Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
KEEP THE HEAT ON ☀️🍉⛱️

Lost Bet Porn Videos

241 Results

Free Videos
Short Videos
Premium Videos
Photos
Sissy Loses Bet
Lost Bet Blowjob
Straight Friend Loses Bet
Losing Virginity
Lost Control
Sissy Loses Virginity
Losing Anal Virginity
First Time Losing Virginity
Lost in the Hood Sissy
Cross Dressing Sissy Loses His Virginity
Losing My Virginity to a TS
Dirty Nasty Filthy Pigs
Beautiful Sissy Boy
Please Stop
Caught Cheating and Joins
Trust the Fucking Process
Accidental With Stepmom
Truth or Dare
Accidentally Dick Slip
First Time Taboo
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
    15.4K views
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.6M 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
    9K views
  • Live
  • Step Daddy gambling Brandon Lee Harrington Kristi Kewt
    10:11
    Step Daddy gambling Brandon Lee Harrington Kristi Kewt
    Kristi-Jo
    131.8K views
  • Missy123sassy sissy femboy lost bet cheerleading
    00:42
    Missy123sassy sissy femboy lost bet cheerleading
    Missy123
    5.8K views
  • Roommate Loses Bet and Gets Locked in Chastity
    07:07
    Roommate Loses Bet and Gets Locked in Chastity
    Cailey Katts
    386.5K views
  • Bet  sister
    00:51
    Bet sister
    slutysissy4bigcock
    223.1K views
  • Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    535.8K views
  • I Bet you want
    03:48
    I Bet you want
    Ts Eve
    360.2K views
  • Dumb bet
    01:00
    Dumb bet
    slutysissy4bigcock
    576.8K 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
    64.7K views
  • Lost in the billiards had to give the ass
    07:07
    Lost in the billiards had to give the ass
    carmonaoficial
    110K views
  • Video Game Bet With Your Stepsister Melissa Masters: GFE
    03:12
    Video Game Bet With Your Stepsister Melissa Masters: GFE
    Melissa Masters
    42.3K views
  • TRANSFIXED - Megan Mistakes Loses Virginity To Jade Venus In Sweet First Time Trans Fuck
    16:00
    TRANSFIXED - Megan Mistakes Loses Virginity To Jade Venus In Sweet First Time Trans Fuck
    Transfixed
    283.7K 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
    8.2K views
  • When Sports Betting Gets Fucky - POV Sex
    09:22
    When Sports Betting Gets Fucky - POV Sex
    Cassie Cummings
    18.7K views
  • I bet I know where you want to cum
    01:21
    I bet I know where you want to cum
    alice_jones
    8.7K views
  • Girl forgot to tell her Tinder date that she’s trans
    05:31
    Girl forgot to tell her Tinder date that she’s trans
    JsseMontz
    95.4K views
  • The Bet
    05:04
    The Bet
    Athena Apollonia
    8.5K views
  • Trans girl loses video game and gets TEASED
    10:44
    Trans girl loses video game and gets TEASED
    Erica Cherry
    705.9K 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
    130K 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
    1.8M views
  • TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    15:39
    TRANSFIXED - Ariel Demure’s GLORY HOLE Bread Trick For Lola Morena & Avery Lust Ends In HUGE FACIAL
    Transfixed
    3M views
  • YOUR FATE IS SEALED
    12:53
    YOUR FATE IS SEALED
    720.5K 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
    1.3M 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
    522.3K views
  • Part 1 - Two Years of Flirting Finally Pays off
    05:32
    Part 1 - Two Years of Flirting Finally Pays off
    Gray Perrier
    257.6K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    1.4M views
  • Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    4.4M views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.3M 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
    866.9K views
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    30.5K views
  • GENDERX FILMS - My Team Lost... Now These Two Trans Goddesses Are Fucking Me Senseless
    16:35
    GENDERX FILMS - My Team Lost... Now These Two Trans Goddesses Are Fucking Me Senseless
    GenderX
    492.6K views
  • Gina in the lost place
    05:08
    Gina in the lost place
    Strapsex
    342.3K views
  • The Morning After: Was There a Cock and Tits Here?
    10:12
    The Morning After: Was There a Cock and Tits Here?
    TS Pussy Hunters by Kink
    86.4K views
  • Cum in My Mouth Too!
    02:44
    Cum in My Mouth Too!
    Victgirl
    76.3K views
  • No I.d.? No Problem - You Can Pay with Your Ass.
    10:12
    No I.d.? No Problem - You Can Pay with Your Ass.
    Kink TS
    135.6K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.7M views
  • GENDERX FILMS - Hot Wifey Watches Trans Babe Flip Fuck Her Husband Back To Life
    15:36
    GENDERX FILMS - Hot Wifey Watches Trans Babe Flip Fuck Her Husband Back To Life
    GenderX
    702.7K views
  • Anal distractions on a sick penis
    17:34
    Anal distractions on a sick penis
    Schokk077
    3.2K views
  • I went in to watch the World Cup with My Best Friend... Until He Got Bored Of The Party And We Ended Up Fucking Hard
    11:05
    I went in to watch the World Cup with My Best Friend... Until He Got Bored Of The Party And We Ended Up Fucking Hard
    MarilyDaniela
    53.4K views
  • The Ceremony
    18:00
    The Ceremony
    TiffanyWarmer
    38K views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    949.1K views
  • Cougar Step Mom Dana DeArmond Shows Stepson How She Blows
    07:31
    Cougar Step Mom Dana DeArmond Shows Stepson How She Blows
    BlowpassOfficial
    5.9M views
  • My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    08:12
    My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
    Lady Snow Brasil
    7.3M views
  • That Time I Let the Liberian Wap. Again
    08:12
    That Time I Let the Liberian Wap. Again
    lauryn drill
    762.9K views
  • T-Girl cock surprise at the office Chanel Santini
    35:03
    T-Girl cock surprise at the office Chanel Santini
    Shemale World
    2.4M views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6

Porn Related to Lost Bet

Femboy Lost Bet
Straight Friend Loses Bet
Unexpected Cock Surprise Trannybizarre
Stop Please Stop Dick Too Big
Dirty Little Secret
Shy First Time
Surprise She Has Cock
Trans Caught Fucking
Cuckolding Gone Wrong
Stepmom Seduces Stepson
Unexpected Cock Surprise
Fuck Me Like an Animal
Can't Believe It's a Shemale
TS Taboo
Your Ass Is Mine
Sissy Boy Emasculated
Other Seduced Step Son
Cuckold Story
Unbelievable Trans
Losing Virgin Ass Shemale
Related Channels
  • #22
    TGirls House
    TGirls House
  • #39
    Anna Loves Shemale
    Anna Loves Shemale
  • #73
    Tranny
    Tranny
  • #141
    TheFlourishFetish
    TheFlourishFetish
  • #165
    Shemales
    Shemales
  • #42
    FapHouse
    FapHouse
  • #2
    Pure Ts
    Pure Ts
  • #1
    Futanari XXX
    Futanari XXX
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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