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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • 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
    Husband First Time
    3 Times
    First Night
    First Time POV
    First Time Pegging
    Trans First
    First Dildo
    First Time Dressed
    Taboo Trans
    Sissy Taboo
    First Time Straight
    First Ejaculation
    First Meeting
    Shy First Time
    Frist Time
    First BJ
    Beautiful First Time
    First Time Fisting
    Sissy Time
    His First
    Best Videos
    By clicking the content you will also see an ad. AD
    curious guy gives it a try, gets roughly fucked by a shemale
    01:56
    curious guy gives it a try, gets roughly fucked by a shemale
    412.9K views
    Long Dick Masturbation - First Time Experience by Asura
    08:10
    Long Dick Masturbation - First Time Experience by Asura
    Asura
    243.6K views
    Naughty college girl anal sex
    44:26
    Naughty college girl anal sex
    MundoAmador_
    151.2K views
    First Time Taste Drink My Own Cum. Handjob And Double Cum
    08:19
    First Time Taste Drink My Own Cum. Handjob And Double Cum
    MaureenNadh
    111.2K views
    Going Outside to ask a guy to let me give him a blowjob (English subtitles)
    05:39
    Going Outside to ask a guy to let me give him a blowjob (English subtitles)
    Veronica Sanders
    618.7K views
    TGIRLS XXX - Daniela Chanel First Time Seduction Video
    03:12
    TGIRLS XXX - Daniela Chanel First Time Seduction Video
    Tgirls
    6.5K views
    Straight friend with benifits fucking me
    01:26
    Straight friend with benifits fucking me
    86.1K views
    SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
    02:36
    SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
    JsseMontz
    107.7K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Big Tit Tranny Fucks Neighbor for the First Time Anally
    20:38
    Big Tit Tranny Fucks Neighbor for the First Time Anally
    Shemale TS Collection
    11K views
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    11:07
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    Futanari XXX
    7.5M views
    Trans sucking the cock of the first-time heterosexual in secret
    06:34
    Trans sucking the cock of the first-time heterosexual in secret
    Allison-Nopor
    21.6K views
    Sydney Summers and Princess Emmy Give Up On Men
    13:14
    Sydney Summers and Princess Emmy Give Up On Men
    hothotfilms
    1.4M views
    I came twice for the first time Cosplay
    01:38
    I came twice for the first time Cosplay
    Twinkie Star
    261.8K views
    Trans Girl Worships His Trans Cock Before He Wrecks Her Ass
    31:40
    Trans Girl Worships His Trans Cock Before He Wrecks Her Ass
    Gray Perrier
    187.4K views
    First Time Swallowing at load
    00:54
    First Time Swallowing at load
    190.1K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    FEMOUT XXX: Lemmi's First Time!
    03:01
    FEMOUT XXX: Lemmi's First Time!
    Femout
    237K views
    This Black Ts Goddess Makes Her Bottom Boi Stroke Her In Her
    11:00
    This Black Ts Goddess Makes Her Bottom Boi Stroke Her In Her
    147.7K views
    Hot Asian Transbabe Ys first time with huge hard dick
    05:23
    Hot Asian Transbabe Ys first time with huge hard dick
    106.1K views
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    03:02
    POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
    TS Cadence Caliber
    134.5K views
    My young stepson is having sex for the first time
    05:08
    My young stepson is having sex for the first time
    cd_aysemmm
    90.6K views
    First timer can only take the tip of her monster cock
    01:19
    First timer can only take the tip of her monster cock
    90.4K views
    Finally fuck for the first time
    02:44
    Finally fuck for the first time
    95.7K views
    Naive guy get seducated by pervert trannies
    04:31
    Naive guy get seducated by pervert trannies
    Femdom Austria TS
    189.9K views
    FEMOUT XXX - Angel Monroe First Time To Exposed Her Goodies
    03:11
    FEMOUT XXX - Angel Monroe First Time To Exposed Her Goodies
    Femout
    82.2K views
    Emily Adaire TS surprises her one night stand in a trenchcoat
    13:02
    Emily Adaire TS surprises her one night stand in a trenchcoat
    Emily Adaire
    357.9K views
    My first time!
    22:55
    My first time!
    She-Male X
    307.7K views
    I fuck my stepmom's friend when she's at her house
    07:02
    I fuck my stepmom's friend when she's at her house
    yesid
    470.6K views
    Sissy Sucking Cock First Time on Video
    01:18
    Sissy Sucking Cock First Time on Video
    52K views
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.3M views
    The first time he fucks a hot Thai ladyboy
    08:04
    The first time he fucks a hot Thai ladyboy
    Ladyboy Lovers
    49.2K views
    Transgender Nerd getting fucked in the ass after study
    09:45
    Transgender Nerd getting fucked in the ass after study
    Latina Tranny
    2.6M views
    Ladyboy for first time sex - KimCock
    05:40
    Ladyboy for first time sex - KimCock
    892.7K views
    Cute trans slut loves hotel fun
    07:10
    Cute trans slut loves hotel fun
    C CyberPrinc3
    179.5K views
    A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    11:35
    A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
    Harinni
    14.5K views
    When you Don't Want Anymore But Master Still Gives You
    02:20
    When you Don't Want Anymore But Master Still Gives You
    978.2K views
    What First Time Look Like with Ladyboy!!
    09:19
    What First Time Look Like with Ladyboy!!
    276K views
    NEW TEENY TRANNY TS-Emily Adaire FIRST ANAL CREAMPIE
    10:44
    NEW TEENY TRANNY TS-Emily Adaire FIRST ANAL CREAMPIE
    Andy Star
    205.4K views
    Young Guy fuck the first Time a Shemale
    37:05
    Young Guy fuck the first Time a Shemale
    crazy-isabel
    264.2K views
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    09:21
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    8M views
    First Time Anl Sex Step Sister At Home
    05:14
    First Time Anl Sex Step Sister At Home
    d dollysex
    23K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    938.3K views
    I was confused the first time I saw this.
    02:25
    I was confused the first time I saw this.
    178.4K views
    She can't stop pounding that almost virgin ass
    06:15
    She can't stop pounding that almost virgin ass
    1.6M views
    Venus Lux Fucks First Time Bottom Jake D
    08:12
    Venus Lux Fucks First Time Bottom Jake D
    Venus Lux
    7.1K views
    He filled my ass with it, his drips a lot
    07:53
    He filled my ass with it, his drips a lot
    Piou_Sissy
    253.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Taboo

    • Hardcore Negative Chastity
    • Domination Rough
    • Cheating Creampie
    • Pinned Against Wall
    • Not Ready
    • Anal Virginity
    • Impregnate
    • Ruined Orgasm
    • Shemale Destroyed
    • Real Couple
    • She Fulfills His Deepest Fantasy
    • Married Man Seduced by Man
    • Convincing Tgirl
    • Uncensored
    • Daddy's Girl
    • Convinced Roommate
    • Don't Tell
    • New Sexy Videos 2020 All Country
    • Anonymous Motel
    • Bachelorette Party

    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