PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    • Black
    • Big Cock
    • 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
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Cuckold Experience Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    too big for my first anal experience, it hurt so much
    05:07
    too big for my first anal experience, it hurt so much
    cd_aysemmm
    2.6K views
    An After-dark Solo Experience Crafted for Mature Tastes, Privacy, and Personal Enjoyment
    08:12
    An After-dark Solo Experience Crafted for Mature Tastes, Privacy, and Personal Enjoyment
    Reynaldo6
    just added
    Hoping to experience my first time with Anal
    00:54
    Hoping to experience my first time with Anal
    22.5K views
    DEVILS TGIRLS - Sexy Trans Kasey Kei Gives Gorgeous Jesse Pony Her First Trans Experience
    13:12
    DEVILS TGIRLS - Sexy Trans Kasey Kei Gives Gorgeous Jesse Pony Her First Trans Experience
    Devils tgirls
    92.1K views
    First gloryhole experience for Sofia Obregon
    05:02
    First gloryhole experience for Sofia Obregon
    Trans 500
    37.6K views
    Your first shemale experience will be unforgettable
    12:46
    Your first shemale experience will be unforgettable
    Tranny Newbies
    76.7K views
    Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 2
    09:40
    Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 2
    KamenKnight
    3.3K views
    First sexual experience with a hot transvestite
    03:48
    First sexual experience with a hot transvestite
    Avantajadas
    29.3K views
    I Was Experimenting with a Tunnel Plug for the First Time.
    07:03
    I Was Experimenting with a Tunnel Plug for the First Time.
    FapHouse
    2.6K views
    Marilyn Moore has her first transsexual experience
    06:19
    Marilyn Moore has her first transsexual experience
    TS Factor
    112.4K views
    My first experience with a lady boy!
    08:12
    My first experience with a lady boy!
    She-Male X
    15.2K views
    First anal experience
    10:10
    First anal experience
    24.3K views
    Transsexual full experience
    08:13
    Transsexual full experience
    FapHouse
    6.3K views
    A Slow, Personal Solo Experience, Trans Confidence and Authentic Vibes
    00:51
    A Slow, Personal Solo Experience, Trans Confidence and Authentic Vibes
    FapHouse
    437 views
    I gave my young stepson his first oral sex experience
    05:08
    I gave my young stepson his first oral sex experience
    cd_aysemmm
    5.3K views
    All About Me: Sharing Personal Stories and Experiences
    06:01
    All About Me: Sharing Personal Stories and Experiences
    Crossdresserkitty
    5.9K views
    My First Bareback Shemale Sex Experience
    10:15
    My First Bareback Shemale Sex Experience
    Bare Backed Shemales
    56K views
    Sexy BBC has his first sexual experience with a horny shemale neighbor
    05:26
    Sexy BBC has his first sexual experience with a horny shemale neighbor
    Enter Tranz
    8K views
    I gave my stepson his first sickle experience
    05:07
    I gave my stepson his first sickle experience
    cd_aysemmm
    4.1K views
    A Deeply Personal Solo Experience by a Trans Creator, Calm, Intimate, and Fully Authentic
    01:17
    A Deeply Personal Solo Experience by a Trans Creator, Calm, Intimate, and Fully Authentic
    Reynaldo6
    318 views
    Solo, Real, and Unapologetic, a Trans Experience Shared with Confidence
    00:48
    Solo, Real, and Unapologetic, a Trans Experience Shared with Confidence
    Reynaldo6
    just added
    Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 1
    06:23
    Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 1
    KamenKnight
    2K views
    I gave my young his first oral experience
    05:08
    I gave my young his first oral experience
    cd_aysemmm
    2.2K views
    Moore has her first transsexual experience with Venus L
    04:33
