Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
1M Followers on X! 🎉🔥 Celebrate with a Special Offer from Faphouse

First Date Porn Videos

4360 Results

Free Videos
Short Videos
First Date
Premium Videos
Photos
First Time Virgin
Homemade First Time
First Time Ladyboy
Shemale First
First Time Trans
First Sissy
First Trans Experience
Guy First Time
Dollie Date Nite
Amateur First Time
First Time Lesbian
Sissy First Blowjob
Crossdresser First Anal
Femboy First Time
First Time Tranny
Sissy First Cock
First Time Squirting
Trans First Anal
First Time Handjob
His First Time
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • tsbf
    05:40
    tsbf
    892K 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
    90.6K views
  • CLEAN UP
    04:16
    CLEAN UP
    1.1M views
  • lovely cd
    09:46
    lovely cd
    347.7K views
  • TrannyPros Kendall Penny Fucks on the FIRST Date!
    10:01
    TrannyPros Kendall Penny Fucks on the FIRST Date!
    Devils tgirls
    344.3K views
  • My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.4M views
  • Showing off
    06:24
    Showing off
    Pure Ts
    43.7K views
  • First Date w Alicia Cream & Mistress Cy's House of Whorrors
    13:26
    First Date w Alicia Cream & Mistress Cy's House of Whorrors
    Cyanide Mistress Of Darkness
    126K 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
    912.1K views
  • 50 dollar fun
    00:46
    50 dollar fun
    31.9K views
  • Monster Fucking on First Date
    08:12
    Monster Fucking on First Date
    Kaitlyn Gender
    66.6K views
  • The sensual performance of Ava Holt and Viviana Rose
    10:46
    The sensual performance of Ava Holt and Viviana Rose
    AltErotic
    124K views
  • Guy fuck his tranny
    23:56
    Guy fuck his tranny
    141.4K views
  • Hazelnut Latte: Got Caught Cheating and Fucking Trans in the Mouth on the First Date - Episode 2
    10:13
    Hazelnut Latte: Got Caught Cheating and Fucking Trans in the Mouth on the First Date - Episode 2
    Dirty GamesxXx
    21.3K views
  • ADULT TIME - Real Life Futa Tattooed MILF Goes Wild On Petite Naughty Babe With FUTANARI COCK!
    16:06
    ADULT TIME - Real Life Futa Tattooed MILF Goes Wild On Petite Naughty Babe With FUTANARI COCK!
    Adult Time
    35.6M views
  • GERMAN YOUNG BOY FUCK YOUNG SKINNY LATINA LADYBOY POV
    09:11
    GERMAN YOUNG BOY FUCK YOUNG SKINNY LATINA LADYBOY POV
    Transen-von-Nebenan
    1M views
  • ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes DEEP Creampie!
    15:26
    ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes DEEP Creampie!
    Adult Time
    297.5K views
  • Straight friend with benifits fucking me
    01:26
    Straight friend with benifits fucking me
    143.6K views
  • My First Cock with a Prince Albert
    10:55
    My First Cock with a Prince Albert
    Theonlynovaraye
    71.6K views
  • Camera with a client
    08:06
    Camera with a client
    Latina Tranny
    767K views
  • Blonde Shemale Gives Guys a Blowjob on First Date
    11:11
    Blonde Shemale Gives Guys a Blowjob on First Date
    Shemale TS Collection
    49.5K views
  • Relevant Short videos

