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
    • Shemale Fucks Girl
    • Sissy
    • 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

    Unexpected First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    I arrived by surprise. It was his first time sucking a shemale
    15:30
    I arrived by surprise. It was his first time sucking a shemale
    Shemale Ellyn Trans
    276.2K views
    Sissy tries bigger toy for first time, gets surprised
    08:06
    Sissy tries bigger toy for first time, gets surprised
    Jana the Great
    1.9K views
    Virgin Finn Gets It Really Hard
    06:51
    Virgin Finn Gets It Really Hard
    Kim Wagner
    150.4K views
    Shemale compilation
    06:50
    Shemale compilation
    sexxyAnime
    1K views
    Surprise under my skirt
    01:44
    Surprise under my skirt
    DamiPe
    1.5K views
    Your Private Trans Fantasy, Confident Solo Pleasure Made for Stepdaddy
    08:12
    Your Private Trans Fantasy, Confident Solo Pleasure Made for Stepdaddy
    FapHouse
    just added
    Honey and Lonely Bitch
    05:08
    Honey and Lonely Bitch
    FapHouse
    just added
    Gentle Solo Tease for Daddy, a Trans Who Craves Connection
    11:12
    Gentle Solo Tease for Daddy, a Trans Who Craves Connection
    Reynaldo6
    just added
    Daddy, This Is Real, Soft Solo Trans Fantasy
    08:12
    Daddy, This Is Real, Soft Solo Trans Fantasy
    Reynaldo6
    just added
    For Daddy’s Eyes Only, Soft Solo Trans Pleasure with Real Intentions
    08:12
    For Daddy’s Eyes Only, Soft Solo Trans Pleasure with Real Intentions
    Reynaldo6
    just added
    Solo Trans Fantasy for Stepdaddy, Intimate Pleasure & Real Connection
    08:12
    Solo Trans Fantasy for Stepdaddy, Intimate Pleasure & Real Connection
    FapHouse
    just added
    ADULT TIME - Plumber Gets Aroused By Flirty Trans Housewife Ariel Demure's Massive Bulge Surprise
    16:26
    ADULT TIME - Plumber Gets Aroused By Flirty Trans Housewife Ariel Demure's Massive Bulge Surprise
    AdultTime
    1M views
    Surprise package - double dildo in the ass
    07:25
    Surprise package - double dildo in the ass
    Emily Rossi
    18.8K views
    My first vacation in Thailand! I meet this beautiful girl but got a surprise! She spoiled me with her cock and I gave her my spe
    21:25
    My first vacation in Thailand! I meet this beautiful girl but got a surprise! She spoiled me with her cock and I gave her my spe
    Eroticonly
    109.6K views
    My first date with an Asian girl! She surprised me with a cock!
    40:25
    My first date with an Asian girl! She surprised me with a cock!
    Eroticonly
    131.4K views
    First tortured with electric shocks, then cummed in stockings
    06:37
    First tortured with electric shocks, then cummed in stockings
    Loreleyadd
    16.2K views
    She Knows You Like What You See
    16:12
    She Knows You Like What You See
    FapHouse
    10.3K views
    girlfriend surprised with a hard cock during first sex with her boyfriend
    38:19
    girlfriend surprised with a hard cock during first sex with her boyfriend
    Eroticonly
    14.2K views
    Fuck Me Begging First
    01:29
    Fuck Me Begging First
    Reynaldo6
    2.4K 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
    9.2M views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    86.7K views
    My first time with a trans girl !!
    14:58
    My first time with a trans girl !!
    Lina Mila
    2.1M 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
    Many Vids
    581.3K 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
    2.9M views
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    03:11
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    Femout
    670.6K views
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    03:12
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    Femout
    22.1K 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
    756.8K 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.
    FapHouse
    928.6K views
    FEMOUT - Introducing The Valentine Fox First Time Lust
    03:12
    FEMOUT - Introducing The Valentine Fox First Time Lust
    Femout
    18.5K views
    First time with my TS stepsister
    01:37
    First time with my TS stepsister
    David Rey
    564.6K 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
    76.6K views
    A curious woman tries a shemale's cock for the first time
    39:01
    A curious woman tries a shemale's cock for the first time
    Pinko TGirls
    1.6M views
    First Time Trans Alice Gets Wrecked
    08:12
    First Time Trans Alice Gets Wrecked
    Sampasex Trans
    85.8K views
    boy first time with trans
    10:18
    boy first time with trans
    433.5K views
    FEMOUT - Meet and Discover Taylor First Time
    03:12
    FEMOUT - Meet and Discover Taylor First Time
    Femout
    15.4K views
    First Time with Milk
    05:27
    First Time with Milk
    FapHouse
    296.8K 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
    371.6K views
    Young Guy Fucks a Blonde Shemale in Her Tight Asshole for the First Time
    17:09
    Young Guy Fucks a Blonde Shemale in Her Tight Asshole for the First Time
    Shemale TS Collection
    25.5K views
    Freya Frostnymph frotting for the first time
    04:25
    Freya Frostnymph frotting for the first time
    Freya Frostnymph
    274.3K views
    First Time Feminized Means First Time Fucked in the Ass
    12:21
    First Time Feminized Means First Time Fucked in the Ass
    Onlyfans
    90.6K views
    Fucking with Dragon Dildo First Time
    04:43
    Fucking with Dragon Dildo First Time
    PrincessKitti3
    102.2K views
    THIS WAS THE FIRST TIME I HAD SEX WITH THIS GUY WHO MADE ME FEEL TOO SENSUAL EVERY TIME HE PENETRATED ME UNTIL I WAS FULL
    11:05
    THIS WAS THE FIRST TIME I HAD SEX WITH THIS GUY WHO MADE ME FEEL TOO SENSUAL EVERY TIME HE PENETRATED ME UNTIL I WAS FULL
    NATALIASTARXXX
    88.6K 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?
    FapHouse
    1.5M views
    Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
    06:12
    Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
    Trans Angels
    29.3K views
    Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
    06:12
    Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
    Trans Angels
    51.7K views
    Perverted Couple Hires a Shemale for the First Time for a Threesome
    28:17
    Perverted Couple Hires a Shemale for the First Time for a Threesome
    FapHouse
    17.1K views
    Mommy Holy - JOI CEI - First Time Cum Eating
    11:15
    Mommy Holy - JOI CEI - First Time Cum Eating
    Holy
    143.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 74
    • Next

    Searches Related to Unexpected First Time

    • Beautiful First Time
    • Sister
    • Friend
    • First Experience
    • After Thai Ladyboy Fucked Me
    • Oooo Xxxxx Xxxxx Oooo
    • Mommy
    • Stepsister
    • Super Hot First Time Sex
    • Secret
    • Stepmom
    • Big Cock
    • Pervert
    • New Sex Video
    • First Night
    • Stepdaughter
    • 18 XXX
    • Schoolgirl 18
    • Real Movie
    • Family
    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