Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos

Lose Bet Porn Videos

202 Results

Free Videos
Short Videos
Lose Bet
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
First Time Girl
Cross Xekolo Leaked
Trans Sex Game
Piercing Penis Foreskin
Suck Soft Cock
Shawners 69
Bi Encourage
No Gag
Shy Teen
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • 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
    70.8K views
  • Live
  • Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    Goldibottsissy
    1.6M views
  • Losing a bet
    05:25
    Losing a bet
    SissyTravTessa
    1.2K views
  • Step Daddy gambling Brandon Lee Harrington Kristi Kewt
    10:11
    Step Daddy gambling Brandon Lee Harrington Kristi Kewt
    Kristi-Jo
    149.7K views
  • Sexy Bella loses a bet...and her clothes...
    05:33
    Sexy Bella loses a bet...and her clothes...
    hollyleicscd
    10.3K views
  • Roommate Loses Bet and Gets Locked in Chastity
    07:07
    Roommate Loses Bet and Gets Locked in Chastity
    Cailey Katts
    419.6K views
  • Bet  sister
    00:51
    Bet sister
    slutysissy4bigcock
    224.8K views
  • Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    554.3K views
  • I Bet you want
    03:48
    I Bet you want
    Ts Eve
    360.9K views
  • Trans girl loses video game and gets TEASED
    10:44
    Trans girl loses video game and gets TEASED
    Erica Cherry
    716.2K views
  • The Lost Bet
    01:28
    The Lost Bet
    Sissy Shelby Kiss
    16.1K views
  • Dumb bet
    01:00
    Dumb bet
    slutysissy4bigcock
    587.6K views
  • Video Game Bet With Your Stepsister Melissa Masters: GFE
    03:12
    Video Game Bet With Your Stepsister Melissa Masters: GFE
    Melissa Masters
    44.3K 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
    345.1K views
  • I Lost a Bet, and Now My Friend Has to Fuck Me
    04:07
    I Lost a Bet, and Now My Friend Has to Fuck Me
    Ximena PA
    700 views
  • Lost in the billiards had to give the ass
    07:07
    Lost in the billiards had to give the ass
    carmonaoficial
    153.2K 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
    8.6K views
  • When Sports Betting Gets Fucky - POV Sex
    09:22
    When Sports Betting Gets Fucky - POV Sex
    Cassie Cummings
    22.5K views
  • The Bet
    05:04
    The Bet
    Athena Apollonia
    9.1K 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
    1.4M views
  • TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    16:11
    TRANSFIXED - Trans Jade Venus Helps Megan Mistakes Lose Virginity In Passionate Hardcore Fuck
    Transfixed
    57.5K views
  • Relevant Short videos

    Roommate Loses Bet and Gets Locked in Chastity | Clip 1
    Roommate Loses Bet and Gets Locked in Chastity | Clip 1
    Cailey Katts
    3.5K views
    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
    11.8K views
    Bet you can’t take your eyes off me
    Bet you can’t take your eyes off me
    Medi Voi
    3.6K views
    I bet you love the sound of my cock slapping against me
    I bet you love the sound of my cock slapping against me
    Sinful Silene
    1.8K views
    The Bet
    The Bet
    Athena Apollonia
    5.1K 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
    JessicaXD
    2.8K 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
    138.2K views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.4M 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
    202.8K views
  • Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    4.4M views
  • OOPSIE - Two Babes Distract Nicole Aria's Gym Session Turning Into Futa Threesome Cum Fest
    16:08
    OOPSIE - Two Babes Distract Nicole Aria's Gym Session Turning Into Futa Threesome Cum Fest
    AdultTime
    172.2K 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
    554.4K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    1.4M 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
    1.9M views
  • Part 1 - Two Years of Flirting Finally Pays off
    05:32
    Part 1 - Two Years of Flirting Finally Pays off
    Gray Perrier
    283.4K 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
    3.1M views
  • Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    1M views
  • Small Penis Surprise With two beautiful trans women
    01:38
    Small Penis Surprise With two beautiful trans women
    Cailey Katts
    291.5K views
  • Nervous Trans Bottom Babe Tries Topping Petite Trans Sorority Hottie
    15:15
    Nervous Trans Bottom Babe Tries Topping Petite Trans Sorority Hottie
    GenderX
    553.8K views
  • Cum in My Mouth Too!
    02:44
    Cum in My Mouth Too!
    Victgirl
    392.9K 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
    540.4K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    softboixladyathena
    850.2K views
  • You're a faggot
    05:50
    You're a faggot
    362.7K views
  • I've been waiting to do this to 'em 🙃
    16:45
    I've been waiting to do this to 'em 🙃
    T Thuggasexual
    21.7K views
  • Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    3.2M views
  • TRANSFIXED - Penny Barber Saleswoman Turns Ariel Demure Hookup Mistake Into Steamy Trans Sex
    16:36
    TRANSFIXED - Penny Barber Saleswoman Turns Ariel Demure Hookup Mistake Into Steamy Trans Sex
    Transfixed
    252.8K views
  • Hostel Surprise
    37:09
    Hostel Surprise
    R_logan
    3.8M views
  • He Thought It Was Just a Video Game I Started Giving a Blowjob He Couldn't Stand It and Ended up Fucking My Ass Hard
    09:12
    He Thought It Was Just a Video Game I Started Giving a Blowjob He Couldn't Stand It and Ended up Fucking My Ass Hard
    Sofie Lolipop
    91.7K 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
    212.5K views
  • YOUR FATE IS SEALED
    12:53
    YOUR FATE IS SEALED
    733.1K views
  • Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.4M views
  • That Time I Let the Liberian Wap. Again
    08:12
    That Time I Let the Liberian Wap. Again
    lauryn drill
    794.1K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5

Porn Related to Lose Bet

Straight Friend Loses Bet
Sissy Truth Dare
Straight Challenge
Try Something New
Sissy Bet
Gay Test
Tied and Fucked Hard
Are You Sure
Straight Test
Teen First Time Fuck
Fucked Hard 18
Please Stop
Crossdresser Lost Bet
Straight Humiliation
Out of Control
Practice Girl
Pierced Ppp Femboy
Tied Guy
Sick Twisted Mind
Kellynicolexoxo Cum 2016
Related Channels
  • #14
    TGirls House
    TGirls House
  • #17
    Trans Roommates
    Trans Roommates
  • #2
    Pure Ts
    Pure Ts
  • #3
    Trans Angels
    Trans Angels
  • #10
    GenderX
    GenderX
  • #70
    Becoming Femme
    Becoming Femme
  • #161
    TheFlourishFetish
    TheFlourishFetish
  • #49
    Transen-von-Nebenan
    Transen-von-Nebenan
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
U.S.C. 2257 Notice
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