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
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Straight Friend Loses Bet Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Friend
    Lost Bet
    Straight Friend
    Trans Friend
    Sissy Loses Bet
    Seducing Friend
    Friends Sleepover
    Sissy Friend
    Crossdresser Friend
    Shemale Friend
    Femboy Friend
    Sons Friend
    Losing Virginity
    Lost Bet Blowjob
    Friend Handjob
    Wife Friend
    Transgender Friend
    Friends Wife
    Friend Blowjob
    Cd Friend
    Best Videos
    By clicking the content you will also see an ad. AD
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    638.7K views
    Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    07:08
    Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    Andre Stone
    1K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    Guy Loses The Bet and Has to Share His Sexy TS Girlfriend Andreza Fernandes
    08:04
    Guy Loses The Bet and Has to Share His Sexy TS Girlfriend Andreza Fernandes
    Dream Tranny
    56.2K views
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    404.2K views
    Sexy Bella loses a bet...and her clothes...
    05:33
    Sexy Bella loses a bet...and her clothes...
    8.1K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    WOMAN DOING A PRIVATE DANCE IN OXXO FOR LOSING BET
    08:08
    WOMAN DOING A PRIVATE DANCE IN OXXO FOR LOSING BET
    NATALIASTARXXX
    4.5K views
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    08:12
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    Elizabeth Stewart
    297.7K views
    Prepare to completely lose it when you watch this
    32:57
    Prepare to completely lose it when you watch this
    Freaks on Cocks
    12.2K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.6M views
    I CAME FROM BAILLE WANTING TO FUCK I FOUND MY TRANS FRIEND NAKED IN BED WITH THAT HUGE COCK AND LOSE TO FUCK MY ASS AND CUM
    11:44
    I CAME FROM BAILLE WANTING TO FUCK I FOUND MY TRANS FRIEND NAKED IN BED WITH THAT HUGE COCK AND LOSE TO FUCK MY ASS AND CUM
    MARCIO BAIANO
    324.5K views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
    Sissy Caption - Feel like helping your straight friend cum?
    01:00
    Sissy Caption - Feel like helping your straight friend cum?
    314.5K views
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    03:02
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    TS Cadence Caliber
    134.5K views
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    08:50
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    TinaQueen_noa
    31.3K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    Turning my straight friend into a gay after he bred me.
    11:43
    Turning my straight friend into a gay after he bred me.
    Princesss
    1K views
    surprise she has dick
    07:34
    surprise she has dick
    255.4K views
    Trans Janette Jones Creampied by straight friend AGAIN!
    14:27
    Trans Janette Jones Creampied by straight friend AGAIN!
    91.6K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Trans Janette Jones Creampied by straight friend
    06:47
    Trans Janette Jones Creampied by straight friend
    40K 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
    Shemale sloppytoppy seduce straight friend
    05:11
    Shemale sloppytoppy seduce straight friend
    Buddy rider
    7.3K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Masturbating Myself After a Dream with My Straight Friend
    02:00
    Masturbating Myself After a Dream with My Straight Friend
    Flumenar
    639 views
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    15:07
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    GenderX
    2.8M views
    Anal POV with a straight friend
    01:27
    Anal POV with a straight friend
    Asiat_94
    2.1K views
    Persuaded into a Shemale Relationship - Part 2
    09:57
    Persuaded into a Shemale Relationship - Part 2
    1.3M views
    TRANS WOMAN FUCKS HER STRAIGHT-ASS FRIEND AND HER CUCKOLDED BOYFRIEND DISCOVERS HER
    15:47
    TRANS WOMAN FUCKS HER STRAIGHT-ASS FRIEND AND HER CUCKOLDED BOYFRIEND DISCOVERS HER
    TinaQueen_noa
    54.7K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    798.4K views
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    16:56
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    NightSisterLil1
    62.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Interracial threesome with my straight friends, movie night gets out of control
    15:05
    Interracial threesome with my straight friends, movie night gets out of control
    TinaQueen_noa
    7.6K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    TRANSFIXED - Straight Guy Has A Threesome With His Trans Girlfriend Erica Cherry & His Best Friend
    12:05
    TRANSFIXED - Straight Guy Has A Threesome With His Trans Girlfriend Erica Cherry & His Best Friend
    Transfixed
    155.4K views
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    367.4K views
    Cute Femboy Sucks His Straight Friend's Dick and Moans Doggystyle
    09:43
    Cute Femboy Sucks His Straight Friend's Dick and Moans Doggystyle
    EmmaInkTrans
    19.7K views
    Tricking my neighbor and fucking his ass
    03:49
    Tricking my neighbor and fucking his ass
    Elizabeth Stewart
    598.1K views
    TRANSFIXED - Erica Cherry Cheers Up Her Straight BFF Aiden Ashley With Passionate Drilling!
    13:16
    TRANSFIXED - Erica Cherry Cheers Up Her Straight BFF Aiden Ashley With Passionate Drilling!
    Transfixed
    87K views
    Convinced roommate
    00:29
    Convinced roommate
    895.5K views
    My friend's husband fucking trans sissy shemales in the ass
    05:48
    My friend's husband fucking trans sissy shemales in the ass
    Kahory
    25.5K views
    BBW Shemale Uses Younger Guy For Plaesure
    11:41
    BBW Shemale Uses Younger Guy For Plaesure
    872.1K views
    I fuck my furry trans friend on the beach
    06:30
    I fuck my furry trans friend on the beach
    No_comentary
    2.4K views
    Naive guy get seducated by pervert trannies
    04:31
    Naive guy get seducated by pervert trannies
    Femdom Austria TS
    189.9K views
    Kissing - Fucking - Rimming - Deepthroating - Anal - Cumming
    02:48
    Kissing - Fucking - Rimming - Deepthroating - Anal - Cumming
    VidsMall
    6.8K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    305K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Straight Friend Loses Bet

    • Straight Guy Tricked
    • Bi Curious Husband First Time
    • Married Man Seduced by Man
    • Shemale Cock Has Been Turning You Gay
    • Lost a Bet
    • Seducing Friend
    • Help Me Suck Him off Sissy
    • Funny Accident
    • Fuck My Ass Please Dirty Talk
    • Homemade Grindr
    • Tranny Surprises Her Date
    • Walked in on
    • Role Reversal
    • Trick
    • Sloppy Seconds
    • Cheating With Trans
    • Surprise Have Dick
    • Anal Virgin
    • Convinced Roommate
    • Secret Sissyboy

    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