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
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Time Masturbating Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire
    12:55
    she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire
    Emily Adaire
    272.8K views
    First time working out with new gym buddy - Emily Adaire fucks new Tantaly sex doll
    20:36
    First time working out with new gym buddy - Emily Adaire fucks new Tantaly sex doll
    Emily Adaire
    67.6K views
    sissy first-time anal orgasm
    01:25
    sissy first-time anal orgasm
    Pinkyfoot
    46.5K views
    skinny teen femboy getting fucked first time
    08:12
    skinny teen femboy getting fucked first time
    Fembaby
    26.2K views
    Virgin Sissy Housewife Fucked with Dildo for the First Time
    12:44
    Virgin Sissy Housewife Fucked with Dildo for the First Time
    SissyHousewife
    3K views
    He came inside me for the first time
    05:07
    He came inside me for the first time
    cd_aysemmm
    2.3K views
    First time completely riding this 20x5cm Dildo! And some Selffisting!
    01:16
    First time completely riding this 20x5cm Dildo! And some Selffisting!
    Wormhole94
    1.6K views
    Shemale porn auditions with Katie Fox and  TS Sophie
    07:27
    Shemale porn auditions with Katie Fox and TS Sophie
    Katie Fox
    355.2K views
    Kinky X Mas Sissy Slut - Santas little Slut - Big Bells - Big Balls - Big Cock - Condom Pee Orgasm
    11:44
    Kinky X Mas Sissy Slut - Santas little Slut - Big Bells - Big Balls - Big Cock - Condom Pee Orgasm
    Sissy Slut Chantal Sweet
    4.2K views
    Trans girl likes anal toy
    03:31
    Trans girl likes anal toy
    Rana Katana
    107.7K views
    Chantal Sweet - Chapter 2 - Cute German Sissy Bounce her Bubble Butt on Huge Cocks
    06:35
    Chantal Sweet - Chapter 2 - Cute German Sissy Bounce her Bubble Butt on Huge Cocks
    Sissy Slut Chantal Sweet
    1.6K views
    My first and in my mouth.
    08:38
    My first and in my mouth.
    Veronika37vera
    18.8K views
    Discrete tops are fun
    01:40
    Discrete tops are fun
    Karma Rainbow Smith D
    12.4K views
    Indian shemale Masturbation
    05:11
    Indian shemale Masturbation
    ShahinTS
    7.6K views
    CUMSHOT WHEN SEXTING WITH LIVE WEBCAM CHATTING HOT BOOTY BIG ASS SMOOTH SKIN MODEL CROSSDRESSER PORN
    07:29
    CUMSHOT WHEN SEXTING WITH LIVE WEBCAM CHATTING HOT BOOTY BIG ASS SMOOTH SKIN MODEL CROSSDRESSER PORN
    Crossdresserkitty
    7.7K views
    Sizzling Secretary Vibes: Kitty Stuns in a Blue Dress as the Ultimate Femboy Icon!
    06:05
    Sizzling Secretary Vibes: Kitty Stuns in a Blue Dress as the Ultimate Femboy Icon!
    Crossdresserkitty
    8.4K views
    Dick
    00:56
    Dick
    Karma Rainbow Smith D
    6.5K views
    Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
    05:36
    Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
    Crossdresserkitty
    4.4K views
    A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
    05:21
    A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
    Assexploringmachin
    4.1K views
    Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl
    06:40
    Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl
    Crossdresserkitty
    8.6K views
    Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
    08:13
    Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
    Crossdresserkitty
    7.1K views
    Whatever love step up
    00:55
    Whatever love step up
    Karma Rainbow Smith D
    41.3K views
    Cute Pink Kitty: Unleashing the Sexy Femboy Energy
    05:19
    Cute Pink Kitty: Unleashing the Sexy Femboy Energy
    Crossdresserkitty
    3.7K views
    We Are Having a Hot Bath With My Cute Cock Under Hot Shower Pre Cumming Masturbation Cute Ladyboy
    10:29
    We Are Having a Hot Bath With My Cute Cock Under Hot Shower Pre Cumming Masturbation Cute Ladyboy
    Crossdresserkitty
    3.9K views
    Embrace the Dark Side: Transgender Crossdresser's Sizzling Gothic Look!
    06:05
    Embrace the Dark Side: Transgender Crossdresser's Sizzling Gothic Look!
