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
    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
    • Homemade
    • Mature
    • 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
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M 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
    574.2K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M 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
    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
    628.4K views
    A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    11:35
    A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    Harinni
    13.3K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    28:31
    Big Tit Tranny Barbara Fucks Tinder Date for the First Time in the Ass
    Shemale TS Collection
    3.3K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    301.5K views
    Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    08:12
    Fantasy Dating: Futa Ladyboy With Big Cock Fucks Is Having Sex With Sexy MILF For The First Time Part 6
    Dirty GamesxXx
    996 views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.9M views
    TS TRAP SISSY DATE HIKE
    06:16
    TS TRAP SISSY DATE HIKE
    1.3M views
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    08:12
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    Elizabeth Stewart
    290.4K 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!
    AdultTime
    224.3K views
    surprise she has dick
    07:34
    surprise she has dick
    254.3K 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
    177.4K views
    Emily Adaire TS surprises her one night stand in a trenchcoat
    13:02
    Emily Adaire TS surprises her one night stand in a trenchcoat
    Emily Adaire
    347.5K views
    Beril, who combines with her lover for a date, has a hard time deciding what to wear.
    05:32
    Beril, who combines with her lover for a date, has a hard time deciding what to wear.
    Usaberilx
    5.1K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.1M views
    Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky
    13:02
    Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky
    Devils tgirls
    140.3K views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M views
    Emily's First Day with A Stange Lesbian Woman _ Dating Sex : Futanari Affairs
    09:19
    Emily's First Day with A Stange Lesbian Woman _ Dating Sex : Futanari Affairs
    Asura
    11.1K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Sergeant Miles enjoys his first TRANS date with inked hottie
    06:16
    Sergeant Miles enjoys his first TRANS date with inked hottie
    98.7K views
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    03:03
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    Elizabeth Stewart
    494.1K views
    ADULT TIME - Pristine Edge Begs For More As Her Trans Date Goes To TOWN ON HER PUSSY!
    13:02
    ADULT TIME - Pristine Edge Begs For More As Her Trans Date Goes To TOWN ON HER PUSSY!
    AdultTime
    144K views
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    394.9K views
    ADULT TIME - Trans Babe Cherry Mavrik Stretches Out Janie Blade's Trans Asshole Before Her Date!
    13:02
    ADULT TIME - Trans Babe Cherry Mavrik Stretches Out Janie Blade's Trans Asshole Before Her Date!
    AdultTime
    172.5K views
    REAL SHEMALE HOOKER VISIT - German homemade latina cum
    13:29
    REAL SHEMALE HOOKER VISIT - German homemade latina cum
    Transen-von-Nebenan
    1.2M views
    I dated 2 guys at the same time
    06:17
    I dated 2 guys at the same time
    Chantal Fouet
    4K views
    massage, uffffff
    05:11
    massage, uffffff
    1M views
    Time to get ready to go out.
    00:17
    Time to get ready to go out.
    10.1K views
    TSVirtualLovers - Slow Massage
    09:03
    TSVirtualLovers - Slow Massage
    TS Virtual Lovers
    1.5M views
    Hoseman Date Night time to go and suck & fuck!
    05:10
    Hoseman Date Night time to go and suck & fuck!
    5.4K views
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.6M views
    First Date and First Scene
    06:12
    First Date and First Scene
    Pure Ts
    109.7K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    my first date with a transgender girl.
    18:03
    my first date with a transgender girl.
    656.9K views
    German shemale surprised date partner
    01:09
    German shemale surprised date partner
    Kim Wagner
    1.1M views
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    04:48
    Hina's First Date - Futanari Public Cum, Public Piss, Anal Sex, Backshots, and More!
    AgentRedGirl
    563.3K views
    She can't stop pounding that almost virgin ass
    06:15
    She can't stop pounding that almost virgin ass
    1.6M views
    BOBSTGIRLS - Lovely Amanda Riley’s First Date Turns Wild
    03:12
    BOBSTGIRLS - Lovely Amanda Riley’s First Date Turns Wild
    Bobs TGirls
    196.4K views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
    I FUCK ON THE FIRST DATE
    07:37
    I FUCK ON THE FIRST DATE
    Third sex XXX
    2.3M views
    First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    1.8M views
    First date magic
    08:12
    First date magic
    Pure Ts
    274.1K views
    You will never forget your first time with shemale babe Mel
    12:07
    You will never forget your first time with shemale babe Mel
    Tranny Newbies
    1M 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