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 Time Peg Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Mistress Eudora's Anal Slut
    05:28
    Mistress Eudora's Anal Slut
    Loren Aprile
    140.2K views
    Hot Shemale Bella Vidal wants to feel a good PEGGING for the first time ever
    05:00
    Hot Shemale Bella Vidal wants to feel a good PEGGING for the first time ever
    elarnaldo
    248.6K views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.7M views
    Young crossdresser pegging first time
    04:26
    Young crossdresser pegging first time
    4.4K views
    Mistress Revenge Destroying my Ass in her hotel room
    01:51
    Mistress Revenge Destroying my Ass in her hotel room
    Loren Aprile
    229K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
    08:12
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 8
    Bailey Wilde
    9.7K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Crossdresser masturbating
    01:11
    Crossdresser masturbating
    MadisonCD2025
    744 views
    Anal Room Service with Mistress Lilith
    02:34
    Anal Room Service with Mistress Lilith
    Loren Aprile
    419.9K views
    A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
    05:21
    A Ssolo Trans Male Enjoy small and BIG Dildo Ends Up Gaping His Ass.
    Assexploringmachin
    4K 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
    Suprise ass
    01:21
    Suprise ass
    3K views
    Intense pegging at the hotel for Loren Aprile
    02:16
    Intense pegging at the hotel for Loren Aprile
    Loren Aprile
    154.7K views
    It’s not just pegging baby, it’s me staking my claim inside your body, one thrust at a time
    04:32
    It’s not just pegging baby, it’s me staking my claim inside your body, one thrust at a time
    PixieglitchTS
    1.6K views
    How I've made my boyfriend into a anal slut
    04:39
    How I've made my boyfriend into a anal slut
    Trinit Noir
    55K views
    Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
    01:35
    Contraband - Part 2 - Heathrow Dungeon Come to Punish for Her Smuggling
    Jasmine_dlight
    9.6K views
    Week-end confinement
    14:45
    Week-end confinement
    NikkyTrav
    260.2K views
    Sissygasm for Domina
    02:18
    Sissygasm for Domina
    FrinaXXX
    17.6K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    Part 1:- Domina Satana fucks Allegro in the Vampire Room
    06:26
    Part 1:- Domina Satana fucks Allegro in the Vampire Room
    Aaexperiencesltd
    1.9K views
    Girl pegging her sissy
    15:31
    Girl pegging her sissy
    99.5K views
    Was your first pegging voluntary or forced?
    07:21
    Was your first pegging voluntary or forced?
    PixieglitchTS
    5.6K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    Part 2:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    06:12
    Part 2:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    Aaexperiencesltd
    1K 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
    I want to watch you try your first tranny cock
    16:30
    I want to watch you try your first tranny cock
    Shemales Fuck Couples
    22.2K views
    Hot sexy Mistress pegging trans sissy joyce
    01:18
    Hot sexy Mistress pegging trans sissy joyce
    Sissy Joyce
    703.8K views
    Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
    06:04
    Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
    Aaexperiencesltd
    just added
    Curvy tattooed wife pegging trans schoolgirl slut
    11:26
    Curvy tattooed wife pegging trans schoolgirl slut
    319.4K views
    Part 2:- Domina Satana, Mistress Carrie does a Double Domme session
    06:01
    Part 2:- Domina Satana, Mistress Carrie does a Double Domme session
    Aaexperiencesltd
    just added
    Anal Destruction for Human Ashtray Loren Aprile
    02:22
    Anal Destruction for Human Ashtray Loren Aprile
    Loren Aprile
    118.8K views
    Our First Pegging Encounter (Sissy Training)
    01:21
    Our First Pegging Encounter (Sissy Training)
    littlemissbrat
    65.4K views
    Strong girl pegging her sissy boy. (part 2)
    10:16
    Strong girl pegging her sissy boy. (part 2)
    82.8K views
    I cant wait to be the first one to fuck your ass
    15:18
    I cant wait to be the first one to fuck your ass
    Tranny Newbies
    4.4K views
    Pegging Hardcore with Mistress Revenge
    05:36
    Pegging Hardcore with Mistress Revenge
    Loren Aprile
    15.7K views
    Part 4:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    05:47
    Part 4:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    Aaexperiencesltd
    just added
    Cutie Girl pegging tranny
    03:05
    Cutie Girl pegging tranny
    181.6K 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
    9M views
    Feminized for Girls Night Out (Full Movie)
    23:39
    Feminized for Girls Night Out (Full Movie)
    Bailey Wilde
    544.8K views
    First Time Anal
    08:41
    First Time Anal
    Pure Ts
    68.2K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Trap takes BWC for the first time from daddy
    00:54
    Trap takes BWC for the first time from daddy
    3M views
    Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo
    06:39
    Pegged Crossdresser Anal Anal Fucked with a Big Strapon Dildo
    SissyKanisa
    34.9K views
    My first time with a trans girl !!
    14:58
    My first time with a trans girl !!
    Lina Mila
    2.1M views
    BBW destroying a tranny's asshole with a strapon
    07:06
    BBW destroying a tranny's asshole with a strapon
    202.3K views
    First Time Glory Hole
    09:03
    First Time Glory Hole
    435.5K views
    Blond dominatrix pegging a shemale
    06:48
    Blond dominatrix pegging a shemale
    90K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 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