PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Cuckold Fail 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
    • Wife Catches Husband With TS Girl, Makes Him Sucks Her Dick
      12:52
      Wife Catches Husband With TS Girl, Makes Him Sucks Her Dick
      GenderX
      1.3M views
    • Crossdresser Failed at Removing Chastity Cage
      00:15
      Crossdresser Failed at Removing Chastity Cage
      Bailey Wilde
      6.9K views
    • GenderX - Wife Wants Husband To Fuck Her Trans Friend
      12:54
      GenderX - Wife Wants Husband To Fuck Her Trans Friend
      GenderX
      2.7M views
    • Chastity Tease - Mistress Laughs as Caged Sissy Fails to Please Herself
      05:32
      Chastity Tease - Mistress Laughs as Caged Sissy Fails to Please Herself
      Lucy Dee
      4.2K views
    • BBC Addiction - MY wife lovec big black cock
      15:05
      BBC Addiction - MY wife lovec big black cock
      tattooedb
      41.9K views
    • After a Failed Blind Date, Trans Roommates Share an Intimate Encounter
      11:05
      After a Failed Blind Date, Trans Roommates Share an Intimate Encounter
      hothotfilms
      15.1K 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
      212.5K views
    • sexy   accidental cum, hidden fail
      01:56
      sexy accidental cum, hidden fail
      125.9K views
    • SISSY CUCKOLD
      04:24
      SISSY CUCKOLD
      178K views
    • Try Two Dildos Fuck Me Same Time. Failed
      08:12
      Try Two Dildos Fuck Me Same Time. Failed
      Taiwancdgirl
      13.5K views
    • cuckold swap his wife for a shemale and his wife got fucked
      10:38
      cuckold swap his wife for a shemale and his wife got fucked
      Borntrans
      3.3M views
    • Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment
      06:45
      Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment
      Nicki fox
      37.2K views
    • Good cuck
      23:02
      Good cuck
      307.8K views
    • Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
      07:29
      Tiny Sissy tries to ride humongous bad dragon Dildo but fails and so she close up with a jucy self facial cumshot
      Sissy Slut Chantal Sweet
      55.9K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.2M views
    • Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      07:52
      Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      Sissy Candy
      18.4K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Fail your class or suck big sissy cock of your piano teacher?
      10:38
      Fail your class or suck big sissy cock of your piano teacher?
      Anna Rios
      77.4K views
    • Wife makes sissy husband suck BBC
      00:39
      Wife makes sissy husband suck BBC
      307.6K views
    • Instruction from the trainer No. 16 Failed again due to exposure in the phone booth
      08:22
      Instruction from the trainer No. 16 Failed again due to exposure in the phone booth
      megu2002
      1.5K views
    • TRANSFIXED - Korra Del Rio Gets Fucked In Front Of Her Cuckold Husband To Teach Him A Lesson
      12:58
      TRANSFIXED - Korra Del Rio Gets Fucked In Front Of Her Cuckold Husband To Teach Him A Lesson
      Transfixed
      493.3K views
    • Relevant Short videos

      My Camera Failed as I Was Recording a Vid so I Had to Start Again!! Cute Smalldick Transgirl Play
      My Camera Failed as I Was Recording a Vid so I Had to Start Again!! Cute Smalldick Transgirl Play
      PrincessKitti3
      1.4K views
      Roxy - showing off my big ass and some failed twerking
      Roxy - showing off my big ass and some failed twerking
      2.2K views
      Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      Sissy Candy
      1.3K views
      You’re just a failed male. You should stop trying
      You’re just a failed male. You should stop trying
      Kapri Sun
      1.4K views
      Must-share moment from "Hosed - Great 19 inch long training toy, will not fail with depth"
      Must-share moment from "Hosed - Great 19 inch long training toy, will not fail with depth"
      Ylvis88
      235 views
      Spy FGO Cosplayer, Mission fail she fucked by enemy, Tamamo vitch koyanskaya Part.2 | Clip 1
      Spy FGO Cosplayer, Mission fail she fucked by enemy, Tamamo vitch koyanskaya Part.2 | Clip 1
      Haru
      62 views
    • Spy FGO Cosplayer, Mission fail and she handcuffed, Orgasm with Sex toy, Tamamo vitch koyanskaya Part.4
      05:11
      Spy FGO Cosplayer, Mission fail and she handcuffed, Orgasm with Sex toy, Tamamo vitch koyanskaya Part.4
      Haru
      59.8K views
    • Unexpected Cock Surprise - Trannybizarre
      05:12
      Unexpected Cock Surprise - Trannybizarre
      Tranny Bizarre
      303.2K views
    • Instruction from the trainer No. 10 Failed due to exposure in the phone booth
      09:10
      Instruction from the trainer No. 10 Failed due to exposure in the phone booth
      megu2002
      2.3K views
    • TRANSFIXED - Pervert Cuckold Man Wants to Watch His Trans Wife Jade Venus Fuck Coworker Aften Opal
      12:05
      TRANSFIXED - Pervert Cuckold Man Wants to Watch His Trans Wife Jade Venus Fuck Coworker Aften Opal
      Transfixed
      485.9K views
    • trying not to cum(failed)
      02:05
      trying not to cum(failed)
      Tslov8318
      16.2K views
    • Why do I have to wear stockings?