    If you saw my soft, limp dick like this, would you still do it with me on the first date?
    If you saw my soft, limp dick like this, would you still do it with me on the first date?
    Kateumara
    8.5K views
    Our first date went well
    Our first date went well
    AcrylicCloud
    15.1K views
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    AgentRedGirl
    19.3K views
    Tgirl Riley anally used and pleasured on a first date | Clip 2
    Tgirl Riley anally used and pleasured on a first date | Clip 2
    Tgirl Riley
    6.4K views
    Tgirl Riley anally used and pleasured on a first date | Clip 3
    Tgirl Riley anally used and pleasured on a first date | Clip 3
    Tgirl Riley
    6K views
    Tgirl Riley anally used and pleasured on a first date | Clip 1
    Tgirl Riley anally used and pleasured on a first date | Clip 1
    Tgirl Riley
    4.7K views
  • amater tranny
    10:57
    amater tranny
    154.8K views
  • Sex at first light with my Femboy
    10:20
    Sex at first light with my Femboy
    TSLuxylux
    1.6M views
  • Sissy Girl Dreams of the D
    08:12
    Sissy Girl Dreams of the D
    Pure Ts
    39K views
  • First sex with trans
    04:51
    First sex with trans
    2.2M views
  • Sissy College Twink Alexis Loses her Virginity
    01:29
    Sissy College Twink Alexis Loses her Virginity
    515K views
  • A short test for all of us
    08:22
    A short test for all of us
    487.1K views
  • Stripped of His Masculinity
    06:16
    Stripped of His Masculinity
    Pure Ts
    29.7K views
  • cdKim 01
    03:20
    cdKim 01
    364.7K views
  • BTS POV SEX with Riley Wraith
    04:53
    BTS POV SEX with Riley Wraith
    Becoming Femme
    24.8K views
  • He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl
    18:50
    He Couldn't Wait so We Fucked in a Park - Duo Bg French Outdoor Sex Transgirl
    Bellehaze
    728.1K views
  • Crossdresser making love 2
    14:12
    Crossdresser making love 2
    279.4K views
  • Late Night Visit
    03:42
    Late Night Visit
    TiffanyWarmer
    281.2K views
  • Ebony TS Bred By BWC BF
    25:45
    Ebony TS Bred By BWC BF
    61.7K views
  • GOON To Your Girlfriend's Girl Cock
    15:06
    GOON To Your Girlfriend's Girl Cock
    Kitty Quinn
    1M views
  • pay and enjoy
    29:10
    pay and enjoy
    692.8K views
  • First Creampie
    02:16
    First Creampie
    421K views
  • Sexy ass Ts
    05:34
    Sexy ass Ts
    507K views
  • GROOBYVR - The Best Days Always Begin With Gigi Ravine
    03:12
    GROOBYVR - The Best Days Always Begin With Gigi Ravine
    Grooby VR
    78.8K views
  • BTS POV sex with Becki Bottomz
    04:58
    BTS POV sex with Becki Bottomz
    Pure Ts
    630.8K views
  • Stepsister truth or dare
    09:12
    Stepsister truth or dare
    Melissa Masters
    44.8K views
  • Tranny breeding her client
    03:50
    Tranny breeding her client
    178.2K views
  • Frustrated single guy gets a visit from the goddess of love
    08:12
    Frustrated single guy gets a visit from the goddess of love
    Pure Ts
    26.4K views
  • Curious straight man lets a transvestite put his dick in him and cum
    05:33
    Curious straight man lets a transvestite put his dick in him and cum
    Sexytransjordana25
    49.3K views
  • Young skinny petite ladyboy latina anal with german cock
    10:13
    Young skinny petite ladyboy latina anal with german cock
    Transen-von-Nebenan
    437.5K views
  • Straight First Time Explode in Sissy Mouth
    08:34
    Straight First Time Explode in Sissy Mouth
    777.6K views
  • Blonde Sissy Ambition
    08:12
    Blonde Sissy Ambition
    Pure Ts
    114.2K views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 42
  9. ...
  10. 80
80

Porn Related to First Date

Third Gender Encounter and Threesome
Beautiful Sissy Fucked
New Romantic Full Movie
Married Man
Transexual Chat Line
Day 2
Shemale Tinder
Cute Femboy Slut
Love Making Sensual Slow Passionate
Cum Too Fast
First Time Boy
Pure Taboo Trans
Grindr Fuck
Pick up Stranger
He Said He Was a Virgin
Young Petite
Straight Friend
Perfect Ladyboy
Dirty Little Secret
Amateur Beauty
Related Channels
  • #296
    Bare Backed Shemales
    Bare Backed Shemales
  • #92
    Third sex XXX
    Third sex XXX
  • #40
    Femout
    Femout
  • #138
    Uk Tgirls
    Uk Tgirls
  • #258
    Tranny Kingz
    Tranny Kingz
  • #392
    MMM100 TS
    MMM100 TS
  • #228
    Skylar Adams xxx
    Skylar Adams xxx
  • #197
    The Crossdresser
    The Crossdresser
  • View all
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