PornPorn US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Sex Chat Nude Chat
    • Pornstars
    • Channels

    Bossy Boss Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Boss
    Bossy
    Office Boss
    Japanese Boss
    Indian Boss
    Boss Secretary
    Lesbian Boss
    Female Boss
    Boss Wife
    My Boss
    Husband Boss
    Old Boss
    Wife Boss
    Big Boss
    Milf Boss
    Boss Blowjob
    Hot Boss
    Bosses Daughter
    Boss Anal
    Chinese Boss
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Fat boss fuck his young married secretary in hotel
      15:20
      Fat boss fuck his young married secretary in hotel
      2.4M views
    • Bossy boss Alexa Poshspicy seduces assistant and cums wet in the hotel
      19:12
      Bossy boss Alexa Poshspicy seduces assistant and cums wet in the hotel
      Alexa Poshspicy
      1.5M views
    • Secretary Fucks Boss Waiting for Her Husband to Pick Her Up
      08:02
      Secretary Fucks Boss Waiting for Her Husband to Pick Her Up
      Mylf
      1.7M views
    • My Bossy Stepsister Finally Lets Me Get It - S28:E9
      29:06
      My Bossy Stepsister Finally Lets Me Get It - S28:E9
      BrattySis
      3.2M views
    • Hot Secretary Lets Married Boss Use Her- Bella Round
      06:16
      Hot Secretary Lets Married Boss Use Her- Bella Round
      Pure Taboo
      1.5M views
    • Intense Unexpected Fuck With Lonely Huge Tit Bossy MILF
      23:49
      Intense Unexpected Fuck With Lonely Huge Tit Bossy MILF
      Get Your Fix
      537.4K views
    • Busty secretary loves riding her boss's dick
      27:28
      Busty secretary loves riding her boss's dick
      3.1M views
    • Bossy MILF roughly fucked by her empoloyee
      24:01
      Bossy MILF roughly fucked by her empoloyee
      Alfacontent World
      80.8K views
    • Submissive slut gives in to her boss' ways
      08:12
      Submissive slut gives in to her boss' ways
      Adam & Eve
      4M views
    • Bossy MILF Caught Her Stepson’s Boner Before Work – Is She Gonna Help?
      10:34
      Bossy MILF Caught Her Stepson’s Boner Before Work – Is She Gonna Help?
      wowlove
      193.7K views
    • The sexy MAID obeys the orders of her boss
      10:43
      The sexy MAID obeys the orders of her boss
      Girls At Work
      1.8M views
    • Japanese Bossy Step Mom Seduces Virgin Stepson to Fuck and Cum inside her
      16:11
      Japanese Bossy Step Mom Seduces Virgin Stepson to Fuck and Cum inside her
      Pervmom
      27.9K views
    • VIXEN – Seductive Allie has passionate affair with her boss
      12:37
      VIXEN – Seductive Allie has passionate affair with her boss
      VIXEN
      6.9M views
    • Into my Office, Right NOW! Bossy Rebecca Black for GrandDadz
      05:09
      Into my Office, Right NOW! Bossy Rebecca Black for GrandDadz
      Granddadz
      227.8K views
    • Horny secretary comes into the boss's office to suck him
      19:30
      Horny secretary comes into the boss's office to suck him
      Size Matters
      632.8K views
    • Two Very Bossy Ladies Sit on His Face While Jerking His Cock
      06:12
      Two Very Bossy Ladies Sit on His Face While Jerking His Cock
      Shes Boss
      11.8K views
    • Slave wife entertains the guest
      11:12
      Slave wife entertains the guest
      Sex and Submission by Kink
      1.4M views
    • Bossy Bitch Boss Deserves Respect JOI
      08:58
      Bossy Bitch Boss Deserves Respect JOI
      Jess Ryan
      6.1K views
    • Desi College Teacher and Student Fucking Hardcore Pussy Lick
      25:39
      Desi College Teacher and Student Fucking Hardcore Pussy Lick
      5.6M views
    • Karmen Karma - Boss Lady
      08:12
      Karmen Karma - Boss Lady
      New Sensations
      693.8K views
    • The Customer Is Always Right
      10:12
      The Customer Is Always Right
      Bound Gang Bangs by Kink
      135.5K views
    • My Bossy Horny Step-gilf
      08:12
      My Bossy Horny Step-gilf
      GilfAF
      50.9K views
    • Pure taboo slut humiliated by businessmen -public fuck
      12:05
      Pure taboo slut humiliated by businessmen -public fuck
