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
    • Shemale Fucks Shemale
    • Black
    • 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
    -60%
    Dating
    Subscriptions
    • Upload
    Santa Brings the Savings🎅 A Holiday Gift from Faphouse
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Shemale Fucks Shemale
    • Black
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Cum In Mouth
    • Blowjob
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Time With Trans Woman Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Woman
    Time
    Trans With Woman
    First Time With
    Trans Woman
    Woman Trans
    Trans First
    With Woman
    Trans Cum
    Trans Man
    Trans Threesome
    Indian Trans
    Trans Girl
    Crossdresser First Time
    Trans Orgy
    Young First Time
    Trans Cumming
    Trans Surprise
    Trans Mom
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    579.6K views
    Agatha Mama on Teaching My Stepcousin to Eat a Trans Woman for the First Time
    08:12
    Agatha Mama on Teaching My Stepcousin to Eat a Trans Woman for the First Time
    Agatha Mama
    7.6K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    2.9M views
    First Time Frat Boy College Student Fucks Trans Woman in Chastity
    01:53
    First Time Frat Boy College Student Fucks Trans Woman in Chastity
    Jake Grand
    28.9K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10M views
    First Time Shaggy Fucks a Trans Woman
    01:25
    First Time Shaggy Fucks a Trans Woman
    Jake Grand
    11.9K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3M views
    First Time Frat Boy Fucks Trans Woman in Chastity
    01:51
    First Time Frat Boy Fucks Trans Woman in Chastity
    Jake Grand
    2.4K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    284.6K views
    Shaggy Fucks a Trans Woman for the First Time
    01:27
    Shaggy Fucks a Trans Woman for the First Time
    Jake Grand
    2.7K 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
    257.6K views
    First Time Rapper Fucks Trans Woman in Chastity
    02:10
    First Time Rapper Fucks Trans Woman in Chastity
    Jake Grand
    2.9K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    First Time Rapper Fucks Hot Trans Woman in Chastity
    01:40
    First Time Rapper Fucks Hot Trans Woman in Chastity
    Jake Grand
    2.6K 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
    20.4M views
    First Time Celebrity Fucks Trans Woman in Chastity
    02:17
    First Time Celebrity Fucks Trans Woman in Chastity
    Jake Grand
    3.6K 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
    356.6K views
    My First Time with Jessy Dubai
    08:12
    My First Time with Jessy Dubai
    masculinejason
    17.6K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    1.9M views
    Male's First Time With Transgender
    06:15
    Male's First Time With Transgender
    178.8K 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
    305.1K views
    DEVILS TGIRLS - Beauty Spencer Bradley Fucks For Her First Time With A Trans And It's Korra Del Rio
    12:05
    DEVILS TGIRLS - Beauty Spencer Bradley Fucks For Her First Time With A Trans And It's Korra Del Rio
    Devils tgirls
    493.2K views
    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
    5.7M views
    young sexy ladyboy first time with her sugar daddy suck fuck cum
    16:57
    young sexy ladyboy first time with her sugar daddy suck fuck cum
    HeShexxx
    91.3K views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M views
    Her first time with a Shemale
    23:44
    Her first time with a Shemale
    780.1K views
    GenderX - Wife Wants Husband To Fuck Her Trans Friend
    12:54
    GenderX - Wife Wants Husband To Fuck Her Trans Friend
    GenderX
    2.6M views
    First Time with Milk
    05:27
    First Time with Milk
    ArdaFennec1
    274.5K views
    Shemale Fucks Hot Housewife
    25:07
    Shemale Fucks Hot Housewife
    3.3M views
    First Time with Chance
    01:40
    First Time with Chance
    Princess Udders
    830 views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
    Shemale first time with girl
    00:39
    Shemale first time with girl
    26.2K views
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.6M views
    Me and my girls first time with a tranny
    11:27
    Me and my girls first time with a tranny
    Shemales Fuck Couples
    55.4K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    957.2K views
    A sexy trans woman serves customers in her tavern
    05:45
    A sexy trans woman serves customers in her tavern
    P PoloBigWin
    12.1K views
    surprise she has dick
    07:34
    surprise she has dick
    246K views
    POV blowjob from a beautiful 20-year-old trans woman
    06:09
    POV blowjob from a beautiful 20-year-old trans woman
    Ladyboy69
    1.1K views
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    11:07
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    Futanari XXX
    7.2M views
    Injoy Time with Bengali Transgender
    27:08
    Injoy Time with Bengali Transgender
    Red Rose
    11K views
    Sensual massage turns wild
    18:57
    Sensual massage turns wild
    BB Trannies
    661.1K views
    Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
    08:05
    Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
    Saranji
    50.9K views
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    11:55
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    Futanari XXX
    1.3M views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.8M views
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    07:41
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    Gray Perrier
    139.1K views
    Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    3.5M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time With Trans Woman

    • First Time Being Fucked as Crossdresser
    • Wife Catches Husband With Trans
    • Shemale Surprises Straight Guy
    • Very Shy Transgender Girl
    • Step Sister Fucks Virgin Step Brother
    • Unexpected Cock Surprise Trannybizarre
    • Sex Change Surgery Male to Female
    • My Wife's Boyfriend Fuck My Ass
    • Shemales Naked and Fucking
    • Suprise I Have a Dick
    • Lovers of Transexual 01
    • Men Into Women
    • Boys Will Be Girls
    • Cross Dressing Sissy Loses His Virginity
    • Two Transvestites Suck Each Other off
    • Russian Schoolgirl
    • Beautiful Femboy Trap
    • Shemale's Secret
    • Amateur Trannies the Gloryhole
    • Tricked by Tranny

    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 - 2025, 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