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
    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

    Shemale Boss Fucking Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Boss
    Fucking
    Passionate Fucking
    Crossdressers Fucking
    Shemale Fucking
    Femboys Fucking
    Trans Boss
    Face Fucking
    Fucking Compilation
    Trans Fucking
    Fucking Fleshlight
    Ladyboy Fucking
    Ass Fucking
    Sissy Fucking
    Self Fucking
    Hard Fucking
    Transgender Fucking
    Piss Fucking
    Ladyboy Boss
    Tranny Fucking
    Best Videos
    By clicking the content you will also see an ad. AD
    Black tgirl with giant tool fucking a white ass fat faggot
    11:38
    Black tgirl with giant tool fucking a white ass fat faggot
    Latina Tranny
    1.6M views
    Hot shemale boss gets dick suck and fucks her employe
    34:32
    Hot shemale boss gets dick suck and fucks her employe
    1.6M 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
    21.3M views
    VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1
    06:36
    VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1
    VRbtrans
    34.7K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M views
    Office Fuck Up Gets Lucky With Shemale Boss Lady Janice Renee
    11:39
    Office Fuck Up Gets Lucky With Shemale Boss Lady Janice Renee
    Janice Renee
    103.9K views
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    15:07
    Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
    GenderX
    2.7M views
    Horny Shemale Boss pound My Asshole With Her huge Cock
    10:24
    Horny Shemale Boss pound My Asshole With Her huge Cock
    future money man
    3K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Black shemale boss fucks her male employee
    19:49
    Black shemale boss fucks her male employee
    138.1K views
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    4.2M views
    Busty Shemale Boss TS Foxxy Fucked Hard
    06:15
    Busty Shemale Boss TS Foxxy Fucked Hard
    51.1K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    22M views
    Shemale Boss Sheina Fucks Secretary
    05:00
    Shemale Boss Sheina Fucks Secretary
    360.8K 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
    6M views
    Italian shemale boss fuck guy
    13:11
    Italian shemale boss fuck guy
    787.3K views
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    12:26
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    Futanari XXX
    1.2M views
    Indian servant cheat her boss fucking full night Anal sex deep thorat
    20:51
    Indian servant cheat her boss fucking full night Anal sex deep thorat
    harry1
    4.6M views
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    11:55
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    Futanari XXX
    1.6M views
    Big boss fucking with her girl freind
    10:36
    Big boss fucking with her girl freind
    2.1K 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

    Relevant Short videos

    Powerful moment from "VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1"
    Powerful moment from "VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1"
    VRbtrans
    594 views
    Captivating moment from "VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1"
    Captivating moment from "VRB Trans: Busty Shemale Boss Sucks Your Dick And Fucks During Phone Talk With Husband pt.1"
    VRbtrans
    338 views
    Transfixed - Boss Ana Foxxx’s Corporate Stare Turns to Lust as Trans Korra Del Rio Proves Her Worth
    Transfixed - Boss Ana Foxxx’s Corporate Stare Turns to Lust as Trans Korra Del Rio Proves Her Worth
    Transfixed
    3.6K views
    Imagine, How Does Separated Wife, Manages Masterbation
    Imagine, How Does Separated Wife, Manages Masterbation
    Apple00001
    2.7K views
    Trans Maid Kaela Luna Wants to Be Used by Her New Boss
    Trans Maid Kaela Luna Wants to Be Used by Her New Boss
    Trans Roommates
    1.9K views
    Must-see moment from "VRB TRANS Sex With TS Boss At Work"
    Must-see moment from "VRB TRANS Sex With TS Boss At Work"
    VRbtrans
    1.2K views
    Futanari from Hell! The Final Boss Fucking Animation at Prime3DX
    03:30
    Futanari from Hell! The Final Boss Fucking Animation at Prime3DX
    p payserve
    1.5K views
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.2M views
    Horny Shemale Boss Giving Her Huge Cock For Deepthroat Blowjob
    06:20
    Horny Shemale Boss Giving Her Huge Cock For Deepthroat Blowjob
    future money man
    1K views
    Shemale Threeway Action
    28:31
    Shemale Threeway Action
    2.4M views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    157.2K views
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    09:21
    Latin Mature Tranny Predator with Monster Cock Fuck a Slave
    8M views
    He Used to Be the Boss but Not Anymore
    08:12
    He Used to Be the Boss but Not Anymore
    Pure Ts
    466.5K 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
    The T Boss Episode 1
    21:54
    The T Boss Episode 1
    Enter Tranz
    102.4K 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
    TRANSFIXED - Employees Korra Del Rio & Leana Lovings Stop Boss' Assistant Zariah Aura From Snitching
    12:17
    TRANSFIXED - Employees Korra Del Rio & Leana Lovings Stop Boss' Assistant Zariah Aura From Snitching
    Transfixed
    1.8M views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Transexual boss Angela Bratz fucks job applicant
    08:12
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    557.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    65.3K views
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    15:08
    PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
    PansexualX
    6.4M views
    I fuck my boss's pussy
    08:45
    I fuck my boss's pussy
    FLACO
    1M views
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    21:29
    My boss is transgender, she comes home very angry and fucks my ass with her big cock Salome Gil
    Salome Gil
    1.9M views
    Indian Boss Fucked Hot Shemale
    29:28
    Indian Boss Fucked Hot Shemale
    P Porn_India
    13.8M views
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    11:07
    Big Tits Asian Nurse Finds Out Her Disabled Patient Has A Cock
    Futanari XXX
    7.5M views
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    929.7K views
    Destroying the FAG
    18:25
    Destroying the FAG
    1.5M views
    Taking care of the boss
    08:12
    Taking care of the boss
    Pure Ts
    66.7K views
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    15:53
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    2.9M views
    POV - Beautiful Tgirl Boss Interviews Horny BBC for a Job
    08:12
    POV - Beautiful Tgirl Boss Interviews Horny BBC for a Job
    TGIRLPLAYHOUSE
    364.4K views
    When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
    44:58
    When the Neighbor Rings the Doorbell of Two Trannies, He Is Immediately Seduced and Fucked
    Transsexuell and gay club
    1.6M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Shemale Boss Fucking

    • Shemale Boss Fucks Guy
    • Two Shemales Fuck Girl
    • Trans Mom Sex
    • Very Beautiful Hard Fucking
    • Hotwife With Young
    • Shemale Fucks Husband and Wife
    • Asian Ladyboy Sucking Big Black Cock
    • Shemales Fuck Girl
    • Shemal Threesome
    • Shemale's Secret
    • Step Brother Cum Inside Step Sister
    • Trans Woman Sex
    • First Ladies of the Third Gender
    • Real Caught on Camera
    • Fucked My Best Friend's Hot Mother
    • Futanaria Business Women
    • Stephanie Collier in Heat
    • Happy Ending MILF
    • New Full Xx Video 2020
    • Suck Me off 100 Times a Day

    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