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

    Boss And Assistant 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
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      924.6K views
    • Boss fucks the ass of delicious trans secretary
      07:40
      Boss fucks the ass of delicious trans secretary
      Marine Laveau
      175.6K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M 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
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • Sissy secretary fucked hard bent over the table
      06:50
      Sissy secretary fucked hard bent over the table
      Ashley Roze
      929.7K views
    • 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
    • Naughty Secretary Sucked off Company Boss to Promote Herself
      17:51
      Naughty Secretary Sucked off Company Boss to Promote Herself
      carmonaoficial
      137.4K views
    • Indian Best Threesome Sex! Fuck Both of us
      22:48
      Indian Best Threesome Sex! Fuck Both of us
      indianXworld
      22.1M 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
      225.9K views
    • Watching Porn With Trans Step Mom...For Educational Purposes
      12:08
      Watching Porn With Trans Step Mom...For Educational Purposes
      GenderX
      3.1M 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
    • Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
      17:11
      Old-Fashioned Stepdad Mesmerized by Emma Rose's Cock
      Transfixed
      1.6M views
    • Ever Helpful Trans Babysitter Offers Blowjob To Employer
      12:34
      Ever Helpful Trans Babysitter Offers Blowjob To Employer
      GenderX
      394.4K views
    • Trans tops submissive
      19:46
      Trans tops submissive
      1.1M views
    • Horny secretary inseminated by boss!
      07:19
      Horny secretary inseminated by boss!
      Kim Wagner
      541.2K 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
    • 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
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.2M views
    • Estonian CD secretary blow her boss
      04:09
      Estonian CD secretary blow her boss
      208.4K views
    • Trans Stepmom Drains Her Stepson's Cock Of All His Cum!
      13:02
      Trans Stepmom Drains Her Stepson's Cock Of All His Cum!
      Devils tgirls
      807.6K views
    • Relevant Short videos

      The Boss Gives Blowjobs for Christmas Bonus
      The Boss Gives Blowjobs for Christmas Bonus
      Allmylinks
      1.5K views
      The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
      The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
      Allmylinks
      1.3K views
      Iconic moment from "While the boss is away secretary entertains clients"
      Iconic moment from "While the boss is away secretary entertains clients"
      Sarahsatinslut
      832 views
      Thrilling moment from "Leopard print, Satin & tasty CUM"
      Thrilling moment from "Leopard print, Satin & tasty CUM"
      Sarahsatinslut
      673 views
      Dressing a Secretary to Put on the Sidewalk
      Dressing a Secretary to Put on the Sidewalk
      Allmylinks
      640 views
      The Secretary Gets Her Mouth Filled with Sperm. Big in Deep Throat and Fisting in the Final. Vanessabitchx
      The Secretary Gets Her Mouth Filled with Sperm. Big in Deep Throat and Fisting in the Final. Vanessabitchx
      Allmylinks
      560 views
    • Trans Boss Fucks Her Assistant Good
      06:16
      Trans Boss Fucks Her Assistant Good
      Transfixed
      678.6K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Cd Secretary Office Slut Sucks Boss Cock
      03:52
      Cd Secretary Office Slut Sucks Boss Cock
      97.5K 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
    • asian amateur ladyboy secretary getting fucked by her bosses
      40:52
      asian amateur ladyboy secretary getting fucked by her bosses
      Nikki Ladyboys
      224.2K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
      09:30
      Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
      Harinni
      7.5K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      364.9K views
    • Secretary ladyboy with big tits Tata anal pleases her boss
      06:15
      Secretary ladyboy with big tits Tata anal pleases her boss
      Ladyboy Gold
      186.9K 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
    • FUTA BOSS Interview new Secretary's Pussy to see if its fit for the JOB
      10:25
      FUTA BOSS Interview new Secretary's Pussy to see if its fit for the JOB
      Sassy Comics
      110.4K 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
    • 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
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • Saucy Redheaded Trans Boss Propostions Employee
      12:34
      Saucy Redheaded Trans Boss Propostions Employee
      GenderX
      208K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.8M views
    • Sissy secretary blows and fucks her boss.
      03:09
      Sissy secretary blows and fucks her boss.
      Tranny Danni
      164.9K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • Trans secretary fuck with the boss
      08:25
      Trans secretary fuck with the boss
      Crystal Phoenix
      23.8K views
    • 2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven
      15:07
      2 Mommies Training Their TS Slut - Lucy Hart - Penny Barber - Mira Maven
      Lucy Hart
      378.3K views
    • Meeting Mating
      08:00
      Meeting Mating
      TS Virtual Lovers
      5.8K views
    • GenderX - Wife Wants Husband To Fuck Her Trans Friend
      12:54
      GenderX - Wife Wants Husband To Fuck Her Trans Friend
      GenderX
      2.7M views
    • Beautiful Trans Bareback Anal with Her New Boss
      08:12
      Beautiful Trans Bareback Anal with Her New Boss
      Trans Roommates
      55.5K views
    • GenderX - Seducing My Transsexual StepMother
      11:50
      GenderX - Seducing My Transsexual StepMother
      GenderX
      568.7K views
    • Raven-haired American shemale gives bald boss a dick
      06:15
      Raven-haired American shemale gives bald boss a dick
      543.6K views
    • Shemale Threeway Action
      28:31
      Shemale Threeway Action
      2.4M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 19
    9. ...
    10. 37
    37

    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
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Vintage
    Japanese
    Big Tits
    Young
    Small Cock
    Thai
    Lingerie
    Gangbang
    Trans Woman
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Outdoor
    Indian
    Handjob
    Chinese
    FTM
    Hentai
    Fetish
    Group Sex
    Massage
    Bondage
    British
    Pissing
    Double Penetration
    Role Play
    Behind The Scenes
    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