    Moore has her first transsexual experience with Venus L
    6.8K views
    My First Bareback Shemale Sex Experience
    07:16
    My First Bareback Shemale Sex Experience
    54.3K views
    You like
    00:27
    You like
    Karma Rainbow Smith D
    10.1K views
    Trannies have first jerk off experience
    13:49
    Trannies have first jerk off experience
    13.2K views
    My first oral sex experience with my stepfather
    05:07
    My first oral sex experience with my stepfather
    cd_aysemmm
    5.6K views
    Beautiful Big Cock
    01:37
    Beautiful Big Cock
    FapHouse
    883 views
    Our first oral experience with my stepson
    05:07
    Our first oral experience with my stepson
    cd_aysemmm
    2.1K views
    Moore has her first transsexual experience with Venus L
    04:33
    Moore has her first transsexual experience with Venus L
    5.6K views
    (Preview) College Experimenting with Butt Plug
    00:16
    (Preview) College Experimenting with Butt Plug
    Neuro_Nakakuma
    2.3K views
    Training to become a sissy cuckold
    03:26
    Training to become a sissy cuckold
    amatorxxx
    630.6K views
    Wife let me wear her clothes and sissygasm
    06:24
    Wife let me wear her clothes and sissygasm
    FapHouse
    29.6K views
    Shemale world gameplay part 13
    07:20
    Shemale world gameplay part 13
    Amaran
    13.4K views
    TOY TIME FIRST THING IN THE MORNING
    01:52
    TOY TIME FIRST THING IN THE MORNING
    TWERKINGBOYS
    3.4K views
    Instinct Unleashed gameplay parte 1
    35:13
    Instinct Unleashed gameplay parte 1
    jackyxxx
    11.2K views
    Double Deep Throat Blowjob Training With Olivia with Huge Plastic Dildo
    06:30
    Double Deep Throat Blowjob Training With Olivia with Huge Plastic Dildo
    Asura
    6.2K views
    Olivia Puts Chastity Cage on My Cock
    05:23
    Olivia Puts Chastity Cage on My Cock
    FapHouse
    4.7K views
    Be Mine Only Mine
    03:24
    Be Mine Only Mine
    FapHouse
    3.3K views
    MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS
    19:58
    MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS
    Altmodelbox
    23.3K views
    Futanari Stepmom Worries About Stepson Max's Appointment
    05:43
    Futanari Stepmom Worries About Stepson Max's Appointment
    Asura
    8.9K views
    When Sera and Beril are alone at home, they have sex and get caught!
    06:08
    When Sera and Beril are alone at home, they have sex and get caught!
    Usaberilx
    2.5K views
    Slutt Crossdresser tells bbc cuckold story and plays it out. The bbc fucks his hot white wife
    06:52
    Slutt Crossdresser tells bbc cuckold story and plays it out. The bbc fucks his hot white wife
    MadisonCD2025
    1.1K views
    What A Convenient Trick by Futanari Kate
    05:14
    What A Convenient Trick by Futanari Kate
    FapHouse
    3.2K views
    Alex Wants To Be Treated Like a Woman and Adores Her Own Body More Than Anything
    09:36
    Alex Wants To Be Treated Like a Woman and Adores Her Own Body More Than Anything
    FapHouse
    1K views
    Hot BlackSharon tries her masturbator for the first time on her live cam
    05:37
    Hot BlackSharon tries her masturbator for the first time on her live cam
    Blacksharon
    16K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Cuckold Experience

    • Travestiet slaaf
    • Zuigende shemale-compilatie
    • Zonder Condoom Op Zijn Hondjes
    • Anale instructies
    • Plassen compilatie
    • Sissy-Feminisering
    • Sissy komt klaar
    • Eerste shemale-ervaring
    • Hoge hakken travestie en kousen
    • Maagden neukpartij
    • Familie voorraad
    • Transen-von-Nebenan
    • Geruïneerde orgasmes
    • Slordige pijpbeurten
    • Rijpe achtervolging
    • Park cruising
    • Maximum perversum extreme pervert
    • Crossdresser cruising
    • Sissy verpleegster
    • Zal je laten klaarkomen
    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