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

    First Crossdressing Video Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Big butt white slut sissy crossdresser lady boy young virgin big ass
    05:59
    Big butt white slut sissy crossdresser lady boy young virgin big ass
    Crossdresserkitty
    41.4K views
    My first time hilting the Artemis 115
    08:03
    My first time hilting the Artemis 115
    Ylvis88
    2.9K views
    Crossdresser talking to Step Daddy ans a CD trying to really get them to come over and play, make our, Suck cock, lick asshole
    05:15
    Crossdresser talking to Step Daddy ans a CD trying to really get them to come over and play, make our, Suck cock, lick asshole
    MadisonCD2025
    979 views
    Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress
    05:26
    Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress
    Crossdresserkitty
    81.8K views
    Stepdad watches my gay ass
    05:29
    Stepdad watches my gay ass
    FapHouse
    11.3K views
    Sarah Pisses Herself Outside in Her Bikini. Broadcasting on Chaturbate, Sarah Lets Her Little Cock Squirt.
    03:48
    Sarah Pisses Herself Outside in Her Bikini. Broadcasting on Chaturbate, Sarah Lets Her Little Cock Squirt.
    FapHouse
    535 views
    Prinz Albert Cock
    01:40
    Prinz Albert Cock
    Sonitchka
    894 views
    Sissy on the beach
    04:38
    Sissy on the beach
    Sissy Paige
    35.4K views
    (Part 1) First Time Tasting My Own Cum And Drinking Piss, Cum On Food Fetish, Asian Transgender Trap Shemale
    09:06
    (Part 1) First Time Tasting My Own Cum And Drinking Piss, Cum On Food Fetish, Asian Transgender Trap Shemale
    MaureenNadh
    28.3K views
    First Time I Go 100% Balls Deep on This One 42cm, 16 Inch
    01:54
    First Time I Go 100% Balls Deep on This One 42cm, 16 Inch
    boobyb0y
    9.5K views
    Dress up crowd with on first
    17:18
    Dress up crowd with on first
    Luississytv
    2.5K views
    Crossdresser uses anal vibrator in her ass and fucks a cock with her toy pussy  a
    05:33
    Crossdresser uses anal vibrator in her ass and fucks a cock with her toy pussy a
    MadisonCD2025
    1.3K views
    Two Submissive Girls Give Pleasure to a Tattooed Man
    03:32
    Two Submissive Girls Give Pleasure to a Tattooed Man
    Crystal Phoenix
    just added
    Final part:- Domina Satana teaches Mistress Frankie with BooBoo!
    09:56
    Final part:- Domina Satana teaches Mistress Frankie with BooBoo!
    Aaexperiencesltd
    1.5K views
    Part 3:- Domina Satana teaches Mistress Frankie with BooBoo
    07:49
    Part 3:- Domina Satana teaches Mistress Frankie with BooBoo
    Aaexperiencesltd
    1.6K views
    Crossdressing Confessions: Sharing My Personal Stories and Experiences!
    26:35
    Crossdressing Confessions: Sharing My Personal Stories and Experiences!
    Crossdresserkitty
    6.4K views
    Jasmine_dlight First Footing - Extreme Anal Insertions Foot Entirely up My Butt, Deep Insertion Anal Training Butt Slut
    00:27
    Jasmine_dlight First Footing - Extreme Anal Insertions Foot Entirely up My Butt, Deep Insertion Anal Training Butt Slut
    Jasmine_dlight
    61.3K views
    My first and in my mouth.
    08:38
    My first and in my mouth.
    Veronika37vera
    19.2K views
    Part 2:- Domina Satana teaches Mistress Frankie with BooBoo
    05:20
    Part 2:- Domina Satana teaches Mistress Frankie with BooBoo
    Aaexperiencesltd
    1.5K views
    Leila Outfits
    03:00
    Leila Outfits
    FapHouse
    just added

