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

    With The Real Boss At Work Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    The End of a Work Week
    06:12
    The End of a Work Week
    Pure Ts
    15.9K views
    The End of a Work Week
    06:12
    The End of a Work Week
    Pure Ts
    5K views
    Your Work Review
    05:17
    Your Work Review
    Cassandra Lovit
    91.2K views
    Work Underling Becomes Secret Sissy Fucktoy
    08:12
    Work Underling Becomes Secret Sissy Fucktoy
    Pure Ts
    7.7K views
    A tempting secretary changed her stocking after work and inserted anal plug without panty to prepare for the secret nightwork.
    13:59
    A tempting secretary changed her stocking after work and inserted anal plug without panty to prepare for the secret nightwork.
    Harinni
    5.2K views
    I fuck my boss's pussy when I left work
    08:32
    I fuck my boss's pussy when I left work
    brenda paola rojas villasmil
    20.9K views
    Shemales double team the boss at work
    08:12
    Shemales double team the boss at work
    Wonder Shemale
    3.5K views
    Young Trans Beauty Gets Fucked Hard by Her Employer While Working
    06:12
    Young Trans Beauty Gets Fucked Hard by Her Employer While Working
    TGIRL ROOM
    1.1K views
    Busty Tranny Bangs Her Colleague Wet Bush and Her Boss Tight Ass at Work
    08:12
    Busty Tranny Bangs Her Colleague Wet Bush and Her Boss Tight Ass at Work
    Shemale Idols
    6.2K views
    Getting caught sunbathing when I should be working.
    10:57
    Getting caught sunbathing when I should be working.
    DonnaCDUK
    19K views
    Hazelnut Latte: Blonde Trans Got Caught Doing Inappropriate Things at Work by Her Boss Ep 9
    08:12
    Hazelnut Latte: Blonde Trans Got Caught Doing Inappropriate Things at Work by Her Boss Ep 9
    Dirty GamesxXx
    just added
    VRB TRANS Sex With TS Boss At Work
    05:01
    VRB TRANS Sex With TS Boss At Work
    VRbtrans
    18.4K views
    Late For Work Roleplay Audio Only
    03:49
    Late For Work Roleplay Audio Only
    GregoreErotic
    3.6K views
    Sexy Asian shemale after work imagines being fucked by her boss
    04:33
    Sexy Asian shemale after work imagines being fucked by her boss
    Trans Addiction
    892 views
    Sexy Asian tranny after work imagines being fucked by her boss
    04:33
    Sexy Asian tranny after work imagines being fucked by her boss
    Love Her Dick
    632 views
    My trans boss has a very good dick. Part 3. he ends up fucking my ass
    06:55
    My trans boss has a very good dick. Part 3. he ends up fucking my ass
    PalmasRecordsMen
    259.5K views
    Huge Boobs MILF Gender Swap - Tg Shemale Shalina Devine Fucks Her Redhead Lady Boss
    07:06
    Huge Boobs MILF Gender Swap - Tg Shemale Shalina Devine Fucks Her Redhead Lady Boss
    Futanari XXX
    8K views
    Poly's micropenis is easy to manage when - FULL VIDEO
    37:26
    Poly's micropenis is easy to manage when - FULL VIDEO
    Adultunes
    20.7K views
    How A Real Transgender Masseuse Works
    13:02
    How A Real Transgender Masseuse Works
    FantasyMassageOfficial
    1.4M views
    Vlogmas 11.12.2025 We went to a hotel for work
    07:51
    Vlogmas 11.12.2025 We went to a hotel for work
    Veronica Sanders
    8.3K views
    TRANSFIXED - Natural GF Emma Rose Convinces Late For Work Cadence Lux To Have Passionate Shower Sex
    13:40
    TRANSFIXED - Natural GF Emma Rose Convinces Late For Work Cadence Lux To Have Passionate Shower Sex
    Transfixed
    877.3K views
    Waiting for a friend from work, a young trans Asian girl
    40:36
    Waiting for a friend from work, a young trans Asian girl
    Adultunes
    122.5K views
    VRB Trans anal unreal fuck with Tori Easton VR Porn
