PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • 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
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Boss Interview Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Getting Ahead: Shiri Allwood Owns Her Boss, Dale Savage with Her Cock
    10:12
    Getting Ahead: Shiri Allwood Owns Her Boss, Dale Savage with Her Cock
    Kink TS
    1K views
    Beauty Bitch Cums for Her Boss
    08:12
    Beauty Bitch Cums for Her Boss
    ActorFab
    2K views
    While I'm cleaning I seduce my employer so that he fucks my small and tight ass
    22:22
    While I'm cleaning I seduce my employer so that he fucks my small and tight ass
    yesid
    86.4K views
    BLACKTGIRLS HARDCORE: Sassy is Da Boss
    03:11
    BLACKTGIRLS HARDCORE: Sassy is Da Boss
    Black Tgirls
    41.6K views
    Sissy Maid Worships Boss Feet and Pegged
    06:08
    Sissy Maid Worships Boss Feet and Pegged
    Bailey Wilde
    24.9K views
    Boss' Ultimatum
    07:49
    Boss' Ultimatum
    Kink
    142K views
    Trans secretary fuck with the boss
    08:25
    Trans secretary fuck with the boss
    Crystal Phoenix
    23.8K views
    My Busty Fit tranny Boss owned my mouth - WickedWhims
    15:28
    My Busty Fit tranny Boss owned my mouth - WickedWhims
    SimsLust
    126.3K views
    GenderX - Boss TS Foxxy Expects More From Her Employee
    10:21
    GenderX - Boss TS Foxxy Expects More From Her Employee
    GenderX
    103.2K views
    TGIRLS XXX - Managing Expectations With Lola Morena
    03:12
    TGIRLS XXX - Managing Expectations With Lola Morena
    Tgirls
    1K views
    Trans Maid Emma Ink Fucks Her Married Boss's Virgin Ass
    10:47
    Trans Maid Emma Ink Fucks Her Married Boss's Virgin Ass
    EmmaInkTrans
    40.6K views
    Meeting Mating
    08:00
    Meeting Mating
    TS Virtual Lovers
    5.8K views
    Cute little asian maid  tranny fucks the bosses nice cock
    23:55
    Cute little asian maid tranny fucks the bosses nice cock
    1M views
    BIG BLACK BOSS SHEMALE
    00:31
    BIG BLACK BOSS SHEMALE
    373.6K views
    Kentucky fried black dick
    06:40
    Kentucky fried black dick
    Sissy Michelle MTF
    20K views
    Transvestite Employee Ate the Boss's Ass
    06:12
    Transvestite Employee Ate the Boss's Ass
    Avantajadas
    3K views
    Hot Shemale Franshesca Fucking her Boss s Ass on Webcam
    07:17
    Hot Shemale Franshesca Fucking her Boss s Ass on Webcam
    57.5K views
    A Hardcore Mouth & Anal Sex Drill by Hostel Manager Lola
    09:09
    A Hardcore Mouth & Anal Sex Drill by Hostel Manager Lola
    Asura
    12.4K views
    CUSTOMER SERVICE - Huge Tits Futanari Babe Creampies Boss With Her Big Cock To Save Her Employees
    04:11
    CUSTOMER SERVICE - Huge Tits Futanari Babe Creampies Boss With Her Big Cock To Save Her Employees
    AdultTime
    25.5K views
    Horny Shemale Boss pound My Asshole With Her huge Cock
    10:24
    Horny Shemale Boss pound My Asshole With Her huge Cock
    future money man
    4.1K views
    Beautiful Trans Bareback Anal with Her New Boss
    08:12
    Beautiful Trans Bareback Anal with Her New Boss
    Trans Roommates
    55.5K views
    Hannah Seduces Me into Funtari Boss Olivia
    09:26
    Hannah Seduces Me into Funtari Boss Olivia
    Asura
    31.6K views
    I fuck my boss's pussy in the confrontation
    09:47
    I fuck my boss's pussy in the confrontation
    A ANDREINA
    8.7K views
    Shemale Trans Ellyn in Guided Punette with Enjoyed Gust
    09:06
    Shemale Trans Ellyn in Guided Punette with Enjoyed Gust
    Shemale Ellyn Trans
    25.4K views
    Busty trans Milf Aphrodite Adams gets bareback from boss
    08:12
    Busty trans Milf Aphrodite Adams gets bareback from boss
    Trans Roommates
    25.1K 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
    Shemales double team the boss at work
    08:12
    Shemales double team the boss at work
    Wonder Shemale
    3.5K views
    Kinky Manager Spitroasted By BIG COCKED Trans Hotties
    11:10
    Kinky Manager Spitroasted By BIG COCKED Trans Hotties
    GenderX
    140.2K views
    Tuck It Upp Underwear Show off
    04:11
    Tuck It Upp Underwear Show off
    MerlinMystique
    1.5K views
    Submit To Your Boss!
