PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ❄️ GOODBYE, WINTER! 🌞 Hello, Big Savings on Faphouse 🎉

    Lost Bet Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Loses Bet
    Lost Bet Blowjob
    Straight Friend Loses Bet
    Losing Virginity
    Lost Control
    Losing Anal Virginity
    Sissy Loses Virginity
    First Time Losing Virginity
    Losing Virgin Ass Shemale
    Lost in the Hood Sissy
    Cross Dressing Sissy Loses His Virginity
    Losing My Virginity to a TS
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • The Lost Bet
      01:28
      The Lost Bet
      Sissy Shelby Kiss
      9.9K views
    • Dumb bet
      01:00
      Dumb bet
      492.9K views
    • Missy123sassy sissy femboy lost bet cheerleading
      00:42
      Missy123sassy sissy femboy lost bet cheerleading
      Missy123
      4.3K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Curvy Futa PAWG Lost a Bet in the Caseno - She Pays with Her Ass - Sassycomics.mp4
      10:11
      Curvy Futa PAWG Lost a Bet in the Caseno - She Pays with Her Ass - Sassycomics.mp4
      Sassy Comics
      5.3K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      330.6K views
    • Bet  sister
      00:51
      Bet sister
      208.2K views
    • ioioioioi
      08:39
      ioioioioi
      501.6K views
    • I Bet you want
      03:48
      I Bet you want
      Ts Eve
      353.6K views
    • Blow that Bitch.
      02:36
      Blow that Bitch.
      481.4K views
    • Sissy caption - your best friend bets her ass can make you cum
      05:42
      Sissy caption - your best friend bets her ass can make you cum
      Midorin Nino
      31.7K views
    • Try something new
      01:00
      Try something new
      347.3K 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
      58.2K 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
      43.8K views
    • Video Game Bet With Your Stepsister Melissa Masters: GFE
      03:12
      Video Game Bet With Your Stepsister Melissa Masters: GFE
      Melissa Masters
      38.9K views
    • YOUR FATE IS SEALED
      12:53
      YOUR FATE IS SEALED
      605.3K views
    • I bet I know where you want to cum
      01:21
      I bet I know where you want to cum
      alice_jones
      5.1K views
    • Futanaria - Bed
      24:52
      Futanaria - Bed
      9.8M views
    • I bet you wish you had a girlfriend like me
      04:40
      I bet you wish you had a girlfriend like me
      Goergina Foxx
      5.5K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • 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
      698.5K views
    • The Bet
      05:04
      The Bet
      Athena Apollonia
      5.5K views
    • OOPSIE - Waitress Gets Mouth And Ass Filled With Cum During Service! 3D CARTOON PORN!
      05:21
      OOPSIE - Waitress Gets Mouth And Ass Filled With Cum During Service! 3D CARTOON PORN!
      AdultTime
      79.2K views
    • Ruckus Bets on Iris Indigo's Tight Ass!
      02:17
      Ruckus Bets on Iris Indigo's Tight Ass!
      140.2K views
    • Magic Mask
      05:11
      Magic Mask
      183.2K views
    • Sexy Bella loses a bet...and her clothes...
      05:33
      Sexy Bella loses a bet...and her clothes...
      8.5K views
    • Trans girl loses video game and gets TEASED
      10:44
      Trans girl loses video game and gets TEASED
      Erica Cherry
      645.5K views
    • I will do my bets to get your job back!
      06:15
      I will do my bets to get your job back!
      10.7K views
    • good bitch
      02:37
      good bitch
      190.6K views
    • I bet you would very much like to put your hands all over my pins, you would have to beg for me to uncuff you though
      01:06
      I bet you would very much like to put your hands all over my pins, you would have to beg for me to uncuff you though
      JessicaXD
      438 views
    • crossdresser
      17:56
      crossdresser
      559.6K views
    • They love to play a game with their bodies at stake
      07:11
      They love to play a game with their bodies at stake
      Mirella Diniz
      970.3K views
    • TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
      14:02
      TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
      Transfixed
      1M views
    • wow3
      45:59
      wow3
      199.5K views
    • cute femboy fucked
      02:38
      cute femboy fucked
      1.8M views
    • Losing my virginity to a TS
      03:53
      Losing my virginity to a TS
      3.8M views
    • Playing with Gold
      01:21
      Playing with Gold
      401.5K views
    • crossdresser
      18:32
      crossdresser
      541.6K views
    • 164910001
      02:05:28
      164910001
      567.8K views
    • naughty teen amateur sex
      47:14
      naughty teen amateur sex
      MundoAmador_
      10.8M views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1.1M views
    • trans gets head
      03:42
      trans gets head
      124.8K views
    • TRANSFIXED - Disastrous Dinner Ended In A Delicious Creampie Between Trans Jade Venus And Her Date
      16:56
      TRANSFIXED - Disastrous Dinner Ended In A Delicious Creampie Between Trans Jade Venus And Her Date
      Transfixed
      141.1K views
    • Sissy identity
      08:50
      Sissy identity
      625.5K views
    • When she can't pull out
      01:26
      When she can't pull out
      505.1K views
    • Three's company
      04:56
      Three's company
      372.2K views
    • I am a very horny maid right now, I bet you would love to lift up my cute fluffy petticoat and have your way with me before I do
      02:28
      I am a very horny maid right now, I bet you would love to lift up my cute fluffy petticoat and have your way with me before I do
      JessicaXD
      1.8K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6

    Searches Related to Lost Bet

    Straight Friend Loses Bet
    Teen Sissy Boy
    Femboy Schoolgirl
    First Date
    Tricked by Shemale
    Straight Friend
    Secret Sissyboy
    Boy Dressed as Girl
    Sissy Begging
    Caught Crossdressing
    Grindr Date
    Straight Guys Fantasy
    Wife Humiliated
    Shemale Hooker
    Bull Fucks Husband
    Anon Hotel Fuck
    Real Prostitute
    Young Sissy Fucked
    Tranny mom
    Please Don T Fuck Me
    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