    06:07
    VRB Trans anal unreal fuck with Tori Easton VR Porn
    VRbtrans
    45.8K views
    I fuck my stepdaughter miste my husband is at work lesbian sex
    09:06
    I fuck my stepdaughter miste my husband is at work lesbian sex
    catalinagrande
    21.2K views
    REALTGIRLS: Getting Off Work
    03:11
    REALTGIRLS: Getting Off Work
    Real Tgirls
    91.1K views
    Slut Walk Fetish Dressed on the Side of the Highway Almost Naked
    04:53
    Slut Walk Fetish Dressed on the Side of the Highway Almost Naked
    SusyTrav_AnalQueen
    2.3K views
    A hot brunette trans came home from work - BEAUTIFUL SHEMALE
    49:54
    A hot brunette trans came home from work - BEAUTIFUL SHEMALE
    Adultunes
    25.1K views
    Milf ShelleyV cums through her nylons after work
    00:29
    Milf ShelleyV cums through her nylons after work
    ShelleyV
    35.8K views
    Gorgeous tgirl works on her dick during a visit to nature
    06:00
    Gorgeous tgirl works on her dick during a visit to nature
    Venus Lux
    7K views
    The girl waited for her friend from work to fuck
    27:43
    The girl waited for her friend from work to fuck
    Adultunes
    8.4K views
    Gorgeous Tbabe works as a maid but fucks like a real slut
    06:00
    Gorgeous Tbabe works as a maid but fucks like a real slut
    Trans 500
    25.7K views
    Inked TS stunner working on her really big cock real hard
    06:00
    Inked TS stunner working on her really big cock real hard
    Venus Lux
    19.6K views
    Skinny cock of impeccable trans cutie gets worked real hard
    10:00
    Skinny cock of impeccable trans cutie gets worked real hard
    Trans Erotica
    14.5K views
    Hot and Horny Natural Tgirl Gaby Maiia Lets The Machine Do The Work
    15:10
    Hot and Horny Natural Tgirl Gaby Maiia Lets The Machine Do The Work
    Dream Tranny
    4K views
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    10:09
    My Friend Sabrina and I Fucked the Boss Non-stop and with Great Desire.
    Tsdanisantos1
    847.4K views
    TRANSFIXED - Big Dick T-Girl Leah Hayes CAUGHT Fucking Big Ass Coworker Alexa Chain In BOSS' OFFICE!
    15:23
    TRANSFIXED - Big Dick T-Girl Leah Hayes CAUGHT Fucking Big Ass Coworker Alexa Chain In BOSS' OFFICE!
    Transfixed
    534.2K 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
    TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
    14:02
    TRANSFIXED - Sexy Redhead Ariel Demure FREE USE CREAMPIES Boss Megan Mistakes During A Job Interview
    Transfixed
    760.4K views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    125.1K views
    TRANSFIXED - Horny Leilani Li SNEAKS Her Big Cock Inside Boss Destiny Mira's Pussy! OFFICE CREAMPIE
    15:11
    TRANSFIXED - Horny Leilani Li SNEAKS Her Big Cock Inside Boss Destiny Mira's Pussy! OFFICE CREAMPIE
    Transfixed
    1.4M views
    He Used to Be the Boss but Not Anymore
    08:12
    He Used to Be the Boss but Not Anymore
    Pure Ts
    461.3K views
    TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    39:33
    TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    Trans Angels
    912.1K views
    The T Boss Episode 1
    21:54
    The T Boss Episode 1
    Enter Tranz
    95.2K 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
    Transexual boss Angela Bratz fucks job applicant
    08:12
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    553.8K views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    65.3K views
    Young Trans Beauty Gets Fucked Hard by Her Employer While Working
    08:12
    Young Trans Beauty Gets Fucked Hard by Her Employer While Working
    Trans n Shemale
    3.1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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