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
    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

    Showing results for sissy. Search instead for cissy

    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
    12.9K views
    Dressed up and Dicked Down
    06:12
    Dressed up and Dicked Down
    Pure Ts
    5.4K views
    Job interview leads to some intense sex
    08:12
    Job interview leads to some intense sex
    Pure Ts
    161.8K views
    Please fuck me
    05:29
    Please fuck me
    c cockandfeet
    4K views
    Sissy Bride in Chastity
    05:48
    Sissy Bride in Chastity
    Pure Ts
    14.8K views
    Showing off
    06:24
    Showing off
    Pure Ts
    9.5K views
    Rented Out by His Mistress
    06:12
    Rented Out by His Mistress
    Pure Ts
    57.2K views
    Mature CD Girlfriends End up with the Same Guy
    08:12
    Mature CD Girlfriends End up with the Same Guy
    Pure Ts
    67.3K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Hot Couple Fucks Their Submissive Trans Maid
    08:12
    Hot Couple Fucks Their Submissive Trans Maid
    Pure Ts
    77.4K views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    52.5K views
    sugar Cravsitt Presents: BBC 3
    58:34
    sugar Cravsitt Presents: BBC 3
    2.3M views
    Sissy Summer House Dreams 3
    16:29
    Sissy Summer House Dreams 3
    305.9K views
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    128.9K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    65.3K views
    GothFemboy dance in sexy outfit
    01:59
    GothFemboy dance in sexy outfit
    jessysky723
    just added
    Supercut of my latest clips
    10:37
    Supercut of my latest clips
    Linn
    just added
    An Obedient Pet
    06:12
    An Obedient Pet
    Pure Ts
    16.8K views
    Making love to my fleshlight pussy
    02:25
    Making love to my fleshlight pussy
    ItsASmallCockLife
    just added

    Relevant Short videos

    Cumming hard with butthole twitching
    Cumming hard with butthole twitching
    Zoeqt
    189K views
    cumming like crazy
    cumming like crazy
    boobyb0y
    251.7K views
    Daddy fucked her sissy hard
    Daddy fucked her sissy hard
    Sebnem
    210.8K views
    Surprise Cumshot
    Surprise Cumshot
    Zoeqt
    283.6K views
    Hardcore negative chastity
    Hardcore negative chastity
    boobyb0y
    266.1K views
    Shemale cums hard outdoors
    Shemale cums hard outdoors
    VladAQueen
    133.9K views
    Tiny Dick Tranny Mature Destroying Her Ass with a Huge 12in Dildo
    03:00
    Tiny Dick Tranny Mature Destroying Her Ass with a Huge 12in Dildo
    JenniferStarTS
    just added
    CD cam model gets fucked while working
    08:12
    CD cam model gets fucked while working
    Pure Ts
    46.1K views
    fuck sissy dildo gape
    01:39
    fuck sissy dildo gape
    Gofrepux
    just added
    Soaking My Sweater in Cum
    01:12
    Soaking My Sweater in Cum
    TSRyley
    just added
    Thick Cock with New Morning Coat
    06:40
    Thick Cock with New Morning Coat
    Sonitchka
    31.2K views
    Sucking His BBC
    08:55
    Sucking His BBC
    Tsdanisantos1
    251.8K views
    Tamil sissy femboy gets exposed chocking and gagging on a 11 inch BBC dildo
    07:07
    Tamil sissy femboy gets exposed chocking and gagging on a 11 inch BBC dildo
    FembunnyUwU
    just added
    Sissy crossdresser cucumber play
    01:48
    Sissy crossdresser cucumber play
    Nottstvslut
    just added
    I piss in my bodysuit in high hooker boots with stockings
    05:57
    I piss in my bodysuit in high hooker boots with stockings
    Loreleyadd
    just added
    I Love How This Man Fucks Me
    01:51
    I Love How This Man Fucks Me
    Crystal Phoenix
    just added
    Thick dildo stretches this schoolgirls ass
    17:27
    Thick dildo stretches this schoolgirls ass
    Jasmine904x
    just added
    Sissy Femboy In Lingerie Rides Dick Hard
    08:32
    Sissy Femboy In Lingerie Rides Dick Hard
    Wraith931
    just added
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    227.6K views
    His Secret Sissy Life
    07:43
    His Secret Sissy Life
    Pure Ts
    3.2K views
    Helicopter Cock
    00:44
    Helicopter Cock
    TSJade95
    just added
    Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    121.5K views
    Sissy and horny crossdresser in the woods is fucked
    12:34
    Sissy and horny crossdresser in the woods is fucked
    Nicole Montero
    453.8K views
    Jess Silk Rides Dildo
    02:36
    Jess Silk Rides Dildo
    Jessica silk
    just added
    Anal dildo gape sissy
    01:07
    Anal dildo gape sissy
    Gofrepux
    just added
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    100.6K views
    Sissy CD sucks and is fucked
    08:25
    Sissy CD sucks and is fucked
    1.4M views
    Fake Job Interview Bags a Crossdresser
    06:12
    Fake Job Interview Bags a Crossdresser
    Pure Ts
    31.1K views
    Sissy Solo Cumshot
    01:29
    Sissy Solo Cumshot
    Sasha Q
    just added
    Lola Cumming!
    00:53
    Lola Cumming!
    Lola Spais
    just added
    Amateur Latina Fulfills Her Dream
    08:01
    Amateur Latina Fulfills Her Dream
    Pure Ts
    133.4K views
    Futanari Shemale Fairy Fucks Amazon in the Forest  Trans Best Porn
    05:44
    Futanari Shemale Fairy Fucks Amazon in the Forest Trans Best Porn
    d dollysex
    just added
    The Cutest Sissy in the World
    06:57
    The Cutest Sissy in the World
    Pure Ts
    just added
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 1,071
    • 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
    • Femboy Fucked
    • Destroyed by BBC
    • Young Trans
    • The Sissy's Future
    • Transgender Sister
    • Schoolgirl
    • Cross Dresser
    • A Pretty Boy Gets Feminized
    • Femboygirlfriend
    • Feminization

    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