Porn Porn Transgender • US
  • Live Sex
    -50%
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
50% OFF Token Deal One-time deal on xHamsterLive. Token pack at half price!

Role Play Porn Videos

3905 Results

Free Videos
Short Videos
Premium Videos
Photos
Crossdresser Role Play
Crossdresser Role Play Dirty Talk
Nipple Play
Cum Play
Pet Play
Foreskin Play
Role Reversal
Car Play
Ass Play
Breath Play
Panty Play
Sissy Play
Piss Play
Crossdressers Playing
Cock Playing
Dick Play
Ladyboy Play
Shemale Nipple Play
Sissy Nipple Play
2 Sissies Playing
HD
Full HD
4K
VR
Best Videos
By clicking the content you will also see an ad. AD
  • femamat1
    35:14
    femamat1
    3.2M views
  • Feminized by Hr to Fit in at the Office
    05:47
    Feminized by Hr to Fit in at the Office
    CassieCummingsXXX
    2.4K views
  • feminisation training
    09:58
    feminisation training
    I IndirectInitiator50
    734.2K views
  • Amateur Sissy Crossdress  and slutty stepmom Sarah in lingerie and stockings masturbating and giving blowjobs while walking
    05:18
    Amateur Sissy Crossdress and slutty stepmom Sarah in lingerie and stockings masturbating and giving blowjobs while walking
    MadisonCD2025
    23.9K views
  • Trust The Fucking Process
    52:41
    Trust The Fucking Process
    Q Queerfc
    1.3M views
  • Misfortune of an Indecent Secretary
    08:12
    Misfortune of an Indecent Secretary
    CassieCummingsXXX
    1.3K views
  • Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    P PH-king
    13.8M views
  • MILF Stepmom strap on uses her Crossdresser stepdaughter for oral pleasure  then rides the transgenders little cock clitty
    05:08
    MILF Stepmom strap on uses her Crossdresser stepdaughter for oral pleasure then rides the transgenders little cock clitty
    MadisonCD2025
    6.3K views
  • Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    01:50
    Bookshop Bois of Prey Episode 0 - Sexy Bookshop Femboy seduces and gets bred by married man in bookstore
    EnbyHalflingBoi
    382.2K 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
    1M views
  • Sissyfication
    43:09
    Sissyfication
    merllin3
    1.4M views
  • My Trans stepsister invites me to play in her room and she cum in my ass without telling me
    36:52
    My Trans stepsister invites me to play in her room and she cum in my ass without telling me
    AcidSuccubus
    35.2K views
  • Perfect Sissy Slut Wife Swallowing Her Silver Daddy
    10:47
    Perfect Sissy Slut Wife Swallowing Her Silver Daddy
    KittyKaash
    454.8K views
  • My best friend is Trans and my boyfriend doesn't know it
    26:42
    My best friend is Trans and my boyfriend doesn't know it
    MySchoolLife
    889.4K views
  • Trans Erica Cherry wants to fuck you rough (dirty talk)
    19:28
    Trans Erica Cherry wants to fuck you rough (dirty talk)
    Erica Cherry
    491.1K views
  • Sitting on Your Face Until You Submit to Me
    03:57
    Sitting on Your Face Until You Submit to Me
    CassieCummingsXXX
    1.8K views
  • Futanaria - Bed
    24:52
    Futanaria - Bed
    Jessica543210
    13.2M views
  • Girl Swallowing Shemale Cum - Redhead Mesmerized Into Submission by Futa Witch
    08:06
    Girl Swallowing Shemale Cum - Redhead Mesmerized Into Submission by Futa Witch
    Futanari XXX
    203.3K views
  • Immersed with a Sissy Who Sucks Dicks One After Another in a Swingers Club
    08:12
    Immersed with a Sissy Who Sucks Dicks One After Another in a Swingers Club
    Trans and Co
    138.6K views
  • Let Me Release You From Shame
    04:02
    Let Me Release You From Shame
    Natalie Napoli
    2.2K views
  • 3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    3.4M views
  • Nurse Cock Service - Variety Itsol
    10:30
    Nurse Cock Service - Variety Itsol
    Rodrigo Amor
    94.9K views
  • Anal destruction for stupid maso whore
    35:04
    Anal destruction for stupid maso whore
    ActorFab
    1.1M views
  • GenderXFilms - Hot Trans Cop Natalie Mars Dickd Down By Scared Hunk
    40:38
    GenderXFilms - Hot Trans Cop Natalie Mars Dickd Down By Scared Hunk
    GenderX
    854.6K views
  • Asian Ladyboy Transgender Surprise - Sexy Futa Hermaphrodite Fuckdoll Hands Free Cumshot
    12:50
    Asian Ladyboy Transgender Surprise - Sexy Futa Hermaphrodite Fuckdoll Hands Free Cumshot
    Futanari XXX
    4.9M views
  • Fucking You Until You Believe I Am a Real Woman
