PornPorn Transgender • US
  • Videos
  • Moments
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X (ex Twitter)
    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
    • Shemale Fucks Shemale
    • Black
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2024
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    PUMPKIN SPICE HOT SALE 🎃🔥 Grab it now!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Shemale Fucks Shemale
    • Black
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Bareback
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Cumshot
    • Homemade
    • Mature
    • Masturbation
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Crossdresser Porn Videos

    Free Videos
    Moments
    Paid Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the straight section?
    Crossdresser
    Sissy
    Sissy Crossdresser Fucked
    Black Man Fucking His White Sissy Crossdresser
    Mature Sissy Crossdresser
    Sissy Crossdresser Slut
    Crossdresser Sissy Dwt Nutte Nachts Outdoor Cruising Park
    Sissy Crossdresser for Big Black Cock
    Sissy Crossdresser Blowjob
    Sissy Crossdresser Rough Anal Fuck Homemade Play
    Sissy Crossdresser Street Whore
    Amateur Sissy Crossdresser
    She Sissy Crossdresser Getting Hard Fucked the Ass
    Sissy Crossdresser Anal Fisted
    Smooth Naked Sissy Crossdresser
    Submissive Sissy Crossdresser Slave
    Pantyhose Sissy Crossdresser Fucked
    Sissy Crossdresser Nylon Lingerie Gangbang Hotel
    Sissy Fantasies Crossdresser Captions
    Sissy Hijab Crossdresser
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.3M views
    Fuck Us Both Billy
    08:12
    Fuck Us Both Billy
    TSRyley
    29.2K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.3M views
    Hot Sissy In Pink Lingerie Teasing Her Juicy Ass
    05:15
    Hot Sissy In Pink Lingerie Teasing Her Juicy Ass
    MTFXXXVIDS
    15.1K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.1M views
    Fingering and Big Load for You
    07:33
    Fingering and Big Load for You
    patricksuggar
    4.5K views
    Sucking and Jerking Each Other off Until Completion
    06:36
    Sucking and Jerking Each Other off Until Completion
    naughtyrealsex
    176.9K views
    Sissy crossdresser Karla Lynn services thick white cock.
    22:23
    Sissy crossdresser Karla Lynn services thick white cock.
    531.3K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    1.7M views
    Sex before breakfast
    10:32
    Sex before breakfast
    Elwadeoh
    844K 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
    260.5K views
    Sasha’s Morning Spitroast
    06:46
    Sasha’s Morning Spitroast
    Kapri Sun
    76K views
    Sissy lets two daddy's use her holes
    07:44
    Sissy lets two daddy's use her holes
    Skinnyminxx_xd
    922.9K views
    The Cutest Femboi in the World
    07:54
    The Cutest Femboi in the World
    Christian XXX
    59K views
    Me getting fucked in heels
    13:34
    Me getting fucked in heels
    Johanne95
    1.3M views
    Sissy slut, paid for the fare with her white ass
    01:53
    Sissy slut, paid for the fare with her white ass
    vika_sissy
    47.6K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.2M views
    Trans Femboy-Slut Gets Gaped By Horny Neighbour
    14:36
    Trans Femboy-Slut Gets Gaped By Horny Neighbour
    Prettyboi2000x
    437.2K views
    Submissive femboy is feminized and fucked
    08:30
    Submissive femboy is feminized and fucked
    Crystal Phoenix
    268.6K views
    Sexy hot naughty Sissy Crossdresser
    10:25
    Sexy hot naughty Sissy Crossdresser
    CindieLove
    653.6K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Christian XXX
    330.3K views
    A horny slut with perfect body in tight dress and black pantyhose tries new sex toys alone and prepares to go out.
    14:30
    A horny slut with perfect body in tight dress and black pantyhose tries new sex toys alone and prepares to go out.
    Harinni
    4.5K views
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    1.9M views

