PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Time Date Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    10:54
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    Devils tgirls
    6M views
    Watch Transgirl Ria Bentley Fuck Her 9" Bull on Their First Date
    01:55
    Watch Transgirl Ria Bentley Fuck Her 9" Bull on Their First Date
    Ria_Bentley
    33.8K views
    GERMAN YOUNG BOY FUCK YOUNG SKINNY LATINA LADYBOY POV
    09:11
    GERMAN YOUNG BOY FUCK YOUNG SKINNY LATINA LADYBOY POV
    Transen-von-Nebenan
    947.2K views
    Getting ready for a first date. He has a few special requests that I am fulfilling!
    10:21
    Getting ready for a first date. He has a few special requests that I am fulfilling!
    Victoria Lecherri
    34.4K views
    Porn casting with Transgender Teen Emily
    19:05
    Porn casting with Transgender Teen Emily
    ASC_Media
    962.8K views
    First Date - Trans PoV Rollplay 69 And Getting Fucked by Jessica Bloom
    10:17
    First Date - Trans PoV Rollplay 69 And Getting Fucked by Jessica Bloom
    Jessica Bloom
    42.3K views
    First timer can only take the tip of her monster cock
    01:19
    First timer can only take the tip of her monster cock
    90.4K views
    First Shemale Date Ends Up Deep Anal Sex
    06:15
    First Shemale Date Ends Up Deep Anal Sex
    87.3K views
    Guys Take your Cock out of your Pants and start Jerking
    06:15
    Guys Take your Cock out of your Pants and start Jerking
    1.3M views
    GenderX - Hot Blonde Gives Date His First Trans Experience
    11:56
    GenderX - Hot Blonde Gives Date His First Trans Experience
    GenderX
    94.3K views
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Melissa Masters
    576.2K views
    Hot Blonde Big Tit Shemale Gets Anal Fucked by Strangers on Their First Date
    17:46
    Hot Blonde Big Tit Shemale Gets Anal Fucked by Strangers on Their First Date
    Shemale TS Collection
    1.2K views
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    366K views
    Getting to Know Each Other - Closely! Fucking on the First Date
    00:41
    Getting to Know Each Other - Closely! Fucking on the First Date
    Emily Adaire
    8.4K views
    German shemale surprised date partner
    01:09
    German shemale surprised date partner
    Kim Wagner
    1.1M views
    My first date with Adele, part 4...
    01:34
    My first date with Adele, part 4...
    76K views
    Home service tranny seduces a horny dude
    19:03
    Home service tranny seduces a horny dude
    Trans Cloud
    30.9K views
    She fucks on first date
    26:13
    She fucks on first date
    105.1K views
    your first time: she will slowly stretch you and then fuck u
    02:20
    your first time: she will slowly stretch you and then fuck u
    716.9K views
    Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    26:04
    Guy Fucks Blonde Skinny Shemale on First Date Outdoors
    Shemale TS Collection
    898 views

    Relevant Short videos

    Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    Dirty GamesxXx
    354 views
    Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    Shemale TS Collection
    365 views
    Our first date went well
    Our first date went well
    AcrylicCloud
    6.8K 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
    8.4K views
    Emotional moment from "Tgirl Riley anally used and pleasured on a first date"
    Emotional moment from "Tgirl Riley anally used and pleasured on a first date"
    Tgirl Riley
    1.5K views
    Iconic moment from "Tgirl Riley anally used and pleasured on a first date"
    Iconic moment from "Tgirl Riley anally used and pleasured on a first date"
    Tgirl Riley
    1.3K views
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    03:02
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    TS Cadence Caliber
    128.5K views
    Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
    08:12
    Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
    Shemale TS Collection
    970 views
    Elizabeth Stewart breeds her boy
    11:19
    Elizabeth Stewart breeds her boy
    Elizabeth Stewart
    449.8K views
    Beautiful trans Chanel Santini rides cock on the first date
    06:15
    Beautiful trans Chanel Santini rides cock on the first date
    Transsensual
    120K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.2M views
    GenderX - Casey Kisses Tied Up & Fucked On First Date
    12:48
    GenderX - Casey Kisses Tied Up & Fucked On First Date
    GenderX
    32.8K views
    Crossdressed lad tricks a new buddy into fucking
    17:48
    Crossdressed lad tricks a new buddy into fucking
    3.5M views
    first date right in the ass fucked tranny shows lover what a hard cock is
    17:58
    first date right in the ass fucked tranny shows lover what a hard cock is
    onlyvidz
    55.8K views
    German tranny gets fucked by teacher!
    10:03
    German tranny gets fucked by teacher!
    Kim Wagner
    831.4K views
    SweetCakeTS - Crystal Vias Getting Ready for the First Date
    01:48
    SweetCakeTS - Crystal Vias Getting Ready for the First Date
    SweetcakesTee
    19.3K views
    Teen fucked with Friend in Parents’ Bed
    15:10
    Teen fucked with Friend in Parents’ Bed
    NCPORNO
    897.3K views
    GenderX - Trans Hottie Casey Kisses Fucks On First Date
    12:54
    GenderX - Trans Hottie Casey Kisses Fucks On First Date
    GenderX
    145.3K views
    Sue Lightning wants to suck cock before her date
    07:26
    Sue Lightning wants to suck cock before her date
    Pure Ts
    806.5K views
    Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
    08:12
    Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
    Shemale TS Collection
    1.2K views
    straight man deflowered
    00:44
    straight man deflowered
    97.4K views
    I never wear panties on a first date
    05:07
    I never wear panties on a first date
    cd_aysemmm
    3.2K views
    German tourist fucks bareback skinny shemale anal pov
    11:50
    German tourist fucks bareback skinny shemale anal pov
    Transen-von-Nebenan
    266.4K views
    Big Tranny fucks guy Dustin on first date
    02:00
    Big Tranny fucks guy Dustin on first date
    Trans 500
    73K views
    The Calling Girl
    11:12
    The Calling Girl
    TS Seduction by Kink
    102.8K views
    Victoria Lecherri's first date fantasy (with you?)
    14:09
    Victoria Lecherri's first date fantasy (with you?)
    Victoria Lecherri
    8.7K views
    Naive guy get seducated by pervert trannies
    04:31
    Naive guy get seducated by pervert trannies
    Femdom Austria TS
    187.1K views
    Appartment69 #2 getting myself a date
    08:12
    Appartment69 #2 getting myself a date
    Johannesgaming
    2.6K views
    Trap takes BWC for the first time from daddy
    00:54
    Trap takes BWC for the first time from daddy
    3M views
    Cute Trannys Sex on the First Date
    22:13
    Cute Trannys Sex on the First Date
    83.4K views
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    12:33
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    Futanari XXX
    21.3M views
    First minutes of a sex date
    06:26
    First minutes of a sex date
    13.3K views
    Don't cum to fast
    03:09
    Don't cum to fast
    433.2K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    xHamster

    • Press
    • 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

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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