    Crossdresserkitty
    3.5K views
    Bent Down Desert Dancer Big Ass Lady Boy Cosplayer Model Hot Sissy
    06:05
    Bent Down Desert Dancer Big Ass Lady Boy Cosplayer Model Hot Sissy
    Crossdresserkitty
    4.7K views
    Babe Ladyboy Model on Photo Session Cute Sexy Hot Shemale
    08:00
    Babe Ladyboy Model on Photo Session Cute Sexy Hot Shemale
    Crossdresserkitty
    4.9K views
    Self Palpate Big Ass Booty Shemale in a Very Hot Style of Bending Down
    09:07
    Self Palpate Big Ass Booty Shemale in a Very Hot Style of Bending Down
    Crossdresserkitty
    5.3K views
    Hot Sexy Party Dress Yummy Ladyboy Model Cosplayer
    06:39
    Hot Sexy Party Dress Yummy Ladyboy Model Cosplayer
    Crossdresserkitty
    5.3K views
    BUBBLE BUTT. Hot Shemale Model Crossdresser Sissy Homemade Amateur Dancer and Cosplayer Kitty
    23:08
    BUBBLE BUTT. Hot Shemale Model Crossdresser Sissy Homemade Amateur Dancer and Cosplayer Kitty
    Crossdresserkitty
    5.6K views
    I am a Boy Sexy Pink Ass Short Mini Skirt Big Butt Sissy Shemale Big Ass Booty Lady Boy Tranny Trap
    07:49
    I am a Boy Sexy Pink Ass Short Mini Skirt Big Butt Sissy Shemale Big Ass Booty Lady Boy Tranny Trap
    Crossdresserkitty
    7.5K views
    Big Butt White Slut Sissy Crossdresser Lady Boy Young Virgin Big Ass
    06:19
    Big Butt White Slut Sissy Crossdresser Lady Boy Young Virgin Big Ass
    Crossdresserkitty
    4.9K views
    Verse cock tease
    00:13
    Verse cock tease
    Karma Rainbow Smith D
    3.1K views
    Femboy play with plugs and large analbeads
    10:01
    Femboy play with plugs and large analbeads
    2.4K views
    I am a Cute Ladyboy in Mini Skirt and My White Beautiful Body
    19:09
    I am a Cute Ladyboy in Mini Skirt and My White Beautiful Body
    Crossdresserkitty
    6.8K views
    Shemale Self Ass Spanking White Body Big Butt Booty
    06:48
    Shemale Self Ass Spanking White Body Big Butt Booty
    Crossdresserkitty
    3.7K views
    Cute Big Ladyboy Legs Sexy Kitty Shemale Cosplayer Horny Cute Cock
    07:48
    Cute Big Ladyboy Legs Sexy Kitty Shemale Cosplayer Horny Cute Cock
    Crossdresserkitty
    3.8K views
    Sissy Slut White Body Big Butt Big Ass Sexy Crossdresser
    07:27
    Sissy Slut White Body Big Butt Big Ass Sexy Crossdresser
    Crossdresserkitty
    4.2K views
    Zoya Shezadi Going to Secret Small Room to Mood Fresh for Myself
    03:52
    Zoya Shezadi Going to Secret Small Room to Mood Fresh for Myself
    Zoyasazadai
    just added
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    81.1K 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
    First time with my TS stepsister
    01:37
    First time with my TS stepsister
    David Rey
    559.1K 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
    71.4K views
    First Time Trans Alice Gets Wrecked
    08:12
    First Time Trans Alice Gets Wrecked
    Sampasex Trans
    82.4K views
    Shemale fucks Petite transgirl for the first time in the New Year
    26:23
    Shemale fucks Petite transgirl for the first time in the New Year
    Kapri Sun
    369.9K views
    Freya Frostnymph frotting for the first time
    04:25
    Freya Frostnymph frotting for the first time
    Freya Frostnymph
    271.4K views
    First Time Feminized Means First Time Fucked in the Ass
    12:21
    First Time Feminized Means First Time Fucked in the Ass
    Bailey Wilde
    88.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Masturbating

    • First Time Cum in Mouth
    • Cumming Harder Then Ever Before
    • Japanese 18 Year Virgin
    • Extreme Orgasm
    • You Are a Pretty Little Sissy Princess
    • Step Mom Fucks Young and Old Boy
    • Family Secrets Full Movie
    • Homemade Cute Teen Big Cock Fucked 18yo
    • Hotel Room With Stepmom
    • Home Alone Masturbating
    • Mature Solo Anal Fingering
    • Real Secret Sex
    • Uncontrollable Intense Shaking Orgasm
    • 12
    • First Taste of Cum
    • Accidental Ejaculation During Massage
    • All My Roommates Love 10 Part 1
    • Beautiful Femboy
    • 50 Free Hands Cumshots Compilation
    • Post Op Masturbation

    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