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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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

    Friends First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Friend
    Time
    First Time
    First Time Crossdressing for Friend
    First Time With My Transvestite Friend
    Young First Time
    First Time Shemale
    First Time Virgin
    First Time Anal
    Homemade First Time
    First Date
    First BBC
    Cd First Time
    First Time Trans
    Adult Time
    Sissy First Time
    First Time Ladyboy
    First Blowjob
    Stepsisters First Time
    Best Videos
    By clicking the content you will also see an ad. AD
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    My first time with a trans. Part 1 While my friend rests
    06:06
    My first time with a trans. Part 1 While my friend rests
    PalmasRecordsMen
    139.5K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    I WENT TO SEE MY TRANS FRIEND AND WE HAD SEX FOR THE FIRST TIME I GAVE MY ASS AND TOOK CUM IN MY MOUTH
    11:14
    I WENT TO SEE MY TRANS FRIEND AND WE HAD SEX FOR THE FIRST TIME I GAVE MY ASS AND TOOK CUM IN MY MOUTH
    MARCIO BAIANO
    160.8K 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 with my transvestite friend
    04:59
    First time with my transvestite friend
    Avantajadas
    179.5K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Me fisting a friend for the first time
    02:10
    Me fisting a friend for the first time
    Amanda lovetoys
    11.6K 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
    6M views
    First Time Four Fingers in Buddys Tight Ass He Took It All
    05:42
    First Time Four Fingers in Buddys Tight Ass He Took It All
    Panitu5
    3.2K 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
    623.1K views
    Young trans man puts a big dildo in his hole for the first time.
    06:08
    Young trans man puts a big dildo in his hole for the first time.
    Dicktrassy dicktrassy
    8.4K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.1M views
    First time fuck for a teen shemale
    08:05
    First time fuck for a teen shemale
    Jolie and Friends
    153.7K views
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    15:07
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    GenderX
    2.6M views
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    16:56
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    NightSisterLil1
    57.5K 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
    21.2M views
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    08:50
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    TinaQueen_noa
    20.8K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    298.1K views
    The Homebody Neighbor. Porn comics
    05:55
    The Homebody Neighbor. Porn comics
    P PoloBigWin
    3.9K 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
    285.6K views
    TRANSFIXED - Horny Michael DelRay Has His First Trans Experience With Gorgeous Friend Jade Venus
    12:05
    TRANSFIXED - Horny Michael DelRay Has His First Trans Experience With Gorgeous Friend Jade Venus
    Transfixed
    120K views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.9M views
    Shemale Ariel and Dante are friends between benefits
    06:14
    Shemale Ariel and Dante are friends between benefits
    348.9K views
    surprise she has dick
    07:34
    surprise she has dick
    253K views
    Trans Couple Love Sex 2025 Latest Cartoon Sex Animation
    05:05
    Trans Couple Love Sex 2025 Latest Cartoon Sex Animation
    d dollysex
    4.4K 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
    341.4K views
    Finger First Then My Hard Cock Pure Pleasure
    05:44
    Finger First Then My Hard Cock Pure Pleasure
    Panitu5
    5K 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
    388.7K views
    Stepdad watches my gay ass
    05:29
    Stepdad watches my gay ass
    Buddy rider
    10.6K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22M views
    Asian Big Tits Nurse Finds Out Her Disabled Patient Has A Cock
    05:10
    Asian Big Tits Nurse Finds Out Her Disabled Patient Has A Cock
    d dollysex
    2.5K 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
    Trans Janette Jones Creampied by straight friend
    06:47
    Trans Janette Jones Creampied by straight friend
    39.9K views
    Beautiful Latine Trans Goddess cums riding ActorFab's big cock
    10:26
    Beautiful Latine Trans Goddess cums riding ActorFab's big cock
    ActorFab
    2M views
    Becoming Friend with Ashley Again & Chat About Her Friend
    08:05
    Becoming Friend with Ashley Again & Chat About Her Friend
    Asura
    3.3K views
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    15:08
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    PansexualX
    6.4M views
    Ezra Has Genitalia??? He's A Boy or A Girl?
    06:59
    Ezra Has Genitalia??? He's A Boy or A Girl?
    Asura
    3.6K views
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.6M views
    Shemale sloppytoppy seduce straight friend
    05:11
    Shemale sloppytoppy seduce straight friend
    Buddy rider
    7.1K views
    The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
    15:07
    The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
    Futanari XXX
    649.3K views
    CUMSHOT IN THE GARDEN BIG COCK HOT BIG LOAD OF CUM SEXY MODEL LADYBOY IN OUTDOORS WHEN MY FRIEND WATCHES ME
    06:35
    CUMSHOT IN THE GARDEN BIG COCK HOT BIG LOAD OF CUM SEXY MODEL LADYBOY IN OUTDOORS WHEN MY FRIEND WATCHES ME
    Crossdresserkitty
    20.1K 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
    485.3K views
    80 THE BEST FRIEND I HAVE, ALWAYS LIKE ME 250920
    00:47
    80 THE BEST FRIEND I HAVE, ALWAYS LIKE ME 250920
    4.9K views
    When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
    44:58
    When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
    Transsexuell and gay club
    1.5M views
    TS friend being flirty
    00:20
    TS friend being flirty
    1.1K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Friends First Time

    • First Time With
    • Fresh Virgin Sex
    • Cumming Inside My Friend
    • Sissy Boy Getting Fucked Hard
    • Amateur Teen Homemade
    • Cute Surprise
    • Hot Young Fuck
    • Hotel Date
    • Cum Too Soon Too Fast
    • Real Man
    • Cum Too Fast
    • Public Night
    • School Girls and Boys
    • He Gave Me Such a Messy Creampie
    • Very Small Dick
    • Virgin Sex
    • Accidentally Cumming
    • Family Honeymoon
    • College Student First Time
    • Shy Girl Seduced

    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