PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    • Black
    • Big Cock
    • 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
    Dating
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • 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
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Friend Loses Bet Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    In Front of Friends
    Wanking for a Friend
    First Time Losing Virginity
    My Friends Hot Mom
    Shemale Creampies Female Friend
    First Time Crossdressing for Friend
    Husband Surprises Wife With Friend
    Famous China Fake XXX Friends
    Male Fucks His Shemale Friend
    Lost in the Hood Sissy
    Xvideos My Friends Hot Mom
    My Friend Pretending to Sleep
    Sissy Friend Wanks Me off
    Shemale Watch Her Friend Masturbating
    Cross Dressing Sissy Loses His Virginity
    Hot Mom With Son's Friend
    Losing My Virginity to a TS
    Straight Guy Convinced Fuck His Friend
    Sissy Husband and Wife With Friend
    First Time With My Transvestite Friend
    Best Videos
    By clicking the content you will also see an ad. AD
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    You will lose it when you watch them in action
    27:57
    You will lose it when you watch them in action
    FapHouse
    354.2K views
    Don't cum to fast
    03:09
    Don't cum to fast
    434K views
    FEMOUT - Clara De La Cruz Loses All Control To Bares All
    03:12
    FEMOUT - Clara De La Cruz Loses All Control To Bares All
    Femout
    2.2K views
    Thai Ladyboy with Big Dick Cum While Fucked without condom
    17:18
    Thai Ladyboy with Big Dick Cum While Fucked without condom
    TightTini
    3.5M views
    Cis Guy Loses His Trans Woman Virginity
    13:02
    Cis Guy Loses His Trans Woman Virginity
    Transfixed
    281.2K views
    Persuaded into a Shemale Relationship - Part 1
    09:12
    Persuaded into a Shemale Relationship - Part 1
    1.4M views
    Aurora Loses Roshambo, Sucks Cock Deep, Then Gets Fucked Hard by Kammy Until Creamy Pussy-filling Load.
    08:12
    Aurora Loses Roshambo, Sucks Cock Deep, Then Gets Fucked Hard by Kammy Until Creamy Pussy-filling Load.
    FapHouse
    5.2K views
    TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
    16:15
    TRANSFIXED - Naughty Petite Summer Col Gives Emma Rose & Eva Maxim SNEAKY HANDJOB During Movie Night
    Transfixed
    3.1M views
    You will lose your mind with them
    33:24
    You will lose your mind with them
    Freaks on Cocks
    16.5K views
    Well almost straight?
    00:46
    Well almost straight?
    448.1K views
    Sissy Hollyanne has anal orgasms and loses control
    04:15
    Sissy Hollyanne has anal orgasms and loses control
    Sissy Hollyanne
    70.7K views
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    21:29
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    Salome Gil
    2M views
    Who loses, wins !!!
    45:00
    Who loses, wins !!!
    NikkyTrav
    87.2K views
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    10:09
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    FapHouse
    999.2K views
    Its time to lose your virginity to a shemale
    14:55
    Its time to lose your virginity to a shemale
    Tranny Newbies
    38.6K views
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    03:03
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    Elizabeth Stewart
    513.4K views
    Losing My Anal Virginity to Rita - The Thickening
    08:52
    Losing My Anal Virginity to Rita - The Thickening
    Asura
    13.4K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    FapHouse
    2.6M views
    Horny jock loses his trans virginity
    05:47
    Horny jock loses his trans virginity
    Enter Tranz
    13.6K views