    12:04
    Fucking You Until You Believe I Am a Real Woman
    Natalie Napoli
    25.9K views
  • Shemale Domination - 20 - Yara Ventura & Safira
    07:16
    Shemale Domination - 20 - Yara Ventura & Safira
    trannybrazilian
    208.4K views
  • 2025 Trans Anal & Cum Compilation Pt 1 ABRIDGED
    24:38
    2025 Trans Anal & Cum Compilation Pt 1 ABRIDGED
    Adam Castle
    130.8K views
  • I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    849.2K views
  • First time showing off my puppy hood
    05:40
    First time showing off my puppy hood
    Chubby Sissy Dani
    300 views
  • Shemale Anatomy
    03:06
    Shemale Anatomy
    3.2M views
  • Detention with Ms. Aura POV Anal Gaping
    00:32
    Detention with Ms. Aura POV Anal Gaping
    effigyfilms
    401 views
  • ioioioioi
    08:39
    ioioioioi
    K Kondoo
    843.2K views
  • Blackberry MILF Lets Maid Jayne Worship Her.
    01:44
    Blackberry MILF Lets Maid Jayne Worship Her.
    Aaexperinces
    200 views
  • My internet friend has SEX for the FIRST TIME with a trans girl and his femboy friend gets all his CUM in his face
    14:46
    My internet friend has SEX for the FIRST TIME with a trans girl and his femboy friend gets all his CUM in his face
    MarilyDaniela
    1.1M views
  • Lizzyyum VR December 2024 Fantasy Bathing Clit Boobs Pussy Female Edging Just Dilating 72b
    08:00
    Lizzyyum VR December 2024 Fantasy Bathing Clit Boobs Pussy Female Edging Just Dilating 72b
    LizzyYum
    158 views
  • KP Dirty Talk
    05:26
    KP Dirty Talk
    1.1M views
  • Sexy Blonde Tgirl Services You After Work Roleplay Teaser
    01:09
    Sexy Blonde Tgirl Services You After Work Roleplay Teaser
    AcrylicCloud
    20.3K views
  • I Got a Visit From the Technician to Check My Washing Machine and I End up Fucking Beautiful Trans Girl and My Best Friend
    17:21
    I Got a Visit From the Technician to Check My Washing Machine and I End up Fucking Beautiful Trans Girl and My Best Friend
    MarilyDaniela
    760.1K views
  • Wedding night of very horny tgirl Anna Rios
    13:25
    Wedding night of very horny tgirl Anna Rios
    Anna Rios
    45.3K views
  • Trapped into swallowing tranny cum
    13:38
    Trapped into swallowing tranny cum
    IvyRose499
    217.6K views
  • Part 3:- Punishment session for Stephanie for not sucking enough cock with Domina Satana and Lanista Bear.
    06:57
    Part 3:- Punishment session for Stephanie for not sucking enough cock with Domina Satana and Lanista Bear.
    Aaexperiencesltd
    400 views
  • shemale Mistress
    39:03
    shemale Mistress
    oli26
    1.3M views
  • treated like a whore (mix of small scenes)
    03:44
    treated like a whore (mix of small scenes)
    gaellecentre2
    165.4K views
  • Ass to Mouth and Destroyed Gape Compilation - Melody Was a Filthy Anal Slut in 2024
    10:28
    Ass to Mouth and Destroyed Gape Compilation - Melody Was a Filthy Anal Slut in 2024
    Melodyfluffington
    334.1K views
  • No231 Early Summer Tuck Exposure Park Stroll
    10:45
    No231 Early Summer Tuck Exposure Park Stroll
    megu2002
    403 views
  • Sissy identity
    08:50
    Sissy identity
    S Scenedude
    1M views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 43
  9. ...
  10. 84
84

Searches Related to Role Play

Roleplay
Trans Daughter Porn
Shemale Roleplay
Babysitter Surprise
Free Use Family
Boy Becomes Girl
Truth or Dare
Trans Mommy XXX
Extreme Taboo Porn
Gender Transformation Story
Private Society
Ai Sex Game
Pure Taboo
Suprise I Have a Dick
Younger Schoolgirl Getting Fucked
Stepdaughter Sneaking Into Dads Room
Young First Time
Begging for Cock
Solo Roleplay
Crossdressing Boy to Girl
Related Channels
  • #276
    obeylilith.com
    obeylilith.com
  • #156
    Reds Trans Stars
    Reds Trans Stars
  • #316
    Sissy Instruction
    Sissy Instruction
  • #233
    TS Katie Fox
    TS Katie Fox
  • #4
    Futanari XXX
    Futanari XXX
  • #240
    Alfacontent World
    Alfacontent World
  • #85
    Brat Perversions
    Brat Perversions
  • #236
    Sissy in Chastity
    Sissy in Chastity
Monetize your content
Become a creator
xHamster
  • About us
  • 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
Earn money with us
  • Camgirls Wanted
  • Creator Contest
  • Сontent Creators Program
© 2026 xHamster - Free porn videos.
Desktop 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