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

    Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Sissy Boy
    Sissy Slut
    Sissy Faggot
    Sissy Cum
    Best Videos
    By clicking the content you will also see an ad. AD
    Tall Thin Trans Fucked Like a Living Doll
    05:15
    Tall Thin Trans Fucked Like a Living Doll
    Bigdanny10
    5K views
    sam_cdsissy sissy crossdresser cums on cam
    24:49
    sam_cdsissy sissy crossdresser cums on cam
    S Sam_cdsissy
    3K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    99.2K views
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    74.7K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    46.5K views
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    27.6K views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    45.7K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    214.7K views
    Sissy Workout 9. Lots of Cum
    02:58
    Sissy Workout 9. Lots of Cum
    KatyKoroleva
    16.4K views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    62.4K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    141.4K views
    An Obedient Pet
    06:12
    An Obedient Pet
    Pure Ts
    13.6K views
    Sissies Are Not Athletes
    08:03
    Sissies Are Not Athletes
    Pure Ts
    11.8K views
    Stripped of His Masculinity
    06:16
    Stripped of His Masculinity
    Pure Ts
    2K views
    Playtime 69
    27:02
    Playtime 69
    TSRyley
    64.8K views
    Dressed up and Dicked Down
    06:12
    Dressed up and Dicked Down
    Pure Ts
    3K views
    TS Wednesday Addams Cums Playing with Huge Dildo - Chloe Cox
    05:37
    TS Wednesday Addams Cums Playing with Huge Dildo - Chloe Cox
    Chloe Cox
    just added
    Carina public in elevator with big cock
    01:10
    Carina public in elevator with big cock
    CarinaDavid
    20.8K views
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    116.3K views
    femboy in college
    15:12
    femboy in college
    KaneVolt
    just added
    Sexy Crossdresser uses anal vibe while she bounces on a pussy and ass and sucks a dildo
    06:51
    Sexy Crossdresser uses anal vibe while she bounces on a pussy and ass and sucks a dildo
    MadisonCD2025
    just added
    Amateur Latina Fulfills Her Dream
    08:01
    Amateur Latina Fulfills Her Dream
    Pure Ts
    123.3K views
    Anal cd slut fucked by machine til asspussy is drooling
    06:01
    Anal cd slut fucked by machine til asspussy is drooling
    Sunaxfemiknulla
    just added
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    13.5K views
    Sissy Swap Tales Schoolgirl Sissies 1
    10:24
    Sissy Swap Tales Schoolgirl Sissies 1
    1.1M views
    Hot Asian Ladyboy Big Bubble Butt
    05:23
    Hot Asian Ladyboy Big Bubble Butt
    Bigdesidick2
    just added
    Anal sex with the trans neighbor of his cuckolded neighbor
    07:07
    Anal sex with the trans neighbor of his cuckolded neighbor
    Sexytransjordana25
    just added
    Hot braceface is dildofucking herself while in chastity - Alexandra Braces Star is amazing!
    06:50
    Hot braceface is dildofucking herself while in chastity - Alexandra Braces Star is amazing!
    Alexandra Braces
    just added
    Full Video - Jasmine shows off her round ass and takes a pounding from her fuck machine
    06:22
    Full Video - Jasmine shows off her round ass and takes a pounding from her fuck machine
    Jasmine904x
    just added
    THE SISSY'S FUTURE
    07:56
    THE SISSY'S FUTURE
    575.4K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    2K views
    The presentation of Trans Sissy Christiane
    01:15
    The presentation of Trans Sissy Christiane
    Sissy Christiane
    just added
    Prezotte's House
    07:53
    Prezotte's House
    Prezottes_House
    just added
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    08:12
    Bring Us Holes, Silkbone. or We'll Fuck Yours!
    Mistress Jodie May
    88.2K views
    CD cam model gets fucked while working
    08:12
    CD cam model gets fucked while working
    Pure Ts
    37.8K views
    Full Video - Sissy Jasmines tight ass takes a big cock
    05:18
    Full Video - Sissy Jasmines tight ass takes a big cock
    Jasmine904x
    just added
    Sissy Sevyn Worships Black Word
    08:07
    Sissy Sevyn Worships Black Word
    Black Sword XXX
    21K views
    Practice makes perfect
    01:46
    Practice makes perfect
    cross_bi
    just added
    Coming Home to a Perfect Booty
    08:18
    Coming Home to a Perfect Booty
    Pure Ts
    20.8K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    680.5K views
    Pretty Sissy Masturbate
    01:03
    Pretty Sissy Masturbate
    Sasha Q
    just added
    About-Face (Part 2): My Naughty Side Sissy Eating Her
    15:55
    About-Face (Part 2): My Naughty Side Sissy Eating Her
    Rachelle59
    just added
    Horny bunnygirl moans crazily and gets sticky from multiple orgasms and squirts by huge anal dildos.
    12:45
    Horny bunnygirl moans crazily and gets sticky from multiple orgasms and squirts by huge anal dildos.
    Harinni
    just added
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    2K views
    FetishEmmanuella video 13 -  I am the biggest Whore POUTANA  in Cyprus part 1
    03:12
    FetishEmmanuella video 13 - I am the biggest Whore POUTANA in Cyprus part 1
    Emmanuella Stavrinou
    just added
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    901.5K views
    Minnie's tight ass gets worked out by thick dildo
    07:34
    Minnie's tight ass gets worked out by thick dildo
    Jasmine904x
    just added
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 1,066
    • Next

    Searches Related to Sissy

    • Sissy Femboy Fucked
    • Secret Sissyboy
    • Real Sexy Feminine Crossdresser
    • Traps Femboys and Sissys
    • Extreme Homemade
    • Beautiful Shemale
    • Dirty Crossdressers Slut
    • Transvestites Sissies
    • A Pretty Boy Gets Feminized
    • First Time Crossdressing
    • Innocent Teen
    • Crossdreser Sex
    • Sissy-Virgin
    • Raw Breeding
    • Crossboy With Mommy Clothes
    • Crossdress Fuck
    • Femboi Trap
    • Femboygirlfriend
    • Stunning Ladyboy
    • Amateur Bareback

    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