    Big Cock
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Anal
    Domination
    Asian
    Transgender
    Solo
    BBW
    Brazilian
    Cartoon
    Vintage
    Interracial
    Mexican
    Big Tits
    Young
    Trans Woman
    Lingerie
    Japanese
    Gangbang
    Threesome
    Small Cock
    Thai
    Petite
    Colombian
    BDSM
    Public
    MILF
    Couple
    Rough Sex
    Dildo
    Anal Masturbation
    Stockings
    Cuckold
    POV
    Babysitter
    Small Tits
    Outdoor
    Handjob
    Trans Man
    FTM
    Group Sex
    Hentai
    Fetish
    Indian
    Chinese
    Bondage
    Massage
    Pissing
    English
    Double Penetration
    Anal Toy
    Behind The Scenes
    Role Play
    British
    SFW
    All categories
    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