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
    -50%
    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
    50% OFF Tokens for NY Ring in 2026 with the right company on xHamsterLive!
    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

    Sons First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Time
    First Time
    Crossdresser First Time
    Young First Time
    First Time Shemale
    First Time Virgin
    First Time Anal
    First Date
    Homemade First Time
    First BBC
    Adult Time
    First Time Trans
    First Time Sissy
    First Time Ladyboy
    Stepsisters First Time
    Sons Girlfriend
    First Sissygasm
    First Time Blowjob
    First Time Tranny
    Best Videos
    By clicking the content you will also see an ad. AD
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1M 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
    897.8K views
    Watching Porn With Trans Step Mom...For Educational Purposes
    12:08
    Watching Porn With Trans Step Mom...For Educational Purposes
    GenderX
    3.1M views
    M584G01 My son who has returned for the first time in 5 years is a transcendental transsexual?
    55:15
    M584G01 My son who has returned for the first time in 5 years is a transcendental transsexual?
    M MBM3988
    1.5M views
    Fuck my TS Stepmom
    06:13
    Fuck my TS Stepmom
    Transsensual
    2.9M views
    FUCKING A TRANS MAN FOR THE FIRST TIME WHAT A RICH SON OF A BITCH
    12:53
    FUCKING A TRANS MAN FOR THE FIRST TIME WHAT A RICH SON OF A BITCH
    DavelionX
    3.1K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    My stepson's dick got hard for the first time
    05:09
    My stepson's dick got hard for the first time
    cd_aysemmm
    2.3K views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.9M views
    My young son got hard for the first time
    05:08
    My young son got hard for the first time
    cd_aysemmm
    12.3K 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
    My young stepson cums for the first time
    05:06
    My young stepson cums for the first time
    cd_aysemmm
    4.8K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    My stepson got hard for the first time, I am so happy
    05:08
    My stepson got hard for the first time, I am so happy
    cd_aysemmm
    4.4K views
    Ts Step Mom Fucks Both Step Sons
    37:58
    Ts Step Mom Fucks Both Step Sons
    1.5M views
    My young stepson cums for the first time
    05:07
    My young stepson cums for the first time
    cd_aysemmm
    4.1K 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
    609K views
    Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck
    07:12
    Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck
    Asura
    48.2K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Step Mom Megan Founds Step Son's Secret : The Sexy Latex Doll
    07:30
    Step Mom Megan Founds Step Son's Secret : The Sexy Latex Doll
    Asura
    2.8K views

    Relevant Short videos

    My stepson's dick got hard for the first time | Clip 1
    My stepson's dick got hard for the first time | Clip 1
    cd_aysemmm
    93 views
    FUCKING A TRANS MAN FOR THE FIRST TIME WHAT A RICH SON OF A BITCH | Clip 1
    FUCKING A TRANS MAN FOR THE FIRST TIME WHAT A RICH SON OF A BITCH | Clip 1
    DavelionX
    62 views
    First time going out like a sissy slut !
    First time going out like a sissy slut !
    MommyThongs
    64.3K views
    Rian uploads for the first time
    Rian uploads for the first time
    18.4K views
    Virgin wanted to have unforgettable first time with both of us
    Virgin wanted to have unforgettable first time with both of us
    AcrylicCloud
    6K views
    First Time Straight Guy Blowjob With Trans girl in a Hotel
    First Time Straight Guy Blowjob With Trans girl in a Hotel
    7.1K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    294.1K views
    Futanari Stepmom Worries About Stepson Max's Appointment
    05:43
    Futanari Stepmom Worries About Stepson Max's Appointment
    Asura
    7.1K views
    SHEMALE STEPDAUGHTER GETTING FUCKED
    10:01
    SHEMALE STEPDAUGHTER GETTING FUCKED
    1.6M 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
    8.9M views
    Trans Stepmom Drains Her Stepson's Cock Of All His Cum!
    13:02
    Trans Stepmom Drains Her Stepson's Cock Of All His Cum!
    Devils tgirls
    791.1K views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    62.7K 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
    279.3K views
    Trap takes BWC for the first time from daddy
    00:54
    Trap takes BWC for the first time from daddy
    3M views
    Trans Stepmom Melanie’s Anal Adventure with Stepson
    12:39
    Trans Stepmom Melanie’s Anal Adventure with Stepson
    GenderX
    151.1K views
    My first time with a trans girl !!
    14:58
    My first time with a trans girl !!
    Lina Mila
    2.1M views
    I fuck my stepmom in the living room of the house and she screams with dolo because I give her pussy
    08:34
    I fuck my stepmom in the living room of the house and she screams with dolo because I give her pussy
    J Joraul
    104.8K views
    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
    01:12
    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
    1M 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 Glory Hole
    09:03
    First Time Glory Hole
    431.7K views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M 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
    565.2K views
    Ladyboy let her Stepdad bangs her ass
    10:10
    Ladyboy let her Stepdad bangs her ass
    285.3K 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
    TS Stepmother cheats in front of her Step Son
    06:08
    TS Stepmother cheats in front of her Step Son
    Transsensual
    630.9K views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    Step mom fucking her step son in a unique position
    00:56
    Step mom fucking her step son in a unique position
    2.2M 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
    GenderX - Fucking My Trans Stepsister
    12:53
    GenderX - Fucking My Trans Stepsister
    GenderX
    1M 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
    706.7K views
    Crossdressed lad tricks a new buddy into fucking
    17:48
    Crossdressed lad tricks a new buddy into fucking
    3.5M 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
    740.6K views
    surprise she has dick
    07:34
    surprise she has dick
    251.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sons First Time

    • Young First Time
    • Beautiful Ladyboy
    • Teen Sissy Boy
    • Cute Small Dick
    • Little Femboy
    • Secret Sissyboy
    • Cum Inside Me
    • Trans Sex 18
    • Tiny Tranny
    • Cumming Hard
    • Step Sister Fucks Virgin Step Brother
    • My First Shemale
    • Beautiful Ladyboy Fucked
    • Cute Small
    • Kimberly 13
    • Homemade 18yo
    • Lady Boys
    • Female to Male Transgender
    • Sissy-Boys
    • Young Anal

    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