PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
  • Live Sex
  • Premium Premium Videos
  • Pornstars
  • Channels

Date Gone Wrong Porn Videos

Free Videos
Short videos
Premium Videos
Photos
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Sexy Tgirl shoots a lot of cum while getting fucked bare on date #5
    01:02:22
    Sexy Tgirl shoots a lot of cum while getting fucked bare on date #5
    Tgirl Riley
    161.2K views
  • TRANSFIXED - Horny Babe Leilani Li CUMS In Casey Calvert's Mouth During Their First Date
    15:42
    TRANSFIXED - Horny Babe Leilani Li CUMS In Casey Calvert's Mouth During Their First Date
    Transfixed
    64K views
  • Tgirl Riley getting fucked bare in Date #6 PartII
    55:16
    Tgirl Riley getting fucked bare in Date #6 PartII
    Tgirl Riley
    175.5K views
  • First Date and First Scene
    06:12
    First Date and First Scene
    Pure Ts
    22.4K views
  • Transgender Prom Date Needs Some Dick Before Night Ends
    10:23
    Transgender Prom Date Needs Some Dick Before Night Ends
    GenderX
    545.2K views
  • Gina ́s New Year's Date
    09:40
    Gina ́s New Year's Date
    Strapsex
    121K views
  • Their First Date Ends Up In The Bed
    06:15
    Their First Date Ends Up In The Bed
    Transfixed
    1.3M views
  • German tranny makes anal EroCom Date with a user
    16:31
    German tranny makes anal EroCom Date with a user
    EroCom
    116.7K views
  • TRANSFIXED - Naughty Jade Venus Shares Her Cis Date With Her Hot Roommate Eva Maxim
    15:22
    TRANSFIXED - Naughty Jade Venus Shares Her Cis Date With Her Hot Roommate Eva Maxim
    Transfixed
    230.6K views
  • Romantic Date Ends with a Creampie for Tgirl Fernanda Cristine
    12:02
    Romantic Date Ends with a Creampie for Tgirl Fernanda Cristine
    Dream Tranny
    203.7K views
  • Oopsie - Naughty T-girl Ariel Demure Cheats on Date with PAWG Siri Dahl for Risky Fuck!
    08:12
    Oopsie - Naughty T-girl Ariel Demure Cheats on Date with PAWG Siri Dahl for Risky Fuck!
    GammaEnt
    53.8K views
  • When you feel horny, try dating a crossdresser like me.
    11:25
    When you feel horny, try dating a crossdresser like me.
    WanidaCrossdresser
    49.6K views
  • What if You Went on a Date with Me?:)
    09:08
    What if You Went on a Date with Me?:)
    Emily Adaire
    216.1K views
  • A fuck date with SIssy Lora
    06:38
    A fuck date with SIssy Lora
    132.9K views
  • Blonde Skinny Tranny Fucks with Big Cock Tinder Date Anal
    41:16
    Blonde Skinny Tranny Fucks with Big Cock Tinder Date Anal
    Shemale TS Collection
    29.9K views
  • Hot date with Hollie
    02:51
    Hot date with Hollie
    136.5K views
  • TGIRLS.PORN: Our First Date
    03:11
    TGIRLS.PORN: Our First Date
    TGirls Porn
    126.5K views
  • Mtf Big Tit Asian Redhead Impregnablelexa and Wolfdaddy901 Clean Their Pipes for Their Big Date with New Hottie
    58:36
    Mtf Big Tit Asian Redhead Impregnablelexa and Wolfdaddy901 Clean Their Pipes for Their Big Date with New Hottie
    DaddyandLexa
    32.3K views
  • Passionate Date Night
    06:12
    Passionate Date Night
    Pure Ts
    19.8K views
  • GIA ITZEL HAS A DATE WITH A TINDER BOY, THEY GO TO THE MOTEL AND THEY FUCK HER HARD
    14:57
    GIA ITZEL HAS A DATE WITH A TINDER BOY, THEY GO TO THE MOTEL AND THEY FUCK HER HARD
    Gia Itzel
    193.6K views
  • Our First Date
    05:00
    Our First Date
    Cassandra Lovit
    15.3K views
  • OOPSIE - Bored PAWG Siri Dahl And Trans Ariel Demure Ditch Dates For CRAZY Public Movie Theater Sex!
    12:05
    OOPSIE - Bored PAWG Siri Dahl And Trans Ariel Demure Ditch Dates For CRAZY Public Movie Theater Sex!
