Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos

Roleplay Porn Videos

4260 Results

Free Videos
Short Videos
Roleplay
Premium Videos
Photos
Solo Roleplay
Shemale Roleplay
Crossdressing With Wife
Sissy POV
Cum Play
Truth or Dare
Mature Kinky Fun
Straight Test
Bi Encouragement
Be a Girl
Crossdressing Homemade
Domination JOI
Sissy Dress up
Taboo Dirty Talk
Masturbate With Me
Please Stop
Roleplay POV
Bi Confusion
Crossdressers Playing
Sissy Training
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • Stacxxxs Presents: Workout W/ Lexi Bunny
    17:10
    Stacxxxs Presents: Workout W/ Lexi Bunny
    StacXXXs
    1.2M views
  • Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    01:42
    Bookshop Bois of Prey Episode 2 - Twink Visits Professor At Work
    EnbyHalflingBoi
    219.4K views
  • Live
  • Sissy BBC Fantasy
    11:38
    Sissy BBC Fantasy
    pantycum666
    542.7K views
  • Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    06:45
    Hardcore Deepthroat And Creampie - Futa Shower Sex ( 3D Realistic Animation )
    h hentaiAnime_Channel
    782.7K views
  • Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    420K 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
    710K views
  • I got the technician visit to check my washing machine and ended up fucking beautiful TRANS GIRL and my best friend!
    17:21
    I got the technician visit to check my washing machine and ended up fucking beautiful TRANS GIRL and my best friend!
    MarilyDaniela
    812.8K views
  • Black and white
    03:04
    Black and white
    liquidlub
    1.2M views
  • Cute Asian Ladyboy With Big Tits Begs Landlord With Her Girl Cock - TGirlsHouse
    13:16
    Cute Asian Ladyboy With Big Tits Begs Landlord With Her Girl Cock - TGirlsHouse
    TGirls House
    103.9K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Kitchen Confidential: AcrylicKateQuinn and Mila Delvina Make a Salad With Extra Mayo Teaser
    01:09
    Kitchen Confidential: AcrylicKateQuinn and Mila Delvina Make a Salad With Extra Mayo Teaser
    AcrylicCloud
    365.4K views
  • femamat1
    35:14
    femamat1
    3.5M views
  • BBC Fantasy by Pandorasissy
    10:57
    BBC Fantasy by Pandorasissy
    frenchsissyslut
    1.4M views
  • Does Trans Star Variety Itsol Pass Mrflourish Interview
    08:12
    Does Trans Star Variety Itsol Pass Mrflourish Interview
    TheFlourishFetish
    636.4K views
  • TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    601K views
  • Use My Throat Like A Toy - Blake Lovely
    15:10
    Use My Throat Like A Toy - Blake Lovely
    Rodrigo Amor
    272.4K views
  • Enter the Cumslut Academy
    22:28
    Enter the Cumslut Academy
    WetZemu
    244.2K views
  • Time to Submit Sissy
    02:16
    Time to Submit Sissy
    ChristineWest120
    55.3K views
  • Secret Date With Step Sister Ends in Anal Creampie Teaser
    01:09
    Secret Date With Step Sister Ends in Anal Creampie Teaser
    AcrylicCloud
    120.2K views
  • Femboy Moans From Getting Railed
    07:10
    Femboy Moans From Getting Railed
    Cailey Katts
    530.4K views
  • Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    293.1K views
  • Relevant Short videos

