PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Office Boss Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Office
    Boss
    Office Lesbian Boss
    Shemale Boss Office
    Indian Office Boss
    Shemale Boss
    Trans Office
    Crossdresser Office
    Office Sex
    Ladyboy Boss
    Ts Boss
    Office Futa
    Japanese Office
    Ladyboy Office
    Office Slut
    Office Sissy
    Anime Office
    Black Boss
    Office Affair
    Boss Fucks Secretary
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Aspen Brooks Is Too Pretty for Jail!
      11:12
      Aspen Brooks Is Too Pretty for Jail!
      TS Pussy Hunters by Kink
      101.3K views
    • Slut Office Boss
      08:12
      Slut Office Boss
      Ficd
      9.8K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.2M views
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      175.6K 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
      790.2K views
    • Exposed Crossdresser has to satisfy the Office Manager
      03:10
      Exposed Crossdresser has to satisfy the Office Manager
      321.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • TRANSFIXED - OFFICE MS. CONDUCT - Hot Trans Boss Jade Venus And Jane Wilde Fuck In Front Of The Staff!
      15:00
      TRANSFIXED - OFFICE MS. CONDUCT - Hot Trans Boss Jade Venus And Jane Wilde Fuck In Front Of The Staff!
      Transfixed
      2.2M views
    • Nice shemale secretary seduce a guy for a big surprise
      08:12
      Nice shemale secretary seduce a guy for a big surprise
      Ladyboys and shemales
      102.8K views
    • Pretty Office Trans Cums on Desk
      25:16
      Pretty Office Trans Cums on Desk
      Shemale Strokers
      185.6K views
    • 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
    • Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses
      02:41
      Rigid3d D3d Buttercoat Intense Office Threesome: Hot Slut Fucked by Two Huge Cocks, Deep Throat & Anal with My Bosses
      taptapKO
      179.6K 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 - Security Kasey Kei & Boss Izzy Wilde Almost Caught Fucking New Hire In Office Elevator
      13:08
      TRANSFIXED - Security Kasey Kei & Boss Izzy Wilde Almost Caught Fucking New Hire In Office Elevator
      Transfixed
      232.3K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • You Want the Job? Then Suck My Dick! Dominant Trans JOI
      00:53
      You Want the Job? Then Suck My Dick! Dominant Trans JOI
      Emily Adaire
      104.3K 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
      923.7K views
    • Slutty Employee Interrupts Boss’s Video Call By Sucking Her Dick TRAILER
      02:35
      Slutty Employee Interrupts Boss’s Video Call By Sucking Her Dick TRAILER
      Futanari XXX
      761.8K 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
    • 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
    • TRANS ANGELS - Emma Rose And Chris Damned Transform A Therapy Session Into A Passionate Fuck
      10:05
      TRANS ANGELS - Emma Rose And Chris Damned Transform A Therapy Session Into A Passionate Fuck
      Trans Angels
      70K views
    • Cd Secretary Office Slut Sucks Boss Cock
      03:52
      Cd Secretary Office Slut Sucks Boss Cock
      97.5K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • GenderX - Trans Boss Fucked In Office After Hours
      12:07
      GenderX - Trans Boss Fucked In Office After Hours
      GenderX
      180.6K views
    • T-Girl cock surprise at the office Chanel Santini
      35:03
      T-Girl cock surprise at the office Chanel Santini
      Shemale World
      863K views
    • ASMR with EngSub. Bossy master in black nylons gives a sticky footjob and humiliates. Now it's your turn to dominate her back.
      12:53
      ASMR with EngSub. Bossy master in black nylons gives a sticky footjob and humiliates. Now it's your turn to dominate her back.
      Harinni
      9.7K views
    • The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj
      11:12
      The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj
      Kink TS
      15.3K 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
      104.7K views
    • PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      15:08
      PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      PansexualX
      6.5M views
    • Fuck me in an office uniform, I'm your boss.
