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

    Crossdresser Humiliation Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the straight section?
    Crossdresser
    Humiliation
    Crossdresser Humiliation and Anal Fuck
    Sissy Crossdresser
    Amateur Crossdresser
    Mature Crossdresser
    Crossdresser Fucked
    Crossdresser Blowjob
    Japanese Crossdresser
    Sissy Humiliation
    Crossdresser Sex
    Old Crossdresser
    Crossdresser Gangbang
    Cd Crossdresser
    Crossdresser Lingerie
    Crossdresser BBC
    Crossdresser Anal
    Crossdresser Creampie
    French Crossdresser
    Beautiful Crossdresser
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    crossdresser humiliation and anal fuck
    09:46
    crossdresser humiliation and anal fuck
    483.8K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    231.4K views
    Slut femboy hardcore sex anal humiliation
    11:18
    Slut femboy hardcore sex anal humiliation
    Smoker Master
    1.8M views
    This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
    01:16
    This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
    TV_Helena
    546.3K views
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    11:53
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    Holly unt
    164.9K views
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    11:20
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    alinanightsky
    306.1K views
    Kira caught during self-bondage
    02:45
    Kira caught during self-bondage
    Twistedrama
    46.8K views
    Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
    39:24
    Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
    alinanightsky
    150.6K views
    I will fuck your ass you pathetic faggot POV
    02:06
    I will fuck your ass you pathetic faggot POV
    Viper Fierce
    99.6K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.3M views
    Dirty talking crossdresser verbally dominates you while stroking her huge cock
    11:07
    Dirty talking crossdresser verbally dominates you while stroking her huge cock
    Spike Essex
    49.8K views
    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 Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
    23:36
    Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
    Sissy Candy
    28.7K views
    Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
    05:03
    Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
    alinanightsky
    406.5K views
    PoV Cucked By Transgirl And Your Girlfriend - Jessica Bloom & Polieana
    08:49
    PoV Cucked By Transgirl And Your Girlfriend - Jessica Bloom & Polieana
    Jessica Bloom
    39.6K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    68.3K views
    I touched a stranger's dick in a gay bar he wet my pantyhose with his cum
    05:08
    I touched a stranger's dick in a gay bar he wet my pantyhose with his cum
    cd_aysemmm
    30.8K views
    anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    101K views
    Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
    05:07
    Slut Beril Who Trains At Home Goes For A Walk Outside Public +18 Coward
    Usaberilx
    15.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    New Girl in the Sissy Harem
    11:29
    New Girl in the Sissy Harem
    Natalie Napoli
    17.3K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    777.1K views
    Sissy riding dildo outside
    10:45
    Sissy riding dildo outside
    SissyDaniella
    25.9K views
    Extreme Hard Spaking for the Maso Cunt
    08:02
    Extreme Hard Spaking for the Maso Cunt
    ActorFab
    198.4K views
    Sissy bdsm New Year toy got golden rain suck dick at New Year's Eve Midnight and congratulates everybody
    14:07
    Sissy bdsm New Year toy got golden rain suck dick at New Year's Eve Midnight and congratulates everybody
    alinanightsky
    95.3K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    The sissy slut gets cum in her throat during deepthroating and humiliation
    02:05
    The sissy slut gets cum in her throat during deepthroating and humiliation
    alinanightsky
    191.1K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    BJ Coupon Desperate Naked Girl
    07:08
    BJ Coupon Desperate Naked Girl
    JessicaLynn15
    2.9K views
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    08:09
    Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
    Kitsy Meow
    171.3K views
    Big cock dominant TGirl Lucy destroys and humiliates her slave boys ass and throat
    06:34
    Big cock dominant TGirl Lucy destroys and humiliates her slave boys ass and throat
    Spike Essex
    310.6K views
    Many crossdressers fucked scrnrs
    01:09:02
    Many crossdressers fucked scrnrs
    1.4M views
    Sissy Dog Show
    02:08
    Sissy Dog Show
    Disciplinater
    16.5K views
    Kigurumi Cuffed and Electrostim
    10:07
    Kigurumi Cuffed and Electrostim
    Vemura
    23.4K views
    Asian Femboy Self Humiliation
    03:52
    Asian Femboy Self Humiliation
    CuteAsianSissy
    6.3K views
    Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
    01:17
    Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
    Allmylinks
    43.2K views
    Sissy coming home from work
    16:12
    Sissy coming home from work
    SissyDaniella
    20K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    634.4K views
    White Boy BBC Humiliation Joi Handsfree Cum
    02:23
    White Boy BBC Humiliation Joi Handsfree Cum
    Kymmy Harper
    127.4K views
    Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
    08:12
    Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
    ActorFab
    113K views
    BNWO Snowbunny Party Costume Humiliation
    11:11
    BNWO Snowbunny Party Costume Humiliation
    Natalie Napoli
    11.7K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    687.7K views
    Suck me off 100 Times a Day
    12:40
    Suck me off 100 Times a Day
    Natalie Napoli
    69.6K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    265.2K views
    Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!
    01:17
    Dickless loser slave humiliated by tranny girl! Fucking a rubber doll with a strap-on, that's all he can do!
    TV_Helena
    35.3K views
    Most Humiliating Video Ever, Piss Swallowing, Deepthroating, Face Slapping, Enslavement, Body Writing, Verbal Abuze
    00:30
    Most Humiliating Video Ever, Piss Swallowing, Deepthroating, Face Slapping, Enslavement, Body Writing, Verbal Abuze
    Disciplinater
    241.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crossdresser Humiliation

    • Crossdressing Public Humiliation Sissy
    • First Time Being Fucked as Crossdresser
    • Crossdress Blackmail
    • Submissive Femboy
    • Crossdressers in Pretty Dresses
    • Feminized Husband Turned Into Slave
    • Degraded Sissies
    • Femdom Feminization
    • Male to Female Transformation
    • Chastity Torture
    • Cross Dressing Faggot
    • Ladyboy Punished
    • Wife Humiliated
    • Femboi Trap
    • Dress Like a Girl
    • Cd Gangbanged
    • Feminize Yourself
    • Degrading Slaves
    • Permanent Sissification
    • Sissy Humiliation

    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