    Relevant Short videos

    Warming myself up for all my horny friends, Going live in my nostalgic favorites! Any bets they  have me play with My "
    Warming myself up for all my horny friends, Going live in my nostalgic favorites! Any bets they have me play with My "
    JolieAnn
    6.3K views
    Bet you can’t take your eyes off me
    Bet you can’t take your eyes off me
    Medi Voi
    1.1K views
    The Bet
    The Bet
    Athena Apollonia
    1.4K views
    I bet you’re already imagining what comes next
    I bet you’re already imagining what comes next
    IskraElectrical49
    567 views
    Gagging on My 12" Blue Dildo I Bet You Wish This Was Your Cock Sliding Down My Throat. Filling My Mouth with Your Tasty Cum!
    Gagging on My 12" Blue Dildo I Bet You Wish This Was Your Cock Sliding Down My Throat. Filling My Mouth with Your Tasty Cum!
    SashaSuxxx
    122 views
    I bet you would love coming to the office if I showed up
    I bet you would love coming to the office if I showed up
    FapHouse
    161 views
    Unexpected Cock Surprise - Trannybizarre
    05:12
    Unexpected Cock Surprise - Trannybizarre
    Tranny Bizarre
    316.3K views
    Prepare to completely lose your mind with them
    24:08
    Prepare to completely lose your mind with them
    FapHouse
    16.4K views
    He Doesn't want to get Fucked Bareback by Her...
    01:14
    He Doesn't want to get Fucked Bareback by Her...
    877.7K views
    Come Lose Yourself Oin the Light!
    02:43
    Come Lose Yourself Oin the Light!
    KNKY Bee
    1.2K views
    Emily Adaire TS surprises her one night stand in a trenchcoat
    13:02
    Emily Adaire TS surprises her one night stand in a trenchcoat
    Emily Adaire
    365.9K views
    SISSY LOSES IT WHILE EDGING ON A MAGIC WAND PLUGGED AND CAGE
    07:47
    SISSY LOSES IT WHILE EDGING ON A MAGIC WAND PLUGGED AND CAGE
    11.4K views
    Afterschool Detention Sex - Tg Shemale Blake Blossom Grows Futa Cock and Fucks Asian Slut
    02:05
    Afterschool Detention Sex - Tg Shemale Blake Blossom Grows Futa Cock and Fucks Asian Slut
    Futanari XXX
    2.3M views
    I want to help you lose your tranny virginity
    14:46
    I want to help you lose your tranny virginity
    Tranny Newbies
    9.3K views
    Leticia Cums in the Ass of a Guy Hooked up on the Beach
    11:12
    Leticia Cums in the Ass of a Guy Hooked up on the Beach
    Pinko TGirls
    591.8K views
    Rose the sissy gets punished for losing her butt plug
    02:22
    Rose the sissy gets punished for losing her butt plug
    Rose Jenny
    29.5K views
    Bachelorette party
    00:20
    Bachelorette party
    885.8K views
    Anal Pleasure With Thick Dildo Stretching Lose & Cumming On Asshole
    12:45
    Anal Pleasure With Thick Dildo Stretching Lose & Cumming On Asshole
    Onlyfans
    4.3K views
    Tgirl Fucks and Creampies a Tight Pussy
    14:09
    Tgirl Fucks and Creampies a Tight Pussy
    Gray Perrier
    364.7K views
    BBC loses his virginity to a freaky futanari
    05:17
    BBC loses his virginity to a freaky futanari
    Enter Tranz
    8.9K views
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Many Vids
    581.3K views
    Come on inside and prepare to lose it
    20:42
    Come on inside and prepare to lose it
    FapHouse
    8K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22.3M views
    Tonight you lose your shemale virginity
    16:53
    Tonight you lose your shemale virginity
    Tranny Newbies
    8.3K views
    A Prostitute Offering Herself on the Street
    02:29
    A Prostitute Offering Herself on the Street
    Wesley Fudedor
    359.7K views
    Its time to lose your shemale virginity with a hot tranny sl
    13:54
    Its time to lose your shemale virginity with a hot tranny sl
    Shemales Fuck Couples
    11.8K views
    boy first time with trans
    10:18
    boy first time with trans
    433.5K views
    Fuck, every time i ride BBC i lose control
    00:20
    Fuck, every time i ride BBC i lose control
    316.9K views
    Elizabeth Stewart breeds her boy
    11:19
    Elizabeth Stewart breeds her boy
    Elizabeth Stewart
    457.9K views
    Get ready to completely lose it with them
    32:49
    Get ready to completely lose it with them
    Freaks on Cocks
    11.4K views
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    02:15
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    sinsweethoneyasses
    2.2M views
    Prepare to completely lose it when you watch this
    32:57
    Prepare to completely lose it when you watch this
    FapHouse
    12.3K views
    You Have to See What These Three Trans Women Did with This Hottie After the Party.
    22:24
    You Have to See What These Three Trans Women Did with This Hottie After the Party.
    Tsdanisantos1
    569K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 66
    • Next

    Searches Related to Friend Loses Bet

    • Virgin Anal Scream
    • Straight Guy Tricked
    • Tranny Gets Dominated
    • Submissive Transvestite Training
    • Crossdress Blackmail
    • Cock Addiction
    • Sissy Brainwash
    • Accidental Erection
    • Czech Streets Money
    • Verbal Dirty Talk
    • Humiliated Crossdresser Outdoor
    • No Condom
    • Transgender Sex Fight
    • Couple Swapping
    • Sucked Dry
    • Sharing Hotel Room
    • Two Trannies Seduce Young Guys
    • Lick Balls
    • The Sissy's Future
    • Homemade Seduction
    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