      12:37
      Fuck me in an office uniform, I'm your boss.
      WanidaCrossdresser
      33K 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
    • I fuck my boss's pussy when I left the office
      08:11
      I fuck my boss's pussy when I left the office
      J Joraul
      138.6K views
    • TRANS ANGELS - Sexy Schoolgirl Alexa Scout Gets A Bad Grade In The Exam But Gets An A in Anal
      20:52
      TRANS ANGELS - Sexy Schoolgirl Alexa Scout Gets A Bad Grade In The Exam But Gets An A in Anal
      Trans Angels
      367.7K views
    • Slutty boss goes mad and kicks the huge dildo stuck in her ass with her sharp high heels, forcing it deeper into herself
      12:10
      Slutty boss goes mad and kicks the huge dildo stuck in her ass with her sharp high heels, forcing it deeper into herself
      Harinni
      6.7K views
    • TRANSFIXED - Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Boss's Birthday
      15:39
      TRANSFIXED - Sexy Secretary Brittney Kade Gets FREE-USE Fucked At The Office For Boss's Birthday
      Transfixed
      94.5K views
    • Transfixed - Boss Ana Foxxx’s Corporate Stare Turns to Lust as Trans Korra Del Rio Proves Her Worth
      08:12
      Transfixed - Boss Ana Foxxx’s Corporate Stare Turns to Lust as Trans Korra Del Rio Proves Her Worth
      Transfixed
      46.3K 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
      21.4M views
    • Corporate Manager Natalie Mars Fucked In The Office
      10:53
      Corporate Manager Natalie Mars Fucked In The Office
      GenderX
      161.9K views
    • Helena Locke thanks hot shot lawyer Jessica Fox with sex
      12:48
      Helena Locke thanks hot shot lawyer Jessica Fox with sex
      kinkts
      928.9K views
    • Meeting Mating
      08:00
      Meeting Mating
      TS Virtual Lovers
      5.8K views
    • Trans ladyboss assfucking lazy employee
      06:15
      Trans ladyboss assfucking lazy employee
      GenderX
      1.2M views
    • You Trans MILF Boss Wants to Fuck You in her Office
      01:31
      You Trans MILF Boss Wants to Fuck You in her Office
      Lucy Hart
      99K 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
    • Futanari babe fucking with her boss in a 3d animatio porn
      02:34
      Futanari babe fucking with her boss in a 3d animatio porn
      Affect3DStore
      22.5K views
    • TRANS ANGELS - Watch Banging Hot Yasmin Fonthys Get Extra Nasty With A Lucky Customer's Big Cock
      36:28
      TRANS ANGELS - Watch Banging Hot Yasmin Fonthys Get Extra Nasty With A Lucky Customer's Big Cock
      Trans Angels
      144.9K views
    • While the boss is away secretary entertains clients
      04:36
      While the boss is away secretary entertains clients
      Sarahsatinslut
      12.8K views
    • TRANS ANGELS - Real Estate Babe Bianka Nascimento Gets On Her Knees To Close A Deal With Michael
      25:43
      TRANS ANGELS - Real Estate Babe Bianka Nascimento Gets On Her Knees To Close A Deal With Michael
      Trans Angels
      3.7M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 16
    9. ...
    10. 31
    31

    Searches Related to Office Boss

    • Boss Fucks Secretary
    • Shemale in Office
    • Japanese Step Mom and Step Son
    • Job Interview
    • Wife Secret Affair Full Movie
    • School Teacher Fuck Student
    • Co Worker
    • First Time With Stepmom
    • Trans Japan XXX
    • Shemale Office
    • Busty MILF Fucked
    • Female Doctor
    • Transgender Boss Punishes Employee
    • Sexy Dirty Talk While Masturbating
    • Cheating Husband
    • Surprise She Has a Cock
    • New Sex Film
    • Step Mom Helps Step Son
    • Hot Mommy Porn
    • Ladyboy Dominates Guy
    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