      Pure Taboo
      3.2M views
    • Demanding Boss Needs Your Creampie
      14:52
      Demanding Boss Needs Your Creampie
      AdalynnX
      1M views
    • Huge Cock Punishment For Tara Ashley For Making A Bad Sandwich - MYLF
      08:12
      Huge Cock Punishment For Tara Ashley For Making A Bad Sandwich - MYLF
      MYLFDOM
      804.8K views
    • Demanding Bossy Cougar MILF Finds EXTRA Things For Him To Work On
      41:30
      Demanding Bossy Cougar MILF Finds EXTRA Things For Him To Work On
      Get Your Fix
      386.4K views
    • VIXEN.com Rich Boss Gets Threesome with Two Blondes
      12:05
      VIXEN.com Rich Boss Gets Threesome with Two Blondes
      VIXEN
      1.8M views
    • Bossy Step-mommy Has You Lick Her Holes at Work
      11:12
      Bossy Step-mommy Has You Lick Her Holes at Work
      The Annabelle Rogers
      6.5K views
    • A job interview of a cute young girl turns into a hard anal fuck
      08:38
      A job interview of a cute young girl turns into a hard anal fuck
      Young sinner
      26.5K views
    • BOSS BITCH E02 The IT Guys Becomes My Pussy Eating Bitch
      11:01
      BOSS BITCH E02 The IT Guys Becomes My Pussy Eating Bitch
      Milf Stella
      87.9K views
    • You call her for work - she then gives everything to the man ... fucking secretary
      25:18
      You call her for work - she then gives everything to the man ... fucking secretary
      Erotic Planet X
      850.8K views
    • Big Tit Bossy MILF Fucks Her Useless Employee
      29:41
      Big Tit Bossy MILF Fucks Her Useless Employee
      Get Your Fix
      128K views
    • Blonde lawyer sucks her boss's cock
      24:12
      Blonde lawyer sucks her boss's cock
      Meet My Pussy
      366.7K views
    • Femdom University Zero E29 - My boss asks me to serve as a toilet for the other college girls
      17:50
      Femdom University Zero E29 - My boss asks me to serve as a toilet for the other college girls
      brombeere1992
      283.1K views
    • police interagation hard
      28:49
      police interagation hard
      1.7M views
    • Business Meeting Resulted In Black Cock Blowjob By SSBBW Blonde Milf, Boss Eating Pussy In Office (Big Cumshot  On Tits)
      13:49
      Business Meeting Resulted In Black Cock Blowjob By SSBBW Blonde Milf, Boss Eating Pussy In Office (Big Cumshot On Tits)
      Jamdown26
      102.5K views
    • An ambitious secretary
      15:36
      An ambitious secretary
      Girls At Work
      85.7K views
    • Busty Bunny
      Online
      Busty Bunny
    • Made to swallow
      04:37
      Made to swallow
      Monsters Of Jizz
      11.9K views
    • Spanking her to stay
      11:12
      Spanking her to stay
      Mylf
      145.4K views
    • Bossy MILF Roughly Fucked by Her Empoloyee
      08:12
      Bossy MILF Roughly Fucked by Her Empoloyee
      Euro MILF
      2.2K views
    • Headmasters Office
      35:07
      Headmasters Office
      4.3M views
    • Renegotiating with Billy the Builder
      08:56
      Renegotiating with Billy the Builder
      LoreleiOF
      17.7K views
    • Interview for a secretary. She deserved this JOB
      08:23
      Interview for a secretary. She deserved this JOB
      Kate Truu
      844.9K views
    • Independent Audit by Lauren Phillips
      10:59
      Independent Audit by Lauren Phillips
      Real Jam VR
      6K views
    • Orgy at the Office with 3 Secretaries
      30:28
      Orgy at the Office with 3 Secretaries
      French Girls At Work
      3M views
    • Boss lady has no mercy
      04:17
      Boss lady has no mercy
      Rachel Steele
      7K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Bossy Boss

    • Office Sex With Boss
    • Submissive Secretary
    • Fucking Bosses Wife
    • Save Husband's Job
    • She's in Charge
    • Bossy
    • Horny Business Woman
    • Hire Me Fuck Me
    • Big Cock Bully
    • Dominant Man
    • Sexy Worker
    • Dirty Cop
    • Home Invaded
    • High Class
    • She Can T Resist
    • Very Angry
    • Bosslady
    • Hard Teacher
    • Fucked so Good
    • Leverage
    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