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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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 Anal Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    First
    Shemale First Anal
    Crossdresser First Anal
    Trans First Anal
    Sissy First Anal
    Cd First Anal
    First Anal Painful
    First Anal Creampie
    First BBC Anal
    First Time Painful Anal
    Shemale First Time Anal
    Sissy First Time Anal
    Young Ladyboy First Anal
    Cd First Time Anal
    First Time Virgin Anal
    Amateur First Time Anal
    Tranny First Time Anal
    Sissy Crossdresser First Time Anal
    Pakistani First Time Anal Painful
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    Guy Gets His First Anal Sex From a Latin Shemale in a Hotel
    21:31
    Guy Gets His First Anal Sex From a Latin Shemale in a Hotel
    Shemale TS Collection
    32.7K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Guy Gets His First Anal Fuck From Big Tit Tranny Labelly After Party
    32:41
    Guy Gets His First Anal Fuck From Big Tit Tranny Labelly After Party
    Shemale TS Collection
    89.6K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    First Anal Porn with Sexslave Linciatrans
    08:12
    First Anal Porn with Sexslave Linciatrans
    ActorFab
    212.8K 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
    Indian hot porn star jazz first Anal sex video fucking with musclear boy with huge cock
    17:29
    Indian hot porn star jazz first Anal sex video fucking with musclear boy with huge cock
    harry1
    3.3M 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
    Guy Gets His First Anal Fuck with Big Tit Tranny Jade
    23:28
    Guy Gets His First Anal Fuck with Big Tit Tranny Jade
    Shemale TS Collection
    232.6K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    Asian Big Tit Tranny Suzie Gets First Anal Fuck in Hotel
    31:21
    Asian Big Tit Tranny Suzie Gets First Anal Fuck in Hotel
    Shemale TS Collection
    45.8K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Big Tit Skinny Tranny Gets Her First Anal Fuck From Naughty Neighbors
    20:53
    Big Tit Skinny Tranny Gets Her First Anal Fuck From Naughty Neighbors
    Shemale TS Collection
    13.6K views
    travesti amateur
    04:25
    travesti amateur
    1.6M views
    Thick FUTA stepmother first anal with step sis (AI upscaled gameplay)
    01:22
    Thick FUTA stepmother first anal with step sis (AI upscaled gameplay)
    adobocreamph
    49.4K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Shy cd gets first anal
    14:23
    Shy cd gets first anal
    568.9K 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
    618.6K views
    First Anal with volume
    01:18
    First Anal with volume
    78.4K views
    2 femboys with puffy nipples make love
    04:27
    2 femboys with puffy nipples make love
    4M views
    Asian Ladyboy Pitta Gets First Anal Fuck in Tight Asshole
    34:43
    Asian Ladyboy Pitta Gets First Anal Fuck in Tight Asshole
    Shemale TS Collection
    21.4K views
    Boys will be girls and all white trash will be smash
    10:34
    Boys will be girls and all white trash will be smash
    Latina Tranny
    1.2M views
    my friend first anal
    01:08
    my friend first anal
    25.7K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    My first Anal with a Shemale!!! - Episode #02
    26:32
    My first Anal with a Shemale!!! - Episode #02
    Shemale World
    91.5K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    SO-SENSUELLA, my first anal Fist.
    05:22
    SO-SENSUELLA, my first anal Fist.
    93.6K 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
    219.1K views
    Guy Gets His First Anal Fuck From Horny Tranny
    08:12
    Guy Gets His First Anal Fuck From Horny Tranny
    Shemale TS Collection
    5K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    Big Tit Asian Skinny Shemale Teen Aye Gets First Anal Fuck
    20:45
    Big Tit Asian Skinny Shemale Teen Aye Gets First Anal Fuck
    Shemale TS Collection
    13.1K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    305.9K views
    Guy Gets His First Anal Fuck From Horny Shemale
    19:46
    Guy Gets His First Anal Fuck From Horny Shemale
    Shemale TS Collection
    1.5K views
    German skinny blonde 18yo shemale tranny get anal couple sex
    14:08
    German skinny blonde 18yo shemale tranny get anal couple sex
    Transen-von-Nebenan
    3.4M views
    Skinny Latina Tranny Odette Gets First Anal Fuck From Big Cock
    20:12
    Skinny Latina Tranny Odette Gets First Anal Fuck From Big Cock
    Shemale TS Collection
    7.9K 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
    Skinny Latina Tranny Gets Her First Anal Fuck From Her Step Brother
    19:53
    Skinny Latina Tranny Gets Her First Anal Fuck From Her Step Brother
    Shemale TS Collection
    1.2K 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
    386.7K views
    First Anal For Hot Wife
    05:18
    First Anal For Hot Wife
    Nibu Bhai
    6.1K 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
    285.6K views
    Latin Ladyboy Gets Her First Anal Fuck From a Guy Outdoors
    20:59
    Latin Ladyboy Gets Her First Anal Fuck From a Guy Outdoors
    Shemale TS Collection
    1.3K views
    Transgender Nerd getting fucked in the ass after study
    09:45
    Transgender Nerd getting fucked in the ass after study
    Latina Tranny
    2.5M views
    His first anal was with a transexual...
    08:12
    His first anal was with a transexual...
    She-Male X
    285.4K views
    You will never forget your first time with shemale babe Mel
    12:07
    You will never forget your first time with shemale babe Mel
    Tranny Newbies
    1M views
    Big Tit Latex Shemale Gets Her First Anal Fuck Until Cumshot
    14:15
    Big Tit Latex Shemale Gets Her First Anal Fuck Until Cumshot
    Shemale TS Collection
    1.1K views
    Well almost straight?
    00:46
    Well almost straight?
    440.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Anal

    • First Time Painful Anal
    • Teen Sissy Boy
    • Cum in My Ass
    • Real Amateur Homemade
    • Trap Fucked by Daddy
    • Secret Sissyboy
    • Shemale First Time Anal
    • Femboy Bareback
    • Straight Guy Caught
    • Step Dad Fucks Me
    • Ladyboy Cums Inside
    • Down Low
    • Traps Femboys and Sissys
    • Crossdresser With Married Man
    • Giving Him an Experience
    • Daddy's Girl
    • Please Stop
    • Homemade Grindr
    • Motel Fuck
    • Virgin Ass

    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