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
    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

    Butt Plug First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy Tries Butt Plug and Chastity For The First Time - Sissy Housewife
    18:40
    Sissy Tries Butt Plug and Chastity For The First Time - Sissy Housewife
    SissyHousewife
    5.6K views
    First time I put a butt plug in my sissy ass on camera
    04:55
    First time I put a butt plug in my sissy ass on camera
    AveloraVioleta
    2.9K views
    Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
    05:23
    Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
    Asura
    3.7K views
    Shemale tries hollow anal plug, anal stretcher for the first time
    05:20
    Shemale tries hollow anal plug, anal stretcher for the first time
    Lucas Nathan King
    5.5K 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.
    Ximena PA
    2.5K views
    GROOBYGIRLS: Introducing Styvi Rose
    03:11
    GROOBYGIRLS: Introducing Styvi Rose
    Grooby Girls
    18.6K views
    Femboy anal creampie
    02:40
    Femboy anal creampie
    Nolyneoz
    63.2K views
    FEMOUT.XXX: Welcome Wiki
    03:11
    FEMOUT.XXX: Welcome Wiki
    Femout
    9.9K views
    Beautiful Ladyboy Barbie in mini dress heels and pantyhose strips naked in public with anal plug
    10:45
    Beautiful Ladyboy Barbie in mini dress heels and pantyhose strips naked in public with anal plug
    Misaelechowski
    3.7K views
    Sissy plays with anal plug for the first time
    02:35
    Sissy plays with anal plug for the first time
    Vejenity
    11K views
    BDSM Anal Games in a Latex Catsuit.
    08:41
    BDSM Anal Games in a Latex Catsuit.
    4SOMEfckHOl
    1.1K views
    ASIANTGIRL: ENTER BASTY!
    03:11
    ASIANTGIRL: ENTER BASTY!
    Asian TGirl
    9.3K views
    Ladyboy Strip and Piss Outdoor in Chastity Cage and Plug
    16:20
    Ladyboy Strip and Piss Outdoor in Chastity Cage and Plug
    SissySimran
    1K views
    Femboy play with plugs and large analbeads
    10:01
    Femboy play with plugs and large analbeads
    2.4K views
    White Fishnet Sissy #7  -A New Huge Plug First Try-
    06:21
    White Fishnet Sissy #7 -A New Huge Plug First Try-
    Magnum-dildo
    7.6K views
    GROOBY ARCHIVES - Alia Malia Loves Butt Plug All The TIme
    03:11
    GROOBY ARCHIVES - Alia Malia Loves Butt Plug All The TIme
    Grooby Archives
    41.9K views
    SISSY INSERTS 2 INCH BUTT PLUG FOR 1ST TIME & IT'S  INTENSE!
    10:53
    SISSY INSERTS 2 INCH BUTT PLUG FOR 1ST TIME & IT'S INTENSE!
    4.6K views
    My other fuckhole is very tight, but anal is still great fun. Spending time plugged will help
    02:53
    My other fuckhole is very tight, but anal is still great fun. Spending time plugged will help
    Bambi Christa
    74.1K views
    break time in office slut play pussy
    06:35
    break time in office slut play pussy
    Kibis
    572 views
    Time for plugs!
    08:39
    Time for plugs!
    covo_sissy_cross
    6.9K views
    I Just Migt Do Chores Plugged and in Lingerie All the Time Now!!!!
    01:22
    I Just Migt Do Chores Plugged and in Lingerie All the Time Now!!!!
    KNKY Bee
    932 views
    Theresa Si training her bubble butt, this time her ass is plugged and clit locked, with a big steel plug and a chastity
    10:43
    Theresa Si training her bubble butt, this time her ass is plugged and clit locked, with a big steel plug and a chastity
    Theresa Si
    5K views
    First try putting in a cat's tail anal plug that my fan sent me! Became a tempting cat girl in a schoolgirl uniform
    05:49
    First try putting in a cat's tail anal plug that my fan sent me! Became a tempting cat girl in a schoolgirl uniform
    Harinni
    6.6K views
    GROOBYGRLS: ENJOY JAMIE FRENCH, TAKE OUT THE PLUG WITH YOUR MOUTH
    03:11
    GROOBYGRLS: ENJOY JAMIE FRENCH, TAKE OUT THE PLUG WITH YOUR MOUTH
    Grooby Girls
    15.7K views
    ASIANTGIRL: Lily Arrives!
    03:11
    ASIANTGIRL: Lily Arrives!
    Asian TGirl
    8.8K views
    Melissa Leal Taking Carmona's First Swallow - Part 2
    12:58
    Melissa Leal Taking Carmona's First Swallow - Part 2
    Melissa Leal
    16.6K views
    First try for new plug and a bit bigger
    01:28
    First try for new plug and a bit bigger
    Sanne
    9.1K views
    Anal Training w Inflatable Toys and Cumming w Huge Dildo
    00:34
    Anal Training w Inflatable Toys and Cumming w Huge Dildo
    Cristy Noir
    7.2K views
    My first anal vid
    01:03
    My first anal vid
    LeahWilde
    3.6K views
    Sissy whore sissy whore analandrea rides 2 dildos and 1 first size plug gapping her ass
    04:54
    Sissy whore sissy whore analandrea rides 2 dildos and 1 first size plug gapping her ass
    AnalAndrea
    4.2K views
    My First Sissy Vlog
    06:01
    My First Sissy Vlog
    AveloraVioleta
    2.7K views
    Sissy inserts a buttplug before going out as her daily routine
    00:37
    Sissy inserts a buttplug before going out as her daily routine
    Sissy Grace
    2.6K views
    Joselynne Crossdresser In Heels And Stockings Sex With Buttplug And Dildo First Part
    17:48
    Joselynne Crossdresser In Heels And Stockings Sex With Buttplug And Dildo First Part
    JoselynneCd
    934 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
    Melissa Masters
    574.2K 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
    First time with my TS stepsister
    01:37
    First time with my TS stepsister
    David Rey
    555.2K 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
    68.5K views
    Freya Frostnymph frotting for the first time
    04:25
    Freya Frostnymph frotting for the first time
    Freya Frostnymph
    269.3K 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
    87K 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
    85.7K views
    Zmsfm & Lm19 Hard anal sex hot tasty slut swallowing huge cock in her tight ass tasty anus gaped for the first time hot ass
    05:12
    Zmsfm & Lm19 Hard anal sex hot tasty slut swallowing huge cock in her tight ass tasty anus gaped for the first time hot ass
    HatanoMiwa
    127.1K views
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    07:41
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    Gray Perrier
    147.3K views
    Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
    01:30
    Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
    Melodyfluffington
    89.4K views
    My trans girlfriend fucks me for the first time. She loves how she fucks my ass
    28:17
    My trans girlfriend fucks me for the first time. She loves how she fucks my ass
    PalmasRecordsMen
    402.9K views
    Beautiful 18 year old trans girl fucking for the first time with her new sex toy
    10:10
    Beautiful 18 year old trans girl fucking for the first time with her new sex toy
    Dessietsa
    173.1K views
    ADULT TIME - Shy Babe Octavia Red Tries First Time T-Girl Fuck With Passionate Bestie Emma Rose!
    15:59
    ADULT TIME - Shy Babe Octavia Red Tries First Time T-Girl Fuck With Passionate Bestie Emma Rose!
    AdultTime
    34.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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