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

    Boss At Work Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Work
    Boss
    At Work
    Shemale Boss
    Trans Boss
    Street Work
    Ts Boss
    Ladyboy Boss
    Indian Boss
    Office Boss
    Fucking at Work
    Shemale at Work
    Cum at Work
    Crossdressers at Work
    Sucking Boss off
    Transgender Boss Porn
    Shemale Boss Office
    Boss Fucks Secretary
    Sassy the Boss
    Shemale Boss Fucks Guy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      933.5K views
    • Shemales double team the boss at work
      08:12
      Shemales double team the boss at work
      Wonder Shemale
      3.5K 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
    • VRB TRANS Sex With TS Boss At Work
      05:01
      VRB TRANS Sex With TS Boss At Work
      VRbtrans
      18.4K 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
    • 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
    • POV Begging M0mmy to Play and Cum for me
      11:27
      POV Begging M0mmy to Play and Cum for me
      1.3M 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
      580 views
    • Korra Del Rio Pantyhose
      04:54
      Korra Del Rio Pantyhose
      634.4K views
    • The End of a Work Week
      06:12
      The End of a Work Week
      Pure Ts
      17K views
    • Shemale teacher gets fucked in the classroom
      06:16
      Shemale teacher gets fucked in the classroom
      810.1K views
    • The End of a Work Week
      06:12
      The End of a Work Week
      Pure Ts
      8.9K views
    • Teaching a Fag his place
      13:47
      Teaching a Fag his place
      Kimberhaven
      818.2K views
    • Your Work Review
      05:17
      Your Work Review
      Cassandra Lovit
      91.2K views
    • Trans ladyboss assfucking lazy employee
      06:15
      Trans ladyboss assfucking lazy employee
      GenderX
      1.2M 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
      6.3K views
    • Trans tops submissive
      19:46
      Trans tops submissive
      1.1M views
    • Work Underling Becomes Secret Sissy Fucktoy
      08:12
      Work Underling Becomes Secret Sissy Fucktoy
      Pure Ts
      8.2K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M 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
    • Deep butthole examination with horny nurse Emma Rose
      06:45
      Deep butthole examination with horny nurse Emma Rose
      TS Playground
      83K 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
    • horny skinny mistress JOI and CEI make u my sissy fuck hole
      05:22
      horny skinny mistress JOI and CEI make u my sissy fuck hole
      Nadja Cox
      250.6K views
    • Getting caught sunbathing when I should be working.
      10:57
      Getting caught sunbathing when I should be working.
      DonnaCDUK
      19.2K views
    • Tranny schoolgirl spanked and barebacked
      06:00
      Tranny schoolgirl spanked and barebacked
      250K views
    • 3D female boss makes her office partner's room work hard
      18:55
      3D female boss makes her office partner's room work hard
      officialgirls0130
      just added
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      291.2K views
    • Late For Work Roleplay Audio Only
      03:49
      Late For Work Roleplay Audio Only
      GregoreErotic
      3.6K views
    • He Used to Be the Boss but Not Anymore
      08:12
      He Used to Be the Boss but Not Anymore
      Pure Ts
      473.2K 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
    • obedient TS maid does what she is told
      08:12
      obedient TS maid does what she is told
      Pure Ts
      136.9K 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
      971 views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M 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
    • TA Slut Gets It From School Admin
      08:11
      TA Slut Gets It From School Admin
      kinkts
      609.3K views
    • Sucking some dudes cock while my boyfriend is at work
      05:18
      Sucking some dudes cock while my boyfriend is at work
      JsseMontz
      565.1K 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
      926.2K views
    • ADULT TIME - Busty T-Girl Khloe Kay And Bubble Butt Jane Wilde CAUGHT FUCKING AT WORK! FULL SCENE
      47:16
      ADULT TIME - Busty T-Girl Khloe Kay And Bubble Butt Jane Wilde CAUGHT FUCKING AT WORK! FULL SCENE
      AdultTime
      1.5M views
    • Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      02:15
      Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      sinsweethoneyasses
      2.2M views
    • Busty Trans Takes Bareback On Her First Day At Work
      11:07
      Busty Trans Takes Bareback On Her First Day At Work
      hothotfilms
      30.4K views
    • Stepmother with fat cock was caught by her horny Stepson and she made him suck her cum
      12:31
      Stepmother with fat cock was caught by her horny Stepson and she made him suck her cum
      YooYa ASMR
      4.7M views
    • Tranny dominates you at work
      07:05
      Tranny dominates you at work
      Kymmy Harper
      706.3K 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
    • Sluts at work
      03:21
      Sluts at work
      968.2K views
    • Hot Trans Maid Leads Guy to Cheat on Wife!
      10:01
      Hot Trans Maid Leads Guy to Cheat on Wife!
      Devils tgirls
      1.3M views
    • Teeny Petite trans girl Sadie Hawkins blows load at work
      08:12
      Teeny Petite trans girl Sadie Hawkins blows load at work
      Shemale Strokers
      403.5K views
    • Teen Sissy Already Knows Her Place
      08:12
      Teen Sissy Already Knows Her Place
      Pure Ts
      72.1K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 19
    9. ...
    10. 36
    36

    Searches Related to Boss At Work

    • Mommy
    • Family
    • Step Mom
    • Yulia Masakowa
    • Stepdaughter Sneaking Into Dads Room
    • First Time
    • Japanese Mom
    • Transgender Boss Punishes Employee
    • Sister
    • Xxx XXX XXX XXX XXX English
    • I Fuck My Stepsister
    • Trans Addiction
    • Corporate Training Episode 2
    • Step Sister
    • Ts Fucks Guy
    • Domination
    • Happy Ending the Chiropractor
    • Truck Stop
    • Sucking Boss off
    • Fucking My Stepmom
    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