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

    Spanked By Boss Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • BBC boss spanks his BIG ASS trans secretary.
      05:24
      BBC boss spanks his BIG ASS trans secretary.
      Enter Tranz
      89.2K views
    • My boss caught me peeing in the office
      05:07
      My boss caught me peeing in the office
      cd_aysemmm
      3.4K views
    • Horny secretary inseminated by boss!
      07:19
      Horny secretary inseminated by boss!
      Kim Wagner
      539.8K views
    • VERY HOT Sissy Maid Fucked by Boss
      03:07
      VERY HOT Sissy Maid Fucked by Boss
      Bailey Wilde
      48.4K views
    • Sexy Cd Gets fucked by boss
      03:23
      Sexy Cd Gets fucked by boss
      67.4K views
    • Thai Tranny June Gets Used Dirty By Boss - BIG COCK
      41:38
      Thai Tranny June Gets Used Dirty By Boss - BIG COCK
      Adultunes
      21.4K views
    • Big Tit Latina Shemale Marcella Anal Fucked by Boss and Get Cumshot
      20:54
      Big Tit Latina Shemale Marcella Anal Fucked by Boss and Get Cumshot
      Shemale TS Collection
      4.2K views
    • Sissy Maid Fucked by Boss
      01:22
      Sissy Maid Fucked by Boss
      Bailey Wilde
      6.7K views
    • Thai tranny june gets used dirty by boss in the shower
      08:12
      Thai tranny june gets used dirty by boss in the shower
      Radical Shemale
      4.4K views
    • Sissification and Strapon Fucked by Boss to Get Maid Job
      01:36
      Sissification and Strapon Fucked by Boss to Get Maid Job
      Bailey Wilde
      4.8K views
    • Maid fucked by boss
      03:54
      Maid fucked by boss
      8.1K views
    • Cute brunette anal destroyed and spanked by ActorFab
      47:34
      Cute brunette anal destroyed and spanked by ActorFab
      ActorFab
      122K views
    • Nun Dildo Dommed & Spanked By Priest ABRIDGED
      06:30
      Nun Dildo Dommed & Spanked By Priest ABRIDGED
      Adam Castle
      28.6K views
    • Sissybritneylane spanked by many different men crossdresser
      03:33
      Sissybritneylane spanked by many different men crossdresser
      17.6K views
    • Anna gets her ass firmly spanked by The Carpet beater.
      27:58
      Anna gets her ass firmly spanked by The Carpet beater.
      55.7K views
    • Dino Moci spanked by paola
      02:09
      Dino Moci spanked by paola
      21.1K views
    • Dressed and Spanked by wife.
      00:40
      Dressed and Spanked by wife.
      2.1K 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
      887.4K 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
      553.1K 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
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      157.2K views
    • Relevant Short videos

      Big Tit Latina Shemale Marcella Anal Fucked by Boss and Get Cumshot
      Big Tit Latina Shemale Marcella Anal Fucked by Boss and Get Cumshot
      Shemale TS Collection
      508 views
      Thai tranny june gets used dirty by boss in the shower
      Thai tranny june gets used dirty by boss in the shower
      Radical Shemale
      384 views
      third selfmade assgasm i managed... this toy was worth every cent
      third selfmade assgasm i managed... this toy was worth every cent
      34.5K 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
      When the boss doesnt know you are at maxed level
      When the boss doesnt know you are at maxed level
      Lola Femme
      1.7K views
      Your Tgirl Boss Show Me Your Devotion
      Your Tgirl Boss Show Me Your Devotion
      PrxcyTgirl
      1.5K 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
      768.9K 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
      466.5K 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
      917.7K views
    • The T Boss Episode 1
      21:54
      The T Boss Episode 1
      Enter Tranz
      102.4K 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
      557.9K views
    • Auditioning for the drag show
      08:12
      Auditioning for the drag show
      Pure Ts
      65.3K views
    • ADULT TIME Transfixed She's the Boss- Kenna James & Natalie
      12:21
      ADULT TIME Transfixed She's the Boss- Kenna James & Natalie
      Transfixed
      1.9M views
    • I fuck my boss's pussy
      08:45
      I fuck my boss's pussy
      FLACO
      1M views
    • Sissy secretary fucked hard bent over the table
      06:50
      Sissy secretary fucked hard bent over the table
      Ashley Roze
      929.7K views
    • Indian Boss Fucked Hot Shemale
      29:28
      Indian Boss Fucked Hot Shemale
      P Porn_India
      13.8M views
    • Taking care of the boss
      08:12
      Taking care of the boss
      Pure Ts
      66.7K 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
    • 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
    • Naughty Secretary Sucked off Company Boss to Promote Herself
      17:51
      Naughty Secretary Sucked off Company Boss to Promote Herself
      carmonaoficial
      134.7K views
    • GenderX - Guy Fucked By Trans Boss To Save His Job
      11:31
      GenderX - Guy Fucked By Trans Boss To Save His Job
      GenderX
      699.1K views
    • Trans Sitter Caught Camming, Massive Cock Boss Destroys Hole
      12:39
      Trans Sitter Caught Camming, Massive Cock Boss Destroys Hole
      GenderX
      617.6K views
    • TRANSFIXED - Hot Blonde Boss Jade Venus Gets Assfuced + Cum In Mouth From Horny Office's Assistant
      16:37
      TRANSFIXED - Hot Blonde Boss Jade Venus Gets Assfuced + Cum In Mouth From Horny Office's Assistant
      Transfixed
      224.1K views
    • Boss asked me to change my bikini to Spiderwoman
      02:26
      Boss asked me to change my bikini to Spiderwoman
      Raissa
      67.7K views
    • Gorgeous Trans Babysitter Luna Love Fucked By Employer
      12:34
      Gorgeous Trans Babysitter Luna Love Fucked By Employer
      GenderX
      951.7K views
    • Exposed Crossdresser has to satisfy the Office Manager
      03:10
      Exposed Crossdresser has to satisfy the Office Manager
      318.8K views
    • The End of a Work Week
      06:12
      The End of a Work Week
      Pure Ts
      15.9K views
    • Hotel Manager Gets Seduced by Unruly Guest
      08:12
      Hotel Manager Gets Seduced by Unruly Guest
      Pure Ts
      74.9K 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
    • Domino Presley Goes To Her Husband's Boss Michael DelRay And Fucks Him To Let Her Husband Go Home Early - TRANS ANGELS
      29:16
      Domino Presley Goes To Her Husband's Boss Michael DelRay And Fucks Him To Let Her Husband Go Home Early - TRANS ANGELS
      Trans Angels
      487K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 26
    9. ...
    10. 51
    51

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    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
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Japanese
    Vintage
    Big Tits
    Young
    Small Cock
    Thai
    Trans Woman
    Lingerie
    Gangbang
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Couple
    Rough Sex
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    Fetish
    Hentai
    Group Sex
    FTM
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    German
    Anal Toy
    SFW
    All categories
    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