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

    First Time Swinging Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Swinging
    Time
    First
    First Time
    First Time Trans
    Swinging Balls
    First Time Sex
    First Time Shemale
    First Time Fuck
    First Time Cum
    Anal First Time
    Swinging Meat
    First Time Lesbian
    First Time Mature
    First Time BBC
    Amateur First Time
    First Time Amateur
    First Time TS
    Crossdresser First Time
    First Time Tranny
    Best Videos
    By clicking the content you will also see an ad. AD
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    It's getting horny. For the first time I took my ass a little harder.2024
    08:50
    It's getting horny. For the first time I took my ass a little harder.2024
    7.4K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    Our First Fisting Session with obeyladymk
    01:56
    Our First Fisting Session with obeyladymk
    Jasmine_dlight
    7.4K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Butt Slut Riding Mistress Obeyladymk Giant Cock
    01:32
    Butt Slut Riding Mistress Obeyladymk Giant Cock
    Jasmine_dlight
    5.7K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    Extreme Anal Fisting in the Swing Elbow Deep, Rose and Prolapse
    00:36
    Extreme Anal Fisting in the Swing Elbow Deep, Rose and Prolapse
    Jasmine_dlight
    46.4K 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
    obeyladymk & jadestorm8 Deep Fisting jasmine_dlight & Huge Strapon - Shemale Anal Slut
    02:45
    obeyladymk & jadestorm8 Deep Fisting jasmine_dlight & Huge Strapon - Shemale Anal Slut
    Jasmine_dlight
    17.4K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.1M views
    Swinging good time!
    04:48
    Swinging good time!
    11.9K 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
    Trailer Trans Barbiemfslut outdoor resort evening with MassagebyBlack on TheFlourishFetish BDSM Channel
    01:33
    Trailer Trans Barbiemfslut outdoor resort evening with MassagebyBlack on TheFlourishFetish BDSM Channel
    theflourishxxx
    1.7M 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
    Sissy Riding Dildo and Swinging Her Clitty
    06:43
    Sissy Riding Dildo and Swinging Her Clitty
    Elise Woods
    4K views
    Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
    17:11
    Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
    Transfixed
    1.6M views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    71.8K 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
    My first time with a trans girl !!
    14:58
    My first time with a trans girl !!
    Lina Mila
    2.1M views
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    10:25
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    Trans Angels
    9M views
    First Time Glory Hole
    09:03
    First Time Glory Hole
    435.5K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
    20:51
    MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
    yesid
    1.1M views
    Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    3.6M views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
    First time with a tranny (shemale) and we enjoy tasty cock
    07:11
    First time with a tranny (shemale) and we enjoy tasty cock
    2.8M 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
    My first time with a real transsexual...
    08:12
    My first time with a real transsexual...
    She-Male X
    664.4K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22M views
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    03:12
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    Femout
    18.8K 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
    TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
    10:25
    TRANS ANGELS - Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out To Suck - TRANS ANGELS
    Trans Angels
    747.7K views
    surprise she has dick
    07:34
    surprise she has dick
    254.3K 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
    712.4K views
    GenderX - Fucking My Trans Stepsister
    12:53
    GenderX - Fucking My Trans Stepsister
    GenderX
    1M views
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    03:11
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    Femout
    651.2K views
    massage, uffffff
    05:11
    massage, uffffff
    1M views
    Beograd first time with transgirl
    01:59
    Beograd first time with transgirl
    391.4K 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
    7.5M views
    M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
    01:29:57
    M584G02 My son who has returned for the first time in a few years is a transcendental transsexual.
    M MBM3988
    910.4K views
    mandy having sex for the first time
    17:31
    mandy having sex for the first time
    75K views
    Young guy fucked in the ass for the first time by a tranny
    17:25
    Young guy fucked in the ass for the first time by a tranny
    1M views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M 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
    Sydney Summers and Princess Emmy Give Up On Men
    13:14
    Sydney Summers and Princess Emmy Give Up On Men
    hothotfilms
    1.4M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Swinging

    • Beautiful First Time
    • First Experience
    • First Time Full
    • First Timer
    • Xxx XXX XXX XXX XXX 2025
    • Russian Boy Girl
    • Outdoor
    • Real Virgin
    • Beautiful Thai
    • Xxxx 2015
    • First Time Virgin
    • Friend
    • Boyfriend Surprise
    • Russian College Student
    • First Night
    • Fucked by Stranger
    • Ladyboy From Cambodia
    • Verbal Mature
    • 18 Year School Girl
    • Virtual and Real Sex

    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