      09:56
      Why do I have to wear stockings?
      22.6K views
    • Anal masturbation failed with dildo
      05:27
      Anal masturbation failed with dildo
      Gaby Monserrat
      2.1K views
    • Jerk Husband Has Nasty Affair Behind Wife's Back!
      06:16
      Jerk Husband Has Nasty Affair Behind Wife's Back!
      261K views
    • My Camera Failed as I Was Recording a Vid so I Had to Start Again!! Cute Smalldick Transgirl Play
      07:17
      My Camera Failed as I Was Recording a Vid so I Had to Start Again!! Cute Smalldick Transgirl Play
      PrincessKitti3
      6.4K views
    • Wife gives Crossdresser Husband his first cock
      03:32
      Wife gives Crossdresser Husband his first cock
      680K views
    • Sissy failed edging
      01:27
      Sissy failed edging
      JasmineSissySwe
      5.8K views
    • I fuck her and she fuck my wife. Full video on my OF page.
      07:05
      I fuck her and she fuck my wife. Full video on my OF page.
      Luca Ferrero Official
      1.7M views
    • Self pissing fail and cumshot
      06:23
      Self pissing fail and cumshot
      AngelSissyWhore
      11K views
    • Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
      02:44
      Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
      491.6K views
    • Struggling and failing to jerk off big fay horny clit in shower
      17:23
      Struggling and failing to jerk off big fay horny clit in shower
      FatClitShit
      1.3K views
    • Wife Surprises Hesitant Husband With Trans Sex Worker
      12:55
      Wife Surprises Hesitant Husband With Trans Sex Worker
      GenderX
      425.1K views
    • Vibrating my clit, chastity fail ends in self suck!
      09:43
      Vibrating my clit, chastity fail ends in self suck!
      Cannagurlshredz
      9.6K views
    • A Good Cuck Couple
      06:11
      A Good Cuck Couple
      162.1K views
    • Accidental Cum Episode 7 (Hidden Fail) Cum at 9:25
      12:24
      Accidental Cum Episode 7 (Hidden Fail) Cum at 9:25
      78.4K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Accidental Cum Episode 8 (Hidden Fail)  01:44 Scammer Edtion
      01:47:08
      Accidental Cum Episode 8 (Hidden Fail) 01:44 Scammer Edtion
      20.1K views
    • Ultimate cuckold tranny humiliation!
      05:36
      Ultimate cuckold tranny humiliation!
      Femdom Austria TS
      67.1K views
    • Transvestite likes cock fails herself and gets a huge piece
      07:04
      Transvestite likes cock fails herself and gets a huge piece
      Mimeromole681
      972 views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • Old teacher wants to fuck a young girl but terribly fails
      28:55
      Old teacher wants to fuck a young girl but terribly fails
      Anna Rios
      21.8K views
    • Cuckold Wife Records Hubby with Tranny Hooker
      10:08
      Cuckold Wife Records Hubby with Tranny Hooker
      TS-Perversions
      382.9K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 15
    9. ...
    10. 29
    29

    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
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Homemade
    Mature
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Asian
    Solo
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Japanese
    Young
    Vintage
    Big Tits
    Small Cock
    Thai
    Lingerie
    Trans Woman
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Hentai
    Group Sex
    Massage
    Bondage
    FTM
    British
    Pissing
    Double Penetration
    Role Play
    Behind The Scenes
    German
    Anal Toy
    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