    Relevant Short videos

    AshleyJayTS Dildo Deepthroat (first video appearance)
    AshleyJayTS Dildo Deepthroat (first video appearance)
    AshleyJayTS
    2.3K views
    Must-see moment from "First Time trying Split Screen with the Endoscope in my Dick - Full Video on manyvids and Fansly"
    Must-see moment from "First Time trying Split Screen with the Endoscope in my Dick - Full Video on manyvids and Fansly"
    Lina Free
    861 views
    first video
    first video
    shalini1297
    1.2K views
    Playing with dick my first video
    Playing with dick my first video
    S Sammyy9835
    2.2K views
    My First Belly Inflation and Cumming Trans Shemale Video | Clip 1
    My First Belly Inflation and Cumming Trans Shemale Video | Clip 1
    fermerino
    138 views
    Must-see moment from "LET'S WATCH THE BEAUTIFUL CROSSDRESSER KITTY'S COMPILATION VIDEO OF SHORTS VIDEOS OF HER DAILY FUN"
    Must-see moment from "LET'S WATCH THE BEAUTIFUL CROSSDRESSER KITTY'S COMPILATION VIDEO OF SHORTS VIDEOS OF HER DAILY FUN"
    Crossdresserkitty
    310 views
    Fucking My Completely Naked Trans Ass with BBC Dildo for the First Time
    04:16
    Fucking My Completely Naked Trans Ass with BBC Dildo for the First Time
    fermerino
    1K views
    I Come for the First Time This Year
    05:04
    I Come for the First Time This Year
    FapHouse
    just added
    Multiple Cumshots Skinny Crossdresser Sissy CD Cums Over Herself with Big Cock.
    01:48
    Multiple Cumshots Skinny Crossdresser Sissy CD Cums Over Herself with Big Cock.
    JazzabelleCD
    3.2K views
    Young and virgin gorgeous trans femboy blonde jerks off and licks his
    01:21
    Young and virgin gorgeous trans femboy blonde jerks off and licks his
    EvaLoliita
    7K views
    4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
    06:28
    4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
    Crossdresserkitty
    25.5K views
    Crossdresser masturbating
    01:11
    Crossdresser masturbating
    MadisonCD2025
    901 views
    Indian shemale Masturbation
    05:11
    Indian shemale Masturbation
    ShahinTS
    8.8K views
    Sissy Clit Crossdresser Pussy Cute Lady Boy Small Cock Gay Twink
    06:40
    Sissy Clit Crossdresser Pussy Cute Lady Boy Small Cock Gay Twink
    Crossdresserkitty
    11.2K views
    Step dad ask me to seduce him
    05:46
    Step dad ask me to seduce him
    Buddy rider
    6.8K views
    Sexy Crossdresser masturbates then fucks pussy sleeve
    08:40
    Sexy Crossdresser masturbates then fucks pussy sleeve
    MadisonCD2025
    979 views
    Compilation of Crossdressing CD Madison who loves to dress slutty and crossdress
    07:10
    Compilation of Crossdressing CD Madison who loves to dress slutty and crossdress
    MadisonCD2025
    849 views
    Wonder Woman into Reality and Wanna Be Treated as My Slut
    05:08
    Wonder Woman into Reality and Wanna Be Treated as My Slut
    Asura
    7.4K views
    Mommy Holy - Feminization - Time For Your First Chastity
    13:02
    Mommy Holy - Feminization - Time For Your First Chastity
    Holy
    8.2K views
    White nylon Fantasy in blue polka dress
    06:32
    White nylon Fantasy in blue polka dress
    MTFXXXVIDS
    2.2K views
    Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute
    05:30
    Gay Sissy Crossdresser White Big Ass Big Butt Booty Girly Boy MTF LGBT Lady Boy Fem Boy Bottom Cute
    Crossdresserkitty
    12K views
    Greek crossdresser Jessica fucked in the ass in hotel 2
    05:07
    Greek crossdresser Jessica fucked in the ass in hotel 2
    80.4K views
    The First Night of Your New Bride Paichan - Please Come Home Early
    05:51
    The First Night of Your New Bride Paichan - Please Come Home Early
    FapHouse
    9.1K views
    Blue Archive Asuna Cosplay - Is this your first time with a bunny student, teacher? 🐰
    06:07
    Blue Archive Asuna Cosplay - Is this your first time with a bunny student, teacher? 🐰
    Nasty Azu
    16.2K views
    First tortured with electric shocks, then cummed in stockings
    06:37
    First tortured with electric shocks, then cummed in stockings
    Loreleyadd
    16.2K views
    Cd chupa polla of the first
    07:10
    Cd chupa polla of the first
    Luississytv
    9.4K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
    08:12
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
    Bailey Wilde
    10.3K views
    Sissyrebelx gets her ass hard
    03:09
    Sissyrebelx gets her ass hard
    Sissyrebelx
    1.1K views
    Stupid whore Trisha Trash stuffs her asshole with different butt plugs while sucking a massive dildo
    08:11
    Stupid whore Trisha Trash stuffs her asshole with different butt plugs while sucking a massive dildo
    Trisha Trash
    1K views
    First time hands free
    00:57
    First time hands free
    Twinkie Star
    11.5K views
    Face Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
    05:26
    Face Spanking Sissy Cute Crossdresser Slut White Big Natural Boobs Spanking Tits Boy Gay Twink Cum
    Crossdresserkitty
    20.2K views
    Redhead trans schoolgirl, rich, deep throat oral sex
    05:09
    Redhead trans schoolgirl, rich, deep throat oral sex
    Sexytransjordana25
    2.7K views
    Guy Feminized and Fucked for First Time
    03:17
    Guy Feminized and Fucked for First Time
    Bailey Wilde
    40.8K views
    • Back
    • 1
    • ...
    • 4
    • 5
    • 6
    • 7
    • 8
    • ...
    • 80
    • Next
    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