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 Homemade Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the straight section?
    Homemade
    Crossdressing
    Homemade Sissy
    Homemade Shemale
    Caught Crossdressing
    Crossdressing Sluts
    Crossdressing Husband
    Trans Homemade
    Extreme Homemade
    Homemade Hooker
    Vintage Crossdressing
    Homemade Threesome
    Homemade Anal
    Homemade Compilation
    Homemade Grindr
    Ladyboy Homemade
    Homemade BBC
    Femboy Homemade
    Crossdressing Daddies
    Homemade Tranny
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    02:15
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    sinsweethoneyasses
    2.1M views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    You Have to See What These Three Trans Women Did with This Hottie After the Party.
    22:24
    You Have to See What These Three Trans Women Did with This Hottie After the Party.
    Tsdanisantos1
    522.3K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    777.1K views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    57.4K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    07:14
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    Jessica Bloom
    66.2K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    493.8K views
    Ejaculation collection. Look at me masturbating a lot
    07:54
    Ejaculation collection. Look at me masturbating a lot
    harucoco
    210.2K 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
    243.3K views
    Amateur Sissy Crossdresser Swallow Compilation
    41:18
    Amateur Sissy Crossdresser Swallow Compilation
    2.2M views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    The Bordello Calarel  Shemale Slave Have a Big Cock Big Cock Porn
    09:59
    The Bordello Calarel Shemale Slave Have a Big Cock Big Cock Porn
    PissOnAsshole
    179.4K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    I Called a Trans Friend and a Friend to Have a Party and They Both Ended up Fucking My Ass and Cumming in My Mouth
    08:12
    I Called a Trans Friend and a Friend to Have a Party and They Both Ended up Fucking My Ass and Cumming in My Mouth
    Suzie Slut
    295.3K views
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    12:31
    FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
    ADULTTIMEGAY
    583.4K views
    Imagine You Are Fucking a Boy!
    06:15
    Imagine You Are Fucking a Boy!
    KinkyHome
    69.2K views
    husband bends over and fucks the femboy
    05:07
    husband bends over and fucks the femboy
    Diamond Wolfie
    262.5K views
    Amateur Couple and Trans - Train
    22:45
    Amateur Couple and Trans - Train
    MySchoolLife
    1M views

    Relevant Short videos

    Cumming hard with butthole twitching
    Cumming hard with butthole twitching
    Zoeqt
    189K views
    Surprise Cumshot
    Surprise Cumshot
    Zoeqt
    283.6K views
    Hardcore negative chastity
    Hardcore negative chastity
    boobyb0y
    266.1K views
    Gerudo Link cumming like a bitch
    Gerudo Link cumming like a bitch
    Zoeqt
    79.1K views
    Shemale strokes fat cock in public hotel hallway
    Shemale strokes fat cock in public hotel hallway
    Janice Renee
    98.2K views
    Gerudo Link cumming like a hopeless slut
    Gerudo Link cumming like a hopeless slut
    Zoeqt
    62.9K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    234.8K views
    Loving up his secret crossdresser babe
    08:12
    Loving up his secret crossdresser babe
    Pure Ts
    339.4K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    Sissy loves to be fucked hard and get a big load in her asshole
    06:07
    Sissy loves to be fucked hard and get a big load in her asshole
    missangell_
    362.7K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    Sucking some dudes cock while my boyfriend is at work
    05:18
    Sucking some dudes cock while my boyfriend is at work
    JsseMontz
    563.5K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    Something about a petite slut taking BBC just hits different
    05:40
    Something about a petite slut taking BBC just hits different
    MrNastyXavier
    443.1K views
    Fucking on the last day of summer, in a cornfield
    03:39
    Fucking on the last day of summer, in a cornfield
    vika_sissy
    342.8K views
    A huge cumshot on my boy friend who goes crazy feeling the hot milk of the goddess gigi
    08:12
    A huge cumshot on my boy friend who goes crazy feeling the hot milk of the goddess gigi
    GiGiMoon81
    331.7K views
    Sex with Sissy Boy with Big Butt
    05:17
    Sex with Sissy Boy with Big Butt
    Sebnem
    382.9K views
    Orgy Between Friends
    23:57
    Orgy Between Friends
    carmonaoficial
    100.8K views
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.3M views
    Sissy Sex Slave
    07:00
    Sissy Sex Slave
    Kapri Sun
    48.7K views
    Your little bitch wants hot cum inside her tight and dirty asshole
    06:50
    Your little bitch wants hot cum inside her tight and dirty asshole
    missangell_
    754K views
    Slutty trans girl sucks a straight college guy with a HUGE BBC in a hotel.
    07:20
    Slutty trans girl sucks a straight college guy with a HUGE BBC in a hotel.
    JsseMontz
    27.2K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    Illuxxxtrandy Intense Sex with a Big-booty Student: Cum-thirsty, Gaping Ass, and Dripping Pussy in Hot, Hardcore Fucking
    10:11
    Illuxxxtrandy Intense Sex with a Big-booty Student: Cum-thirsty, Gaping Ass, and Dripping Pussy in Hot, Hardcore Fucking
    sinsweethoneyasses
    350.7K 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
    WOW! That's a cum show! - Vanniall's 100 Cam Show Cum Show Compilation
    01:42:55
    WOW! That's a cum show! - Vanniall's 100 Cam Show Cum Show Compilation
    Vanniall
    1.1M views
    A Prostitute Offering Herself on the Street
    02:29
    A Prostitute Offering Herself on the Street
    Wesley Fudedor
    332.8K views
    Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
    08:15
    Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
    Fiona Fortune
    245.9K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Husband Calls Two Transsexuals To Make A Gangbang With His Wife She Loved The Three Cocks
    28:14
    Husband Calls Two Transsexuals To Make A Gangbang With His Wife She Loved The Three Cocks
    carmonaoficial
    607.8K views
    She loves to be my favorite fucktoy in bareback
    05:36
    She loves to be my favorite fucktoy in bareback
    MrNastyXavier
    2M views
    Making My Cock Explode
    08:09
    Making My Cock Explode
    TSRyley
    53.3K views
    Crossdresser shop owner gets fucked by a man in the shop
    13:00
    Crossdresser shop owner gets fucked by a man in the shop
    WanidaCrossdresser
    345.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Homemade

    • Homemade Crossdresser Sex
    • First Time Crossdressing for Friend
    • Mature Crossdressers Fucking
    • Amateur Crossdress
    • Sissy Femboy Fucked
    • Femboys in Lingerie
    • Crossboy With Mommy Clothes
    • Transvestites Sissies
    • Dressing as a Girl
    • Crossdresserlover Ladyboys
    • Femboi Trap
    • Traps Femboys and Sissys
    • Cross Dresser Cum
    • Naturally Bare Naked Feminine Man
    • Crossdressing Husband Caught by Wife
    • Cd Panties
    • Crossdressers Making Love
    • Straight Guys Fuck Crossdresser
    • Men Dressed as Women
    • Crossdresserkitty

    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