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
    • 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
    ICE MELTING SALE — 50% OFF 🧊🔥 Limited-time deal
    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
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Time Taboo Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Taboo
    Time
    First Time
    First Time Shemale
    Crossdresser First Time
    Homemade First Time
    First Time Anal
    First Date
    First BBC
    First Time Sissy
    Adult Time
    First Time Trans
    Stepsisters First Time
    Pure Taboo
    First Trans
    First Time Bisexual
    First Blowjob
    Straight First Time
    First Time Ladyboy
    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
    3.1M views
    Be Mine Only Mine
    03:24
    Be Mine Only Mine
    FapHouse
    3.3K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.8M views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    95.2K views
    JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
    10:10
    JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
    Jock Pussy
    2.2M views
    My first time with a trans girl !!
    14:58
    My first time with a trans girl !!
    Lina Mila
    2.1M views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.5M views
    First Time Glory Hole
    09:03
    First Time Glory Hole
    450.7K 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
    660.2K 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
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    FapHouse
    2.2M 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
    584.7K views
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    15:08
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    PansexualX
    6.7M 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
    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
    421K 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
    41.5K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    2M views
    My first time with a real transsexual...
    08:12
    My first time with a real transsexual...
    FapHouse
    679.3K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.2M views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    4.5M views
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    03:11
    FEMOUT XXX - First Time Black Teen petite Tgirl masturbates
    Femout
    678.1K 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
    6.2M views
    Her friends first time taking dick
    03:39
    Her friends first time taking dick
    501.2K views
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    12:33
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    Futanari XXX
    21.8M 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
    759.3K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22.4M 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
    728.3K views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M 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.
    FapHouse
    932.5K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    FapHouse
    1.2M 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
    Don't do this to me! I do not like it!
    03:01
    Don't do this to me! I do not like it!
    745.3K 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
    29.7K views
    Thai Ladyboy with Big Dick Cum While Fucked without condom
    17:18
    Thai Ladyboy with Big Dick Cum While Fucked without condom
    TightTini
    3.6M views
    My First Time With a BBC
    08:45
    My First Time With a BBC
    391.9K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.4M views
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Many Vids
    371.4K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    2M views
    Beograd first time with transgirl
    01:59
    Beograd first time with transgirl
    403K views
    privat time with daddy
    10:53
    privat time with daddy
    1.9M views
    First Time with Milk
    05:27
    First Time with Milk
    FapHouse
    300.2K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M 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
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    08:12
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    FapHouse
    308.3K views
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    03:12
    FEMOUT - Cutie Pixie Pond First Time To Show Her Goodies
    Femout
    23.4K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.7M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Taboo

    • Real First Time
    • Begging to Be Fucked
    • Giving Him an Experience
    • Taking Virginity
    • Please Don T Fuck Me
    • Fucking His Mouth Like Pussy
    • He Can't Take It
    • Sucking Cum Out of Cock
    • Very Aggressive
    • Homemade Shemale Fucks Boyfriend
    • Uncensored
    • Sharing Hotel Room
    • Its a Trap
    • Extremely Horny
    • Threesome With Couple
    • Not Ready
    • Unexpected Sex
    • Taboo Dirty Talk
    • No Condom and Creampied
    • Nasty Amateurs
    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