    Gerudo Link cumming like a bitch
    Gerudo Link cumming like a bitch
    Zoeqt
    95.3K views
    SISSY FLOW!!
    SISSY FLOW!!
    Lola Spais
    127.5K views
    Cute Trans Girl Femboy Strip Tease
    Cute Trans Girl Femboy Strip Tease
    Real Gril
    120.1K views
    Every sissy should be able to do THIS!!!!!
    Every sissy should be able to do THIS!!!!!
    Lola Spais
    27.1K views
    Christmass present
    Christmass present
    AISimpleme
    38.9K views
    TGirl Fucks Step Sister After College Classes
    TGirl Fucks Step Sister After College Classes
    AcrylicCloud
    42.4K views
  • Family Rules 7
    04:24
    Family Rules 7
    Velvixian
    403.9K views
  • TRANS ANGELS - Officer Chanel Santini Cannot Resist Getting  Fucked With Hot Prisoner Kimberlee
    35:45
    TRANS ANGELS - Officer Chanel Santini Cannot Resist Getting Fucked With Hot Prisoner Kimberlee
    Trans Angels
    1.6M views
  • Time to Submit Sissy
    02:16
    Time to Submit Sissy
    ChristineWest120
    17.7K views
  • Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    1.1M views
  • Sissy in Training
    01:27:33
    Sissy in Training
    465.3K views
  • My Secretary Turned out to be a Trans and I Fucked her Anal with StrapOn
    05:09
    My Secretary Turned out to be a Trans and I Fucked her Anal with StrapOn
    CutePinkUnicorn
    217K views
  • TS Princess Leia gets bred by BBC
    12:05
    TS Princess Leia gets bred by BBC
    Alyson Eclair
    1M views
  • DR PORNO: Anal Exam Fuck With BBW Tgirl ABRIDGED
    10:29
    DR PORNO: Anal Exam Fuck With BBW Tgirl ABRIDGED
    Adam Castle
    227.7K views
  • Stepmom's New Black Daddy - Part 4 (bonus episode)
    06:53
    Stepmom's New Black Daddy - Part 4 (bonus episode)
    Aigoo
    128.6K views
  • Hottest Trans Creampie Compilation - Real Life Futanari Shemale Babes Fucking Sexy Girls
    15:06
    Hottest Trans Creampie Compilation - Real Life Futanari Shemale Babes Fucking Sexy Girls
    Futanari XXX
    530K views
  • Esme Rogue and Lexi Mae's Passionate Trans Teen Romance
    08:12
    Esme Rogue and Lexi Mae's Passionate Trans Teen Romance
    Trans Roommates
    200.3K views
  • Wild Pleasure Session: 3 Guys, 1 Trans and a Femboy End up in Epic
    07:59
    Wild Pleasure Session: 3 Guys, 1 Trans and a Femboy End up in Epic
    MarilyDaniela
    238.3K views
  • FEMOUT XXX - Kris Rose Takes Control Behind That Hole
    03:12
    FEMOUT XXX - Kris Rose Takes Control Behind That Hole
    Femout
    1.5M views
  • Goth trans girl Chelsea Poe office fantasy
    17:41
    Goth trans girl Chelsea Poe office fantasy
    Shemale Strokers
    98.3K views
  • GROOBYVR - Kaela Luna’s leads to a playful surprise
    03:12
    GROOBYVR - Kaela Luna’s leads to a playful surprise
    Grooby VR
    297.1K views
  • Misfortune of an Indecent Secretary
    22:33
    Misfortune of an Indecent Secretary
    Cassie Cummings
    33K views
  • He Fucks Me Like a Bitch... I Love Being Trained by Master
    03:42
    He Fucks Me Like a Bitch... I Love Being Trained by Master
    Sasha de Sade
    110.6K views
  • Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    380.4K views
  • Beautiful Trans Girl Interrupts 3 Guys Playing Ps5 and Ends up Having Sex with All Three!
    13:22
    Beautiful Trans Girl Interrupts 3 Guys Playing Ps5 and Ends up Having Sex with All Three!
    MarilyDaniela
    579.2K 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
    508K views
  • ADULT TIME - Kitty Roleplay Slut Myra Moans Takes GUSHING FUTANARI CREAMPIE From Futa GF August Skye
    15:15
    ADULT TIME - Kitty Roleplay Slut Myra Moans Takes GUSHING FUTANARI CREAMPIE From Futa GF August Skye
    Adult Time
    1M views
  • Femboy Crossdresser
    09:57
    Femboy Crossdresser
    1.3M views
  • Strapon Joi Pov Humiliation That Is Anal
    32:24
    Strapon Joi Pov Humiliation That Is Anal
    S StraponGuy38
    3.8M views
  • CS05
    30:13
    CS05
    559K views
  • TransStepDaughter Got an Epic Orgasm Instead of Breakfast from Her Kinky Stepmom in Fur
    15:10
    TransStepDaughter Got an Epic Orgasm Instead of Breakfast from Her Kinky Stepmom in Fur
    Arya Grander
    37.3K views
  • POV – Stepdad Bangs Your Trans Stepmom In Front Of You
    15:54
    POV – Stepdad Bangs Your Trans Stepmom In Front Of You
    Transfixed
    1.5M views
Previous page
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 42
  9. ...
  10. 80
80

Porn Related to Roleplay

Gorgeous Femboy
Become Slut
Drag Queen
Clothed Sex
First Time Bisexual
Kinky Girl
Bi Encourage
How to Sissygasm
Pet Play
Setup Movie
Caught Wearing Sisters Clothes
Worship
Sexy Outfit
Confused
Make Me Your Bitch
Feminized by Wife
Cumming on Dick
Eye Contact
Teaching Masturbation
Penis Torture
Related Channels
  • #22
    Anna Loves Shemale
    Anna Loves Shemale
  • #19
    Trans and Co
    Trans and Co
  • #310
    Epic Aarons adventure
    Epic Aarons adventure
  • #181
    She Stick Bunnies
    She Stick Bunnies
  • #13
    Trans Roommates
    Trans Roommates
  • #350
    PORNSTARS BEHIND THE SCENES
    PORNSTARS BEHIND THE SCENES
  • #187
    Mydirtyhobby
    Mydirtyhobby
  • #138
    Lucy Hart
    Lucy Hart
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop Version
U.S.C. 2257 Notice
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