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
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Crossdressing Men Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdressing
    Man
    Trans Man
    Crossdressing Homemade
    Old Man
    Caught Crossdressing
    Crossdressing Sluts
    Crossdressing Husband
    Vintage Crossdressing
    Crossdressing Daddies
    Married Man
    Crossdressing Faggots
    Man Pussy
    Grandpa Crossdressing
    Christmas Crossdressing
    Fat Man
    Crossdressing Couple
    Transgender Man
    Crossdressing Pvc
    Crossdressing Amateurs
    Best Videos
    By clicking the content you will also see an ad. AD
    Big load from femcock Monstercock from a cute girl
    00:58
    Big load from femcock Monstercock from a cute girl
    Samantha Sissy World
    647.4K views
    Kitty tranny maid Victoria Grant bareback deep fucking
    06:41
    Kitty tranny maid Victoria Grant bareback deep fucking
    TS Playground
    222.8K views
    Shemale gets shared with massive dick from BBC compilation
    18:46
    Shemale gets shared with massive dick from BBC compilation
    DaddyandLexa
    224.4K views
    Big Dick Femboy Cumshot Compilation 4 - alizevert
    07:25
    Big Dick Femboy Cumshot Compilation 4 - alizevert
    alizevert
    898K views
    Getting Ready for my man to fuck my Ass Bareback - More on FapHouse, Onlyfans Veronica Sanders
    06:39
    Getting Ready for my man to fuck my Ass Bareback - More on FapHouse, Onlyfans Veronica Sanders
    Veronica Sanders
    184.1K views
    I milk my stepbrother's girlfriend with her big
    08:47
    I milk my stepbrother's girlfriend with her big
    A ANDREINA
    376.5K views
    Much Sexier Than Most Women
    08:12
    Much Sexier Than Most Women
    Pure Ts
    224K views
    The Perfect Woman Exists and Is Blacksharon
    13:25
    The Perfect Woman Exists and Is Blacksharon
    Blacksharon
    29.1K views
    Stepdaddy fuck trans 20yo stepdaughter
    08:53
    Stepdaddy fuck trans 20yo stepdaughter
    Crystal Phoenix
    369.5K views
    Being broken into by Will Mastro's 24cm
    16:34
    Being broken into by Will Mastro's 24cm
    Nathalia Fontes
    1.5M views
    Asian Femboy goes black..
    05:25
    Asian Femboy goes black..
    Lola Femme
    1.2M views
    Filling the Ass of the Horny Trans Neighbor
    10:36
    Filling the Ass of the Horny Trans Neighbor
    Smoker Master
    69K views
    Fucking my trans stepdaughter bareback like the bitch she is
    15:00
    Fucking my trans stepdaughter bareback like the bitch she is
    Smoker Master
    91.3K views
    Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
    02:44
    Wife Videos Sissy Cuckol Being Fucked By Crossdressing stran
    494.8K views
    Radroachhd Intense Orgy: Sweet, Curvy Latina Passionately Fucked, Hardcore Sex, Cum-drenched Ass, Gaping Pleasure
    02:34
    Radroachhd Intense Orgy: Sweet, Curvy Latina Passionately Fucked, Hardcore Sex, Cum-drenched Ass, Gaping Pleasure
    Hatanoxxxmiwa
    203.5K views
    Crossdresser swallowing my cum
    00:47
    Crossdresser swallowing my cum
    594.3K views
    shemale cum sissy slut cums Trans cumming
    16:14
    shemale cum sissy slut cums Trans cumming
    SissyGirlTs
    36.8K views
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    13:12
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    Fiona Fortune
    217.3K views
    I Wore Make-up, Sucked His Dick and Rode It - Prettyboi2000x
    03:06
    I Wore Make-up, Sucked His Dick and Rode It - Prettyboi2000x
    Prettyboi2000x
    21.6K views
    She likes the doggy style position because it goes deeper into her dirty ass
    05:22
    She likes the doggy style position because it goes deeper into her dirty ass
    MrNastyXavier
    260.7K views
    Sex before breakfast
    10:32
    Sex before breakfast
    Elwadeoh
    907.9K views
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    11:20
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    alinanightsky
    307.2K views
    The Gardener Fucking the Mistress Sabrina Prezotte the Big-dicked Transvestite.
