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
    Dressed up and Dicked Down
    06:12
    Dressed up and Dicked Down
    Pure Ts
    3K views
    Amateur Latina Fulfills Her Dream
    08:01
    Amateur Latina Fulfills Her Dream
    Pure Ts
    123.3K views
    sam_cdsissy sissy crossdresser cums on cam
    24:49
    sam_cdsissy sissy crossdresser cums on cam
    S Sam_cdsissy
    2K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    141.4K views
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    72.1K views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    45.7K views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    62.4K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    99.2K views
    Carina public in elevator with big cock
    01:10
    Carina public in elevator with big cock
    CarinaDavid
    20.8K views
    Stripped of His Masculinity
    06:16
    Stripped of His Masculinity
    Pure Ts
    2K views
    His Personal Fucktoy
    08:12
    His Personal Fucktoy
    Pure Ts
    19.9K views
    Determined to Be in the Feminization Academy
    06:12
    Determined to Be in the Feminization Academy
    Pure Ts
    13.5K views
    Playtime 69
    27:02
    Playtime 69
    TSRyley
    64.8K views
    Showing off
    06:24
    Showing off
    Pure Ts
    7.9K views
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    27.6K views
    From Masculine to Feminine
    07:37
    From Masculine to Feminine
    Pure Ts
    2K views
    Confess That You Are a Sissy
    11:21
    Confess That You Are a Sissy
    Natalie Napoli
    just added
    Such a Naughty Maid
    03:14
    Such a Naughty Maid
    JessicaXD
    just added
    Cum ass on huge dick
    04:57
    Cum ass on huge dick
    Lola Spais
    just added
    Tall Thin Trans Fucked Like a Living Doll
    05:15
    Tall Thin Trans Fucked Like a Living Doll
    Bigdanny10
    4K views
    Sissy Sevyn Worships Black Word
    08:07
    Sissy Sevyn Worships Black Word
    Black Sword XXX
    21K views
    Sissy Dressup Party with Sasha De sade Goes wrong
    01:10
    Sissy Dressup Party with Sasha De sade Goes wrong
    Sissy Joyce
    98.9K views
    sissy girl jessie sissy adventures become a slutty student practicing for sex ed at home
    04:19
    sissy girl jessie sissy adventures become a slutty student practicing for sex ed at home
    jessiesissyadventures
    just added
    Sam_cdsissy sissy crossdresser cumshot in pantyhose
    14:57
    Sam_cdsissy sissy crossdresser cumshot in pantyhose
    S Sam_cdsissy
    just added
    Lady in white masturbates
    01:34
    Lady in white masturbates
    JessicaXD
    just added
    You Want BBC Sissy
    30:17
    You Want BBC Sissy
    1.1M views
    His Secret Sissy Life
    07:43
    His Secret Sissy Life
    Pure Ts
    2K views
    Cum feeding for sissy boys
    04:40
    Cum feeding for sissy boys
    1.9M views
    Tanguita Inside
    06:52
    Tanguita Inside
    Erika San
    just added
    The Only Way A Sissy Should Orgasm and Please Her Alpha Male
    00:32
    The Only Way A Sissy Should Orgasm and Please Her Alpha Male
    1.3M views
    Tranny MILF Sissy Ass Getting Her Ass Strech for Big Cocks
    03:28
    Tranny MILF Sissy Ass Getting Her Ass Strech for Big Cocks
    JenniferStarTS
    just added
    I'm a sissy and I love sucking my cock
    06:58
    I'm a sissy and I love sucking my cock
    Luississytv
    just added
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    214.7K views
    TS GRANDMA LOVES TO SMOKE MORE120 MENTHOLS IN HER CAR CD TS LADYBOY
    04:43
    TS GRANDMA LOVES TO SMOKE MORE120 MENTHOLS IN HER CAR CD TS LADYBOY
    MrsRuthieRoman
    just added
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    116.3K views
    Coming Home to a Perfect Booty
    08:18
    Coming Home to a Perfect Booty
    Pure Ts
    20.8K views
    SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
    07:22
    SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
    701.9K views
    Play with my plug
    00:58
    Play with my plug
    Cristina
    just added
    THE SISSY'S FUTURE
    07:56
    THE SISSY'S FUTURE
    575.4K views
    Classy and Slutty at the Same Time
    06:52
    Classy and Slutty at the Same Time
    Pure Ts
    12.8K views
    Stroking my throbbing dick for you
    01:27
    Stroking my throbbing dick for you
    barbiebelladollz
    61.4K views
    Indian bhabhi removing saree and peticot
    04:11
    Indian bhabhi removing saree and peticot
    Rossy bhabhi
    just added
    I kick my ass
    00:45
    I kick my ass
    Cristina
    just added
    Sissies Are Not Athletes
    08:03
    Sissies Are Not Athletes
    Pure Ts
    11.8K views
    Sissified Kenzie Star Loves Dildo Riding
    13:22
    Sissified Kenzie Star Loves Dildo Riding
    SissyKenzieStar
    just added
    I love being fucked in this position
    04:31
    I love being fucked in this position
    EmmaInkTrans
    just added
    Sissy Summer House Dreams 3
    16:29
    Sissy Summer House Dreams 3
    301.1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 1,065
    • 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
    • Young Trans
    • Amateur Bareback
    • Feminization
    • The Sissy's Future
    • Crossdress Fuck
    • Fem Boys
    • Cross Dressing Faggot
    • Innocent Teen
    • Femboi Trap
    • Stunning Ladyboy

    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