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

    Boss Blackmail 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
    • Shemale Threeway Action
      28:31
      Shemale Threeway Action
      2.4M views
    • Blackmailed by Your Evil Babysitter Melissa Masters
      04:04
      Blackmailed by Your Evil Babysitter Melissa Masters
      Melissa Masters
      497.1K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • TS Alyssa Hung and Nomad Blackmail
      08:12
      TS Alyssa Hung and Nomad Blackmail
      TS Seduction by Kink
      14.8K views
    • Trans tops submissive
      19:46
      Trans tops submissive
      1.1M views
    • Sissy Caption Story Blackmailed and Exposed Feminized
      02:01
      Sissy Caption Story Blackmailed and Exposed Feminized
      ClosetPantyBoy
      118.5K views
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6.1M views
    • Caught & Blackmailed By Your Sister's Friend Teaser
      02:47
      Caught & Blackmailed By Your Sister's Friend Teaser
      Melissa Masters
      133.8K views
    • Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
      17:11
      Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
      Transfixed
      1.6M views
    • Blackmailed By Your Barely Legal Trans Neighbor
      01:59
      Blackmailed By Your Barely Legal Trans Neighbor
      Melissa Masters
      42.6K views
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      638.7K views
    • Femboy slut blackmailed and humiliated
      06:18
      Femboy slut blackmailed and humiliated
      Sissy Sandy
      30.4K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • Financial Domination Paypig Blackmailed
      01:27
      Financial Domination Paypig Blackmailed
      24.3K views
    • GenderX - When Stepsister Has A Bigger Dick Than You
      11:01
      GenderX - When Stepsister Has A Bigger Dick Than You
      GenderX
      703.2K views
    • crossdresser sissy blackmail
      00:22
      crossdresser sissy blackmail
      13K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M 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
      582.9K views
    • Blackmailed: Suck That Cock Good or I'll Tell My Daddy!
      08:12
      Blackmailed: Suck That Cock Good or I'll Tell My Daddy!
      TS Seduction by Kink
      63.8K views
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      195.6K views
    • Indian Best Threesome Sex! Fuck Both of us
      22:48
      Indian Best Threesome Sex! Fuck Both of us
      indianXworld
      22.2M 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
      2M 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
    • 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
      801.2K views
    • Teaching a Fag his place
      13:47
      Teaching a Fag his place
      Kimberhaven
      820.3K 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
      1.5M views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      938.3K views
    • He Used to Be the Boss but Not Anymore
      08:12
      He Used to Be the Boss but Not Anymore
      Pure Ts
      475.3K views
    • TS girlfriends fuck their submissive in Vegas
      05:24
      TS girlfriends fuck their submissive in Vegas
      Pure Ts
      2.2M views
    • The T Boss Episode 1
      21:54
      The T Boss Episode 1
      Enter Tranz
      111.9K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.8M 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
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Transexual boss Angela Bratz fucks job applicant
      08:12
      Transexual boss Angela Bratz fucks job applicant
      Pure Ts
      568.5K 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
      21.5M 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
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • Auditioning for the drag show
      08:12
      Auditioning for the drag show
      Pure Ts
      67.6K views
    • I Got A Surprise For You - Trans girl Bangs & Blows
      34:24
      I Got A Surprise For You - Trans girl Bangs & Blows
      GenderX
      509K views
    • I fuck my boss's pussy
      08:45
      I fuck my boss's pussy
      FLACO
      1M 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
    • Sissy secretary fucked hard bent over the table
      06:50
      Sissy secretary fucked hard bent over the table
      Ashley Roze
      934K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Indian Boss Fucked Hot Shemale
      29:28
      Indian Boss Fucked Hot Shemale
      P Porn_India
      13.8M views
    • GenderX - Wife catches husband cheating with trans girl, makes him suck her dick
      08:12
      GenderX - Wife catches husband cheating with trans girl, makes him suck her dick
      GenderX
      88.2K 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
    • Beautiful blonde tranny and guy
      05:16
      Beautiful blonde tranny and guy
      197.7K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 8
    9. ...
    10. 13
    13

    Searches Related to Boss Blackmail

    • Fucking Machine
    • Cheating
    • Xxx XXX XXX XXX XXX 2025
    • Sissy Fucked
    • Brutal
    • Tied up
    • 18 Year Old
    • Sissy Husband Fucked
    • Wife Sharing
    • Mom
    • Saudi Students 2020
    • Femboy Domination
    • Cuckold Wife
    • Aggressive
    • Femboy Fucked
    • Wife Makes Husband Suck Cock
    • Wife Pegging Husband
    • Femboy Gangbang
    • Black Boss
    • Teacher Sucks off Student
    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