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

    Daddy Roleplay Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Daddy
    Roleplay
    Sissy Daddy
    Sugar Daddy
    Daddy Femboy
    Daddy Issues
    Black Daddy
    Crossdressing Daddies
    Daddies Girl
    Japanese Daddy
    Daddies Sissy
    Step Daddy
    Shemale Roleplay
    Solo Roleplay
    Daddy Cock
    Silver Daddies
    Daddy's Girl
    Daddy Fuck Sissy
    Sissy and Daddy
    Sissy Daddy Captions
    Best Videos
    By clicking the content you will also see an ad. AD
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Daddy Roleplay Teaser
    00:49
    Daddy Roleplay Teaser
    Brandy Bee
    3.5K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    938.3K views
    My stepdad fucks my ass while I'm home alone
    07:29
    My stepdad fucks my ass while I'm home alone
    Marine Laveau
    59.1K 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
    Daddy Treats Me Like a Good Little Whore
    05:31
    Daddy Treats Me Like a Good Little Whore
    Skinnyminxx_xd
    594.4K views
    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
    2.3M views
    Daddy fucking hard ang gusto ni reyna everyday sa kwarto
    33:54
    Daddy fucking hard ang gusto ni reyna everyday sa kwarto
    Reynaldo6
    232.3K views
    TRANSFIXED - Trans Stepdaughter Knows Her Stepdad Desperately Wants Her Cock
    12:37
    TRANSFIXED - Trans Stepdaughter Knows Her Stepdad Desperately Wants Her Cock
    Transfixed
    282.1K views
    Daddy woke me up in the middle of the night for this!
    05:41
    Daddy woke me up in the middle of the night for this!
    Tina Noxx
    104K views
    Verbal, dominant white daddy pounds Asian femboy
    06:18
    Verbal, dominant white daddy pounds Asian femboy
    498.7K views
    Sugar Daddy BDSM Night With TGirl
    09:02
    Sugar Daddy BDSM Night With TGirl
    AcrylicCloud
    21.7K views
    ladyboy teen shower with her daddy then eat her ass and suck her
    24:48
    ladyboy teen shower with her daddy then eat her ass and suck her
    HeShexxx
    2.3M views
    Pervy Stepdad Cums Deep in Femboy Stepson
    06:12
    Pervy Stepdad Cums Deep in Femboy Stepson
    mothplayboy
    7K views
    Swallowing Daddy Dick for breakfast
    08:06
    Swallowing Daddy Dick for breakfast
    KittyKaash
    38.9K views
    Stepdad watches me play for my fans
    08:42
    Stepdad watches me play for my fans
    Miss jaz
    15.4K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    Serena Cocoa ft Daddy Goes Slut
    01:15
    Serena Cocoa ft Daddy Goes Slut
    Serena Cocoa
    47.8K views
    Watching Porn With Trans Step Mom...For Educational Purposes
    12:08
    Watching Porn With Trans Step Mom...For Educational Purposes
    GenderX
    3.1M views
    Trans Step Daughter JoI - Please Cum For Me Step Daddy, Your Baby Girl Needs Both Our Cum - Jessica Bloom
    06:15
    Trans Step Daughter JoI - Please Cum For Me Step Daddy, Your Baby Girl Needs Both Our Cum - Jessica Bloom
    Jessica Bloom
    37.9K views