    AdultTime
    6.7M views
  • When Melanie Brooks Complains About Her Date And Her Bestie Foxxy Knows That She Needs To Get Fucked - TRANSANGELS
    10:05
    When Melanie Brooks Complains About Her Date And Her Bestie Foxxy Knows That She Needs To Get Fucked - TRANSANGELS
    Trans Angels
    257.5K views
  • POV Taking Cute Sissy's Virginity on the First Date - full vid on LayneLovee Manyvids
    01:20
    POV Taking Cute Sissy's Virginity on the First Date - full vid on LayneLovee Manyvids
    Layne Love
    50.2K views
  • GROOBYGIRLS - The Date With Gorgeous Blonde Dasha Dime
    03:12
    GROOBYGIRLS - The Date With Gorgeous Blonde Dasha Dime
    Grooby Girls
    12.5K views
  • Big Titty MILF Lets Trans Cutie Fuck On The First Date
    12:45
    Big Titty MILF Lets Trans Cutie Fuck On The First Date
    Transfixed
    565.8K views
  • Hardcore Date - Best Friends Enjoy The Fuck Of Their Life - Monster Cocks - 3D Animation
    03:09
    Hardcore Date - Best Friends Enjoy The Fuck Of Their Life - Monster Cocks - 3D Animation
    T TribalFace12
    57.5K views
  • Gender Fluid Tinder Date with Leigh Raven and Viktor Belmont for GenderFlux
    08:39
    Gender Fluid Tinder Date with Leigh Raven and Viktor Belmont for GenderFlux
    DaringSex
    343.8K views
  • Date Night
    07:57
    Date Night
    TiffanyWarmer
    21.8K views
  • Date Night with Luna Lovegood
    03:10
    Date Night with Luna Lovegood
    The Epic Aaron
    3.3K views
  • German amateur teen shemale get anal fuck in bathroom homemade
    12:54
    German amateur teen shemale get anal fuck in bathroom homemade
    Transen-von-Nebenan
    718.7K views
  • breeding date
    02:15
    breeding date
    207.7K views
  • Dating a Guy, I'm the Only One in the Camera.
    02:50
    Dating a Guy, I'm the Only One in the Camera.
    Taiwancdgirl
    23.7K views
  • Dating Makes Me Horny
    10:48
    Dating Makes Me Horny
    Mistress Jodie May
    6.6K views
  • Ladyboystar - Star - 19 Yo Student Ladyboy Found on Dating App
    08:12
    Ladyboystar - Star - 19 Yo Student Ladyboy Found on Dating App
    Ladyboy Star
    140.3K views
  • After a Failed Blind Date, Trans Roommates Share an Intimate Encounter
    11:05
    After a Failed Blind Date, Trans Roommates Share an Intimate Encounter
    hothotfilms
    19.4K views
  • Martin Woods and Tina Sophia's first date
    06:54
    Martin Woods and Tina Sophia's first date
    Martin Woods
    261.4K views
  • My Date with Cherry
    03:44
    My Date with Cherry
    Meaghan Jaymes
    204.7K views
  • Transerotica slut jamie french fed cum after banging date
    12:00
    Transerotica slut jamie french fed cum after banging date
    Trans Erotica
    491.1K views
  • Hot Thai ladyboy fucks guy on their first date after sucking
    07:05
    Hot Thai ladyboy fucks guy on their first date after sucking
    Ladyboy Gold
    119.4K views
  • Tgirl Riley getting stretched bare by big dick in part II of date #12
    17:13
    Tgirl Riley getting stretched bare by big dick in part II of date #12
    Tgirl Riley
    5.2K views
  • 1st Date with Giantess - Cock Vore
    05:20
    1st Date with Giantess - Cock Vore
    WetZemu
    39.9K views
  • German tranny surprises with her penis on the user date
    17:53
    German tranny surprises with her penis on the user date
    EroCom
    93.5K views
  • TrannyPros Kendall Penny Fucks on the FIRST Date!
    10:01
    TrannyPros Kendall Penny Fucks on the FIRST Date!
    Devils tgirls
    336.2K views
  • Blonde Naughty Tranny Walkiria Fucks Date in the Ass and Gets Fucked Too
    30:20
    Blonde Naughty Tranny Walkiria Fucks Date in the Ass and Gets Fucked Too
    Shemale TS Collection
    60.7K views
  • Romantic Date with a Client
    13:52
    Romantic Date with a Client
    Stripchat official
    90.6K views
  • Staying in on Date Night
    08:33
    Staying in on Date Night
    Pure Ts
    5.7K views
Previous page
Next page
1
  1. 1
  2. ...
  3. 4
  4. 5
  5. 6
  6. 7
  7. 8
  8. ...
  9. 12
  10. ...
  11. 17
17
Categories
American
4K Porn
HD Videos
VR Porn
Shemale Fucks Guy
Black
Big Cock
Shemale Fucks Shemale
Amateur
Sissy
Shemale Fucks Girl
Ladyboy
Guy Fucks Shemale
Compilation
Blowjob
Big Black Cock
Cum In Mouth
Big Ass
Creampie
Bareback
Cumshot
Mature
Homemade
Teen
Masturbation
Anal
Domination
Asian
Transgender
Solo
BBW
Brazilian
Cartoon
Vintage
Interracial
Mexican
Big Tits
Young
Trans Woman
Lingerie
Japanese
Gangbang
Threesome
Small Cock
Thai
Petite
Colombian
BDSM
Public
MILF
Couple
Rough Sex
Dildo
Anal Masturbation
Stockings
Cuckold
Babysitter
POV
Small Tits
Outdoor
Handjob
FTM
Trans Man
Group Sex
Fetish
Hentai
Indian
Chinese
Bondage
Massage
Pissing
English
Double Penetration
Anal Toy
Behind The Scenes
Role Play
British
SFW
All categories
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