    22:27
    The Gardener Fucking the Mistress Sabrina Prezotte the Big-dicked Transvestite.
    Prezottes_House
    128.2K views
    Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 2
    08:12
    Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 2
    Bailey Wilde
    96.6K views
    This little bitch knows how to ride a big cock like mine.
    07:28
    This little bitch knows how to ride a big cock like mine.
    MrNastyXavier
    178.7K views
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    934K views
    Threesome of young trans with a hung BBC cock
    07:31
    Threesome of young trans with a hung BBC cock
    Crystal Phoenix
    211.1K views
    Going Outside to ask a guy to let me give him a blowjob (English subtitles)
    05:39
    Going Outside to ask a guy to let me give him a blowjob (English subtitles)
    Veronica Sanders
    617.7K views
    Thick Cock with New Morning Coat
    06:40
    Thick Cock with New Morning Coat
    Sonitchka
    35.9K views
    extreme masturbation
    11:11
    extreme masturbation
    TSquennAna
    149.9K views
    The stepsisters always deliver
    08:12
    The stepsisters always deliver
    Pure Ts
    172.4K views
    Cumshots 2024 Part II
    05:19
    Cumshots 2024 Part II
    Strapsex
    347.6K views
    two guys use a crossdresser
    06:00
    two guys use a crossdresser
    959.6K views
    Sissy crossdress anal slut gets thick uncut dick bare in her little ass
    53:14
    Sissy crossdress anal slut gets thick uncut dick bare in her little ass
    Tgirl Riley
    151.9K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    234.8K views
    Sweet 18yo Trans Girl Anal Mastrubation
    06:34
    Sweet 18yo Trans Girl Anal Mastrubation
    Fembaby
    43.7K views
    Total Sissy Amnesia
    13:20
    Total Sissy Amnesia
    Natalie Napoli
    28.1K views
    Chubby crossdresser getting fucked by BBC bareback
    01:30
    Chubby crossdresser getting fucked by BBC bareback
    470.9K views
    Stroking my throbbing dick for you
    01:27
    Stroking my throbbing dick for you
    barbiebelladollz
    67.6K views
    Petite bitch begs for this huge cock deep inside her dirty asshole
    05:12
    Petite bitch begs for this huge cock deep inside her dirty asshole
    MrNastyXavier
    246K views
    I love to ride your dick hard like a good bitch
    05:19
    I love to ride your dick hard like a good bitch
    missangell_
    235.8K views
    Crossdresser Sucking Nice Cock 7
    18:09
    Crossdresser Sucking Nice Cock 7
    476.8K views
    BF demolishes my young femboy bussy (2025 Remaster)
    12:36
    BF demolishes my young femboy bussy (2025 Remaster)
    Prettyboi2000x
    69.9K views
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    05:56
    Extreme Anal Gape Xxxl Dildo & Fuck Machine
    Elvi Lynx
    63.6K views
    Tranny dominates you at work
    07:05
    Tranny dominates you at work
    Kymmy Harper
    706.3K views
    Mature Sissy Gets Her Slutty Ass Fucked Hard
    18:54
    Mature Sissy Gets Her Slutty Ass Fucked Hard
    Trans and Co
    56.3K views
    Mature Trans Gets Fucked by a Black Guy
    36:38
    Mature Trans Gets Fucked by a Black Guy
    Trans and Co
    360.7K views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Men

    • Extrem Crossdressers
    • Crossdressing Daddies
    • Maledom
    • Sissyboy Shannon
    • Crossdress Orgy
    • Cross Dresser
    • Horny Sissy
    • Transvestite Clubbing
    • Whored Out
    • Femboy Schoolgirl
    • The Sissy's Future
    • Barebacked
    • Young First Time
    • Short Skirt Bend Over
    • Fishnets
    • Try on
    • Cd Seduction
    • Interracial Bareback
    • Amateur Traps
    • Stocking Tease

    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