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

    Pegging Shemale Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Pegging
    Sissy Pegging
    Pegging Crossdresser
    Chastity Pegging
    Trans Pegging
    Wife Pegging
    Pegging Cum
    Pegging Compilation
    Pegging Threesome
    Ladyboy Pegging
    Lesbians Pegging
    Pegging Humiliation
    Pegging Cartoon
    Pegging Punishment
    Pegging Cumshot
    Latex Pegging
    Pegging Orgasm
    Cuckold Pegging
    Pegging Pmv
    Pegging Femdom
    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
    144.1K views
    Hottest cum during anal pegging
    06:05
    Hottest cum during anal pegging
    KinkyHome
    1.5M views
    Pegging Hardcore with Mistress Revenge
    05:36
    Pegging Hardcore with Mistress Revenge
    Loren Aprile
    17.5K views
    Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
    14:44
    Hard Rock Bottoms 11 (Trans, Pegging, Gay, Bi compilation)
    610K views
    Zoe and Jane strapon
    05:11
    Zoe and Jane strapon
    144.6K views
    Transbian 5way Orgy w 3 Trannys & Cis Couple Goth Kink Sex
    01:39:15
    Transbian 5way Orgy w 3 Trannys & Cis Couple Goth Kink Sex
    Cyanide Mistress Of Darkness
    532K views
    Femdom pegging
    05:27
    Femdom pegging
    49.7K views
    Hard Rock Bottoms 10 (Trans, Pegging, Gay, Bi compilation)
    15:05
    Hard Rock Bottoms 10 (Trans, Pegging, Gay, Bi compilation)
    384.8K views
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    16:50
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    Dominatrix Eva
    636K views
    Hard Rock Bottoms 8 (Trans, Pegging, Gay, Bi compilation)
    15:09
    Hard Rock Bottoms 8 (Trans, Pegging, Gay, Bi compilation)
    387.7K views
    Anal Room Service with Mistress Lilith
    02:34
    Anal Room Service with Mistress Lilith
    Loren Aprile
    421.1K views
    Femdom Strapon Pegging Cumshot!
    06:05
    Femdom Strapon Pegging Cumshot!
    KinkyHome
    746.4K views
    Blond dominatrix pegging a shemale
    06:48
    Blond dominatrix pegging a shemale
    90K views
    Sissy Doll Fucking in a Pegging Date
    07:00
    Sissy Doll Fucking in a Pegging Date
    Brat Perversions
    13.8K views
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    15:09
    Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
    902.7K views
    Tranny pegged by her naughty gf
    06:15
    Tranny pegged by her naughty gf
    318.1K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.2M views
    BBW Pegs & Gets Fucked by TS - Sydney Screams & Haven Starr
    12:41
    BBW Pegs & Gets Fucked by TS - Sydney Screams & Haven Starr
    Sydney Screams
    357.4K views
    Hardcore Pegging using my slave's ass to the limit
    02:21
    Hardcore Pegging using my slave's ass to the limit
    Revenge
    331.5K views
    Hard Rock Bottoms 9 (Trans, Pegging, Gay, Bi compilation)
    14:57
    Hard Rock Bottoms 9 (Trans, Pegging, Gay, Bi compilation)
    177.1K views
    Curvy tattooed wife pegging trans schoolgirl slut
    11:26
    Curvy tattooed wife pegging trans schoolgirl slut
    320.6K views
    The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
    15:05
    The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
    Spike Essex
    224.4K views
    Sissy gets pegged
    04:31
    Sissy gets pegged
    194.1K views
    Dress Up Sissy Costume Tasks
    10:49
    Dress Up Sissy Costume Tasks
    Natalie Napoli
    22.4K views
    Natalie Mars and Damazonia
    17:54
    Natalie Mars and Damazonia
    1.1M views
    Rough hardcore pegging in hospital
    07:47
    Rough hardcore pegging in hospital
    KinkyHome
    505.6K views
    Bubble butt slut strapon powerfucking TS! - v2
    06:37
    Bubble butt slut strapon powerfucking TS! - v2
    153K views
    College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
    00:53
    College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
    Jasmine_dlight
    126.9K views
    Cutie Girl pegging tranny
    03:05
    Cutie Girl pegging tranny
    181.6K views
    New Girl in the Sissy Harem
    11:29
    New Girl in the Sissy Harem
    Natalie Napoli
    16K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    Girls playing before going out
    47:16
    Girls playing before going out
    Alfacontent World
    235.9K views
    huge pegging bisexual tranny and cuckold comp i made
    01:08:50
    huge pegging bisexual tranny and cuckold comp i made
    484.8K views
    Submissive Dude Gets Pegged By Blonde Brittany Andrews
    07:05
    Submissive Dude Gets Pegged By Blonde Brittany Andrews
    BrittanyAndrews
    91.8K views
    Golden Shower and Piss Enema in the Garden for the Anal Slut
    01:18
    Golden Shower and Piss Enema in the Garden for the Anal Slut
    Loren Aprile
    377.4K views
    Sissy CrossDresser Lucy gets pegged by Lisa with a Strapon
    46:18
    Sissy CrossDresser Lucy gets pegged by Lisa with a Strapon
    Spike Essex
    428.1K views
    Hard Rock Bottoms 1 (Trans, Pegging, Gay, Bi compilation)
    15:07
    Hard Rock Bottoms 1 (Trans, Pegging, Gay, Bi compilation)
    581.2K views
    Goth Crossdresser Pegged and Swallows Own Cum
    10:08
    Goth Crossdresser Pegged and Swallows Own Cum
    Bailey Wilde
    40.2K views
    Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
    15:17
    Hard Rock Bottoms 7 (Trans, Pegging, Gay, Bi compilation)
    232K views
    A fat dude gets assfucked hard by a horny German shemale slut
    36:47
    A fat dude gets assfucked hard by a horny German shemale slut
    GermanDamen
    110K views
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    15:07
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    GenderX
    2.7M views
    Wilmaann another view pegging
    12:38
    Wilmaann another view pegging
    153.6K views
    TSFACTOR Hardcore Trans ANAL Compilation
    23:06
    TSFACTOR Hardcore Trans ANAL Compilation
    TS Factor
    1.1M views
    HotTs Trans Ebony Jessica Black fucks Lance Hart’s Ass
    05:49
    HotTs Trans Ebony Jessica Black fucks Lance Hart’s Ass
    Hot TS
    195.9K views
    Black tgirl with giant tool fucking a white ass fat faggot
    11:38
    Black tgirl with giant tool fucking a white ass fat faggot
    Latina Tranny
    1.5M views
    AB121 Lustful succubus extreme training
    02:42
    AB121 Lustful succubus extreme training
    Abby Kitty
    155.3K 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
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Pegging Shemale

    • Femdom Pegging
    • Strapon Shemale
    • Husband Pegged in Front of Wife
    • Strap on Trans
    • Sissy Transformation Male to Female
    • Extreme Pegging
    • Shemale Strapon Fucked
    • Shemales Sissification
    • Multiple Prostate Orgasm and Huge Cum
    • Man Transformed Into Woman
    • Ts Mistresses Dominate
    • Feminized Hormones
    • Maximum Perversum Extrem Pervers
    • Lesbians Eating Pussy
    • Russian Femboy
    • Double Ended Dildo
    • Lesbian Fisting
    • Inflatable Butt Plug
    • Girlfriend Catches Me Crossdressing
    • 2 Sissies 1 Chastity Cage

    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