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

    Anal First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    First
    Time
    First Time
    First Time Painful Anal
    Sissy First Time Anal
    Shemale First Time Anal
    Amateur First Time Anal
    Tranny First Time Anal
    Sissy Crossdresser First Time Anal
    Pakistani First Time Anal Painful
    Anal Orgasm
    Femboy Anal
    Anal Creampies
    Sissy Anal
    First Time Shemale
    Crossdresser First Time
    Crossdresser Anal
    Shemale Anal
    Trans Anal
    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
    Huge dildo anal first time on camera
    01:26
    Huge dildo anal first time on camera
    Adeline sugar
    2.1K 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
    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
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    86.7K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.7M views
    Blonde gurl's first time.
    04:01
    Blonde gurl's first time.
    1.3M views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M 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
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    My First Time With a BBC
    08:45
    My First Time With a BBC
    388.9K 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
    648.5K 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
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    2M views
    First time with my TS stepsister
    01:37
    First time with my TS stepsister
    David Rey
    564.6K views
    travesti amateur
    04:25
    travesti amateur
    1.7M 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
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.7M views
    First Time Trans Alice Gets Wrecked
    08:12
    First Time Trans Alice Gets Wrecked
    FapHouse
    85.8K views

    Relevant Short videos

    Must-share moment from "Huge dildo anal first time on camera"
    Must-share moment from "Huge dildo anal first time on camera"
    Adeline sugar
    984 views
    First time with new toy x
    First time with new toy x
    Sophie1087
    3.3K views
    Preview: first time wearing a chastity cage was intense
    Preview: first time wearing a chastity cage was intense
    Xxhotjanexx
    3.9K views
    Fucking my little hole with a dildo for the first time
    Fucking my little hole with a dildo for the first time
    samsesang
    7.5K views
    Transgender Trying dildo for my first time
    Transgender Trying dildo for my first time
    Katherine Diamond
    3.7K views
    Emotional moment from "Sissy plays with anal plug for the first time"
    Emotional moment from "Sissy plays with anal plug for the first time"
    Vejenity
    3.4K views
    2 femboys with puffy nipples make love
    04:27
    2 femboys with puffy nipples make love
    4M 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
    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
    FapHouse
    2.1M views
    My first time with a trans - DVD
    01:38:46
    My first time with a trans - DVD
    Shemale World
    27.4K 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
    Freya Frostnymph frotting for the first time
    04:25
    Freya Frostnymph frotting for the first time
    Freya Frostnymph
    274.3K 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
    272.7K 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
    ladyboy teen shower with her daddy then eat her ass and suck her
    24:48
    ladyboy teen shower with her daddy then eat her ass and suck her
    HeShexxx
    2.4M views
    My First Time with Jessy Dubai
    08:12
    My First Time with Jessy Dubai
    FapHouse
    31.1K 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
    411.8K 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
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.9M views
    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
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    08:12
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    FapHouse
    305.5K views
    First time guest anally fucked in the house
    06:14
    First time guest anally fucked in the house
    210.1K views
    Fucking like a little bitch
    15:52
    Fucking like a little bitch
    Piou_Sissy
    146.4K views
    Fucking with Dragon Dildo First Time
    04:43
    Fucking with Dragon Dildo First Time
    PrincessKitti3
    102.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M 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
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M 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
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    348.8K 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
    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
    1.9M views
    Getting fucked for the first time
    01:25
    Getting fucked for the first time
    84K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    FapHouse
    2.6M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Anal First Time

    • First Time Painful Anal
    • Cum in My Ass
    • Homemade Shemale Fucks Boyfriend
    • Giving Him an Experience
    • Dick Too Big
    • Fucking While Drinking
    • Real Caught on Camera
    • He Can't Take It
    • Straight Guy Fucked
    • Taking Virginity
    • Beautiful Sissy Boy
    • Very Aggressive
    • Perfect Trap
    • Amateur Bareback
    • Out of Control
    • Accidental Orgasm
    • Screaming Fuck
    • Funny Accident
    • Uncensored
    • Please Stop
    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