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

    First Time Anal Trans Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Trans
    Anal
    First
    Time
    First Time Anal
    First Time
    First Trans
    Anal Trans
    Femboy Anal
    Young First Time
    Black Trans
    Crossdresser First Time
    Cute Trans
    Anal Orgasm
    Beautiful Trans
    Sissy Anal
    Crossdresser Anal
    First Time Shemale
    French Trans
    Hot Trans
    Best Videos
    By clicking the content you will also see an ad. AD
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Young Asian ladyboy first time anal sex recorded on amateur video
    06:20
    Young Asian ladyboy first time anal sex recorded on amateur video
    Ladyboy Gold
    23.6K 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
    628.4K views
    Ladyboy Jusmin First Time Anal
    06:16
    Ladyboy Jusmin First Time Anal
    Ladyboys Fucked Bareback
    437.8K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    MidLife Crisis (v0.30) - Hetero man having first time anal with a trap (3)
    19:43
    MidLife Crisis (v0.30) - Hetero man having first time anal with a trap (3)
    Porny Games
    166.8K views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M views
    sissy first-time anal orgasm
    01:25
    sissy first-time anal orgasm
    Pinkyfoot
    46.5K views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.9M views
    First Time Anal Destroying My Ass Using Large Size Dildo
    26:40
    First Time Anal Destroying My Ass Using Large Size Dildo
    MaureenNadh
    84.1K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Outdoor Latina Tranny Fucks Guy for the First Time Anal in Tight Asshole
    25:08
    Outdoor Latina Tranny Fucks Guy for the First Time Anal in Tight Asshole
    Shemale TS Collection
    2.4K views
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    394.9K views
    Sissy first time anal
    02:01
    Sissy first time anal
    T Thick Shady
    12.5K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.8M views
    Sissy FIRST TIME ANAL fingering and cumshot on black socks
    12:00
    Sissy FIRST TIME ANAL fingering and cumshot on black socks
    Sorona
    15.7K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2.1M views
    First time anal in the shower in lingerie
    07:18
    First time anal in the shower in lingerie
    690 views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    Amateur Asian Ladyboy First Time Anal Training
    14:44
    Amateur Asian Ladyboy First Time Anal Training
    MaureenNadh
    20.8K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    My first time anal
    00:13
    My first time anal
    159.7K 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 anal dildo riding
    01:10
    First time anal dildo riding
    7.5K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.1M views
    Shemale FIRST TIME ANAL fingering and cumshot on black stock
    01:00
    Shemale FIRST TIME ANAL fingering and cumshot on black stock
    Sorona
    3.8K views
    boy first time with trans
    10:18
    boy first time with trans
    429.9K views
    Trap takes BWC for the first time from daddy
    00:54
    Trap takes BWC for the first time from daddy
    3M 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
    292.3K views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    10:54
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    Devils tgirls
    6M 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
    747.7K views
    surprise she has dick
    07:34
    surprise she has dick
    254.3K 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
    714.7K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    first time taking BWC in ass and i like it. Part 2
    00:39
    first time taking BWC in ass and i like it. Part 2
    1M views
    First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    1.8M views
    Young guy fucked in the ass for the first time by a tranny
    17:25
    Young guy fucked in the ass for the first time by a tranny
    1M 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
    First time with my TS stepsister
    01:37
    First time with my TS stepsister
    David Rey
    555.2K views
    REAL SHEMALE HOOKER VISIT - German homemade latina cum
    13:29
    REAL SHEMALE HOOKER VISIT - German homemade latina cum
    Transen-von-Nebenan
    1.2M 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
    My first time with a real transsexual...
    08:12
    My first time with a real transsexual...
    She-Male X
    665.5K 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
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.6M views
    My first time with a trans - DVD
    01:38:46
    My first time with a trans - DVD
    Shemale World
    22.8K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Anal Trans

    • Trap Anal Orgasm
    • Best Sex Toys for Trans Women
    • Crossdresser Sucks and Gets Fucked
    • Cd Making Love to Her BF
    • Tranny Cums in His Ass
    • Transgender With Pussy Porn
    • What Does a Sissygasm Feel Like
    • Sissy Boy Taking Huge Dildo
    • Young Transsexual Slut
    • Extreme Small Teen
    • Fucking My Step Sister
    • Ts Tx Doll
    • Feminine Transvestite
    • Giving Him an Experience
    • Uncensored Schoolgirl
    • Shemales Sexy Tiny Gapes
    • Hot Black Tgirl 1st White Cock
    • Secret Sissyboy
    • Transexual Creampie
    • Dirty Asshole Wants Stinky Dick

    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