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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Role Play Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdresser Role Play
    Crossdresser Role Play Dirty Talk
    Nipple Play
    Cum Play
    Role Reversal
    Pet Play
    Foreskin Play
    Car Play
    Ass Play
    Panty Play
    Sissy Play
    Ladyboy Play
    Breath Play
    Piss Play
    Cock Play
    Dick Play
    Shemale Nipple Play
    Sissy Nipple Play
    2 Sissies Playing
    Shemale Cum Play
    Best Videos
    By clicking the content you will also see an ad. AD
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    99.9K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    678.8K views
    My stepbrother shares room with me and ends up fucking a beautiful trans girl
    24:22
    My stepbrother shares room with me and ends up fucking a beautiful trans girl
    MarilyDaniela
    522.6K views
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    12:33
    Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
    Futanari XXX
    21.1M views
    Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
    07:06
    Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
    Futanari XXX
    1.2M views
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    10:54
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    Devils tgirls
    5.9M views
    Sexy Shemale Schoolgirl Turns Her Teacher Into A Faggot
    03:42
    Sexy Shemale Schoolgirl Turns Her Teacher Into A Faggot
    Elizabeth Stewart
    373.1K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.1M views
    Instruction from the trainer No 27 Exposure walk
    28:50
    Instruction from the trainer No 27 Exposure walk
    megu2002
    6.7K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    450.5K views
    Deep butthole examination with horny nurse Emma Rose
    06:45
    Deep butthole examination with horny nurse Emma Rose
    TS Playground
    74.2K views
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    06:31
    Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
    Melissa Masters
    568.1K views
    Thick Curvy Trans Teacher Pound Her Petite Student‘s Ass & Pussy
    08:12
    Thick Curvy Trans Teacher Pound Her Petite Student‘s Ass & Pussy
    Wonder Shemale
    30.9K views
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    797.3K views
    Trans Stepmother Discovers Your Secret Sissy Closet
    07:15
    Trans Stepmother Discovers Your Secret Sissy Closet
    Natalie Napoli
    11.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    Confession and more
    06:59
    Confession and more
    Tina Samantha West
    106.4K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    Stacxxxs Presents: Workout W/ Lexi Bunny
    17:10
    Stacxxxs Presents: Workout W/ Lexi Bunny
    StacXXXs
    457.4K views
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    02:15
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    sinsweethoneyasses
    2M views
    Trainer's Direct Training No31 Rotor Play Feels Good
    21:29
    Trainer's Direct Training No31 Rotor Play Feels Good
    megu2002
    4.1K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M views
    I was about to have a happy married life, but I got Fuck by a stranger before marriage.
    18:34
    I was about to have a happy married life, but I got Fuck by a stranger before marriage.
    WanidaCrossdresser
    289.9K views
    Sissyfication
    43:09
    Sissyfication
    1M views
    Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    103.4K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Ryley Rails JOI Sissy Training
    06:51
    Ryley Rails JOI Sissy Training
    TSRyley
    12.3K views
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    233.7K views
    Compilation of Crossdressing CD Madison who loves to dress slutty and crossdress
    07:10
    Compilation of Crossdressing CD Madison who loves to dress slutty and crossdress
    MadisonCD2025
    just added
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.2M views
    Kitty tranny maid Victoria Grant bareback deep fucking
    06:41
    Kitty tranny maid Victoria Grant bareback deep fucking
    TS Playground
    205K views
    My step sister turned me into her trans wife
    05:13
    My step sister turned me into her trans wife
    CutePinkUnicorn
    75.1K views
    Crossdressing Madison CD compilation in lingerie and stockings and heels showing off
    05:48
    Crossdressing Madison CD compilation in lingerie and stockings and heels showing off
    MadisonCD2025
    just added
    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
    609K views
    Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    00:43
    Tranny Domina goes shopping... Public ballbusting and nipple torture in the supermarket and in the city!
    TV_Helena
    517.6K views
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    03:40
    Your Very First Time - Trans Femdom GFE with Melissa Masters
    Melissa Masters
    361.8K views
    Slutty Tranny Shoplifter Fucked by Police
    05:30
    Slutty Tranny Shoplifter Fucked by Police
    Mistress Jodie May
    83.4K views
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    10:25
    Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
    Trans Angels
    9M views
    Octokuro Grows a Cock! Horny Redheads Having Real Life Futa Shemale Sex & Hardcore Blowjob
    06:06
    Octokuro Grows a Cock! Horny Redheads Having Real Life Futa Shemale Sex & Hardcore Blowjob
    Futanari XXX
    12K views
    Trans dick worship
    08:12
    Trans dick worship
    Brat Perversions
    93.5K views
    Big Cock Trans Roommate Puts You in Your Place
    00:31
    Big Cock Trans Roommate Puts You in Your Place
    Jadehedonic
    117.8K views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.7M views
    CAPTAIN CASTLE: 69 & Anal On Late Night Tgirl ABRIDGED
    10:46
    CAPTAIN CASTLE: 69 & Anal On Late Night Tgirl ABRIDGED
    Adam Castle
    250.3K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    Self-Training No70 Outdoor Masturbation Machine
    10:33
    Self-Training No70 Outdoor Masturbation Machine
    megu2002
    just added
    Assfucked by a Sissy
    13:01
    Assfucked by a Sissy
    Natalie Napoli
    11K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 72
    • Next

    Searches Related to Role Play

    • Shemale Roleplay
    • Trans Sex Talk
    • Extreme Dirty Talking
    • Begging for Cum
    • Femboy Fantasy
    • Teen Sissy Boy
    • Crossdresser Role Play
    • Caught Crossdressing by Mom
    • Gender Transformation Story
    • Suck My Dick POV
    • Penis Sticking Out From Dress
    • Crossboy With Mommy Clothes
    • Girlcock Brainwashing
    • Schoolgirl
    • Secret Sissyboy
    • Verbal Humiliation Femdom
    • Tranny Stepmom
    • Its a Trap
    • Please Don T Fuck Me
    • 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