    Relevant Moments

    Sissy Crossdresser playing alone
    Sissy Crossdresser playing alone
    12.9K views
    Sissy crossdresser playing outside
    Sissy crossdresser playing outside
    Hyuuni24
    6.5K views
    Sissy Crossdresser Riding a Dildo and Cum Sissy Training Anal Training
    Sissy Crossdresser Riding a Dildo and Cum Sissy Training Anal Training
    Twokisses
    2.9K views
    Sissy Crossdresser Jacking
    Sissy Crossdresser Jacking
    Mataleon777
    2.7K views
    Sissy crossdresser slut public masturbation
    Sissy crossdresser slut public masturbation
    SluttyKittyCD
    4.1K views
    Dutch Sissy Crossdresser Famke stroking my  tiny cock!
    Dutch Sissy Crossdresser Famke stroking my tiny cock!
    Kimberjames99
    2K views
    CD Michelle Alot of Short Videos with Cock Bouncing Around Wearing Lingerie Panties Swimsuets
    01:49
    CD Michelle Alot of Short Videos with Cock Bouncing Around Wearing Lingerie Panties Swimsuets
    CdMichelleX
    just added
    Sex with Sissy Boy with Big Butt
    05:17
    Sex with Sissy Boy with Big Butt
    Sebnem
    332.3K views
    Whore Crossdresser
    36:16
    Whore Crossdresser
    violet_bisex
    just added
    dominant stepmom helps out her sissy slave
    05:59
    dominant stepmom helps out her sissy slave
    Christian XXX
    241.6K views
    Fucking Sexy Sissy in Chastity - Compilation 8
    08:12
    Fucking Sexy Sissy in Chastity - Compilation 8
    Bailey Wilde
    just added
    Feminized for Girls Night Out (Full Movie)
    23:39
    Feminized for Girls Night Out (Full Movie)
    Bailey Wilde
    502.1K views
    Caged exposed sissy plays while gf is away
    01:25
    Caged exposed sissy plays while gf is away
    OneWhoHasFun
    just added
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Christian XXX
    184.6K views
    Cdmichelle Home Alone Walking Around the Kitchen Making Food Crossdresser Hungry
    02:51
    Cdmichelle Home Alone Walking Around the Kitchen Making Food Crossdresser Hungry
    CdMichelleX
    just added
    Clara sucks and gets fucked by Mister A. in the bedroom
    12:41
    Clara sucks and gets fucked by Mister A. in the bedroom
    ClaraBCBG
    279.2K views
    Jasmin Hot Sexy Transgender Shemale Crossdresser Playing with Homemade Plug & Anal Masturbation
    10:06
    Jasmin Hot Sexy Transgender Shemale Crossdresser Playing with Homemade Plug & Anal Masturbation
    angelscs2008
    just added
    Cross Dressing Student and Tutor Playing with Each Other
    08:12
    Cross Dressing Student and Tutor Playing with Each Other
    naughtyrealsex
    218.6K views
    Lovelovelove 🩶Vanessabitchx Parischiennetrvprod91 outfit
    15:11
    Lovelovelove 🩶Vanessabitchx Parischiennetrvprod91 outfit
    VaneSsa BiTCHx
    just added
    Two amateur crossdresses do a photoshoot with a hot redhead
    06:56
    Two amateur crossdresses do a photoshoot with a hot redhead
    Crossdressing Amateurs
    681.6K views
    Sissy Kanisa in Baby Girl Onsie Ep3 Cum
    04:38
    Sissy Kanisa in Baby Girl Onsie Ep3 Cum
    SissyKanisa
    just added
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    869K views
    Late Night Laying on the Bed Wearing Sexy Lingerie Jacking of
    09:05
    Late Night Laying on the Bed Wearing Sexy Lingerie Jacking of
    CdMichelleX
    just added
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    parisjango
    258.5K views
    Sissy Play
    05:51
    Sissy Play
    DominaDark
    2.3K 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
    422.5K views
    Cdmichelle Cumming Super Hard
    08:12
    Cdmichelle Cumming Super Hard
    CdMichelleX
    just added
    Big stepbrother finds me alone in the room and makes me his whore
    08:46
    Big stepbrother finds me alone in the room and makes me his whore
    Crystal Phoenix
    237.3K views
    Wife let me wear her clothes and sissygasm
    06:24
    Wife let me wear her clothes and sissygasm
    OneWhoHasFun
    just added
    Elegant Ladies' Satin Blouse
    05:26
    Elegant Ladies' Satin Blouse
    Nylonpty
    just added
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 258
    • Next

    Searches Related to Sissy Crossdresser

    • Homemade Crossdresser
    • Crossdressers in Pretty Dresses
    • Feminization Sissy Crossdressing
    • Super Feminine Trans Women
    • Traps Femboys and Sissys
    • Man Transformed Into Woman
    • A Sissy's Purpose
    • Gothic Bimbo
    • Cross Dresser Fucked
    • Femboy Worship BBC
    • Sexy Trans Femboy
    • Transvestite Dressing up
    • Crossdressing With Wife
    • Beautiful Passable Crossdressers
    • A Pretty Boy Gets Feminized
    • Feminine Boys
    • Becoming Femme
    • Made to Crossdress and Suck Cock
    • Sissy Crossdresser Fucked
    • Boy Dressed as Girl

    xHamster

    • xHamster Shop
    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster NFT
    • xHamster Awards 2024

    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 - 2025, 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