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

    Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Young Sissy
    Teen Sissy Boy
    Sissys
    Bbc Fucks Sissy
    Sissy Feminization
    Sissy Crossdresser
    Amateur Sissy
    Teen Traps and Sissy Femboys
    Sissy Fuck
    Best Videos
    By clicking the content you will also see an ad. AD
    Mature CD Girlfriends End up with the Same Guy
    08:12
    Mature CD Girlfriends End up with the Same Guy
    Pure Ts
    71K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    61.9K views
    Dressed up and Dicked Down
    06:12
    Dressed up and Dicked Down
    Pure Ts
    7.6K views
    Showing off
    06:24
    Showing off
    Pure Ts
    9.5K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    174.2K views
    Amateur Latina Fulfills Her Dream
    08:01
    Amateur Latina Fulfills Her Dream
    Pure Ts
    136.3K views
    Fake Job Interview Bags a Crossdresser
    06:12
    Fake Job Interview Bags a Crossdresser
    Pure Ts
    32.9K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2.1M views
    Tall Thin Trans Fucked Like a Living Doll
    05:15
    Tall Thin Trans Fucked Like a Living Doll
    Bigdanny10
    17.4K views
    Completely Submitted and Feminized
    08:12
    Completely Submitted and Feminized
    Pure Ts
    48.6K views
    The Cutest Sissy in the World
    06:57
    The Cutest Sissy in the World
    Pure Ts
    3K views
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    81.2K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    238.2K views
    An Obedient Pet
    06:12
    An Obedient Pet
    Pure Ts
    16.8K views
    A Big Sissy Sow Loves to Get Fucked
    08:12
    A Big Sissy Sow Loves to Get Fucked
    Trans and Co
    just added
    CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
    01:17:55
    CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
    KinkyHome
    1.5M views
    Fucking my sissy pussy
    01:20
    Fucking my sissy pussy
    cross_bi
    just added
    Very Nice Long Legs and Suckable Toes Foot Fetish
    02:47
    Very Nice Long Legs and Suckable Toes Foot Fetish
    SweetDWillie456
    just added
    Sissy Compilation Cumshot Collection
    02:47
    Sissy Compilation Cumshot Collection
    Sasha Q
    just added
    Please fuck me
    05:29
    Please fuck me
    c cockandfeet
    5K views
    You Want BBC Sissy
    30:17
    You Want BBC Sissy
    1.1M views
    Latex Sissy Girl Sucking Daddys Big Fat Cock
    05:21
    Latex Sissy Girl Sucking Daddys Big Fat Cock
    Abi Yinger
    just added
    When I put out more sperm than usual in my underwear
    05:39
    When I put out more sperm than usual in my underwear
    harucoco
    29.8K views
    Machine with huge dildo fucks this sissy hard
    11:55
    Machine with huge dildo fucks this sissy hard
    Jasmine904x
    just added
    CRAZY SISSY SLUT CROSSDRESS ISKRA GET FUCK
    08:09
    CRAZY SISSY SLUT CROSSDRESS ISKRA GET FUCK
    IskraElectrical49
    just added
    His Secret Sissy Life
    07:43
    His Secret Sissy Life
    Pure Ts
    3.2K views
    Chastity sissy shemale self enjoy
    10:32
    Chastity sissy shemale self enjoy
    Lilly Rosh
    just added
    The Dirty Diaries of Cindy - A cheap little pink sissy dressed in hot pink
    05:06
    The Dirty Diaries of Cindy - A cheap little pink sissy dressed in hot pink
    GojiraCindy
    just added
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    03:20
    Sissy Cums Too Early And Gets Punished With Rough Fucking.
    965K views
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    08:12
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    Mistress Jodie May
    116.9K views
    Mature Sissy is a Dirty CD who masturbates to her own dirty Videos
    11:29
    Mature Sissy is a Dirty CD who masturbates to her own dirty Videos
    JonasBen
    just added
    Indian crossdress very hot ad saxy lagging
    05:19
    Indian crossdress very hot ad saxy lagging
    Rossy bhabhi
    just added
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    59.8K views
    MRS. ROMAN CAR SMOKING A VS100 MENTHOL IN A SEXY CIGARETTE HOLDER
    04:15
    MRS. ROMAN CAR SMOKING A VS100 MENTHOL IN A SEXY CIGARETTE HOLDER
    MrsRuthieRoman
    just added
    Sissy Loves Real Tgirl Cock
    08:12
    Sissy Loves Real Tgirl Cock
    Ms-Minxy-Erotic
    49.4K views
    FILM NOIR RIDING AND SUCKING DILDO'S SMOKNG VS120's JACKING OFF TO CUM
    05:52
    FILM NOIR RIDING AND SUCKING DILDO'S SMOKNG VS120's JACKING OFF TO CUM
    MrsRuthieRoman
    just added
    My stepbrother asked me to wear my stepmother's clothes, I did, and he called me a gay boy and laughed :((
    05:07
    My stepbrother asked me to wear my stepmother's clothes, I did, and he called me a gay boy and laughed :((
    cd_aysemmm
    just added
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    17.3K views
    Hot crossdresser in gorgeous black shiny satin
    01:20
    Hot crossdresser in gorgeous black shiny satin
    Nottstvslut
    just added
    Sissy Shemale Teasing with Red Thong
    03:01
    Sissy Shemale Teasing with Red Thong
    Lilly Rosh
    just added
    I my thick until I make me like I would like you to do for me baby
    05:35
    I my thick until I make me like I would like you to do for me baby
    MTFXXXVIDS
    just added
    Quick Bathroom Cumshot Big Cock Blows Big Cum Load Shooting Semen Dribbling Cumshot Huge White Dick 10"
    01:20
    Quick Bathroom Cumshot Big Cock Blows Big Cum Load Shooting Semen Dribbling Cumshot Huge White Dick 10"
    Shyboy25
    just added
    Sissy Sasha Cumshot
    03:02
    Sissy Sasha Cumshot
    Sasha Q
    just added
    Public exposure on bike in public showing butt plug
    02:31
    Public exposure on bike in public showing butt plug
    Asiansissypublic
    13.2K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Young Blonde Trans Girl Milking and Punishing her Tits with Bbc Dildo and Whip
    12:00
    Young Blonde Trans Girl Milking and Punishing her Tits with Bbc Dildo and Whip
    fermerino
    just added
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    33.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 940
    • Next

    Searches Related to Sissy

    • Sissy Femboy Fucked
    • Femboys and Sissys
    • Amateur Crossdresser
    • Homemade Shemale
    • Secret Sissyboy
    • First Time Crossdressing
    • Transvestites Sissies
    • Dirty Crossdressers Slut
    • Extreme Small Teen
    • Rough Sex
    • Cross Dresser
    • Femboi Trap
    • Schoolgirl
    • Crossboy With Mommy Clothes
    • Hands Free Sissygasm
    • Sissy-Boys
    • Femboy Fucked
    • Femboygirlfriend
    • The Sissy's Future
    • A Pretty Boy Gets Feminized

    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