    Relevant Short videos

    Teasing daddy with my big booty
    Teasing daddy with my big booty
    Alesissyboi
    4.4K views
    Femboy Begs for Daddy's Approval
    Femboy Begs for Daddy's Approval
    Alyxwhite8
    4.2K views
    Searching for new daddies
    Searching for new daddies
    Sanne
    3.2K views
    Diaper baby leaks down her legs for mommys and daddys
    Diaper baby leaks down her legs for mommys and daddys
    M MommyOwnsMe
    10K views
    do you want me to ride you like this, Daddy?
    do you want me to ride you like this, Daddy?
    Paris Angella
    3.2K views
    Teasing daddy in Black lingerie and High heels
    Teasing daddy in Black lingerie and High heels
    Alesissyboi
    2.8K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    334.2K views
    Sissy School Girl JOI for Daddy
    08:30
    Sissy School Girl JOI for Daddy
    SissyKristina
    29.8K 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
    638.7K views
    Role Play JOI - Waiting for Daddy to Worship my Asshole FULL VID ON LAYNELOVEE MANYVIDS
    01:14
    Role Play JOI - Waiting for Daddy to Worship my Asshole FULL VID ON LAYNELOVEE MANYVIDS
    Layne Love
    55.2K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    796.8K views
    Step dad won't pay for my college unless I transform into sissy!
    02:15
    Step dad won't pay for my college unless I transform into sissy!
    Viper Fierce
    143.3K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.3M views
    Ultra gay sissy faggot begs Daddy
    02:17
    Ultra gay sissy faggot begs Daddy
    JessicaLynn15
    74.9K views
    POV – Stepdad Bangs Your Trans Stepmom In Front Of You
    15:54
    POV – Stepdad Bangs Your Trans Stepmom In Front Of You
    Transfixed
    1.3M views
    Fuck me harder og jakol ang gusto ko ngayon with my daddy
    08:04
    Fuck me harder og jakol ang gusto ko ngayon with my daddy
    Reynaldo6
    68.5K views
    Big daddy fuck 19 years old sissy
    06:34
    Big daddy fuck 19 years old sissy
    Crystal Phoenix
    125.3K views
    BBC Step Thaddy Caught TS Step Daughter Jacking & Breeds Her
    07:05
    BBC Step Thaddy Caught TS Step Daughter Jacking & Breeds Her
    Alyson Eclair
    97.4K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    Fuck me daddy kahit ngayon lang gabi sa aking room sa bankerohan Davao City
    44:34
    Fuck me daddy kahit ngayon lang gabi sa aking room sa bankerohan Davao City
    Reynaldo6
    34.9K views
    Call me Mommy and beg me to breed your holes.
    05:09
    Call me Mommy and beg me to breed your holes.
    Fernanda Soares
    88.3K views
    Son caught dad in moms clothes and blacmailed him (pov roleplay naughty talk)
    08:51
    Son caught dad in moms clothes and blacmailed him (pov roleplay naughty talk)
    MamaZSekretem
    29.9K views
    Married Mature Daddy Doggy Fucks Trans Girl Bareback
    07:22
    Married Mature Daddy Doggy Fucks Trans Girl Bareback
    KittyKaash
    310.9K views
    My father punished me for being a sissy
    05:07
    My father punished me for being a sissy
    cd_aysemmm
    12K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Sissy Crossdresser Fiercely Fucked by Step Dad
    02:15
    Sissy Crossdresser Fiercely Fucked by Step Dad
    Viper Fierce
    180.1K views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    374K views
    Anna in cat suit demands your milk daddy
    11:24
    Anna in cat suit demands your milk daddy
    Anna Rios
    43.3K 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
    9.1M views
    Skyline View Hot Bareback
    09:04
    Skyline View Hot Bareback
    Vurikat
    24.1K views
    Daddy's Good Girl Loves Swallowing His Morning Wood
    09:38
    Daddy's Good Girl Loves Swallowing His Morning Wood
    KittyKaash
    202.7K views
    Sissy Milf Rileydix is Ready to be Naughty Together!
    20:49
    Sissy Milf Rileydix is Ready to be Naughty Together!
    RileyDix
    28.9K views
    2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven
    15:07
    2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven
    Lucy Hart
    385.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Daddy Roleplay

    • Daddy Fucking Sissy Femboy
    • Daddy's Girl
    • Crossdresser Anal Sex Old Man
    • Crossboy With Mommy Clothes
    • Wife and Crossdressing Hubby Gangbang
    • Shemale Cum in My Ass
    • Granny BDSM Torture
    • Talk Dirty to Me
    • Mature Bondage Slave
    • Secret Sissyboy
    • A Pretty Boy Gets Feminized
    • Sexy Shemales Suspenders Garter Belt
    • Real Trap Porn
    • Sissies Love Older Men
    • Submissive Ladyboy
    • Vintage Transvestites Sucking Black Cock
    • Babysitter Threesome
    • Trans Orgy XXX
    • Baby Sitter
    • Naughty Schoolgirl 18

    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