    07:05
    Submit To Your Boss!
    Cassandra Lovit
    33.6K views
    Raven-haired American shemale gives bald boss a dick
    06:15
    Raven-haired American shemale gives bald boss a dick
    543.6K views
    Horny shemale fucks her boss to keep her job
    07:37
    Horny shemale fucks her boss to keep her job
    Enter Tranz
    52K views
    You Trans MILF Boss Wants to Fuck You in her Office
    01:31
    You Trans MILF Boss Wants to Fuck You in her Office
    Lucy Hart
    99K views
    Sweet maid Natalie Mars loves tasting the cum of her boss
    09:42
    Sweet maid Natalie Mars loves tasting the cum of her boss
    Trans Erotica
    389.6K views
    Small tits shemale maid Pixi Lust anal bareback by her boss
    06:10
    Small tits shemale maid Pixi Lust anal bareback by her boss
    GenderX
    110.2K views
    Teighjiana boss tgirl fantasy
    04:40
    Teighjiana boss tgirl fantasy
    Shemale Strokers
    931 views
    blonde big ass shemale get anal fuck
    25:28
    blonde big ass shemale get anal fuck
    EroCom
    24.1K views
    Boss Excella
    03:46
    Boss Excella
    TiffanyWarmer
    7K views
    Bubble Butt Ebony Boss Tries Trans Applicant's Cock
    11:53
    Bubble Butt Ebony Boss Tries Trans Applicant's Cock
    Transfixed
    323.4K views
    Beautiful and Glamour Trannies #2
    29:24
    Beautiful and Glamour Trannies #2
    Big Bamboo Trans
    2.5K views
    Trans Maid Pleasures Her New Boss
    08:12
    Trans Maid Pleasures Her New Boss
    Trans Roommates
    93.8K views
    GROOBYVR - Kaiya Kush Hug Turns Into A Fucking Session
    03:11
    GROOBYVR - Kaiya Kush Hug Turns Into A Fucking Session
    Grooby VR
    10.6K views
    OOPSIE - Sexy Korra Del Rio & a Trans Colleague Smash Leana Lovings! They Got Caught By Their Boss!
    13:23
    OOPSIE - Sexy Korra Del Rio & a Trans Colleague Smash Leana Lovings! They Got Caught By Their Boss!
    AdultTime
    2.3M views
    Hot Trans Couple Spitroast Hunk Boss - GenderXFilms
    12:52
    Hot Trans Couple Spitroast Hunk Boss - GenderXFilms
    GenderX
    67.9K views
    Futanari babe fucking with her boss in a 3d animatio porn
    02:34
    Futanari babe fucking with her boss in a 3d animatio porn
    Affect3DStore
    22.5K views
    Boss gives his big booty trans secretary his long thick long BBC
    05:02
    Boss gives his big booty trans secretary his long thick long BBC
    Enter Tranz
    106K views
    While the boss is away secretary entertains clients
    04:36
    While the boss is away secretary entertains clients
    Sarahsatinslut
    12.5K views
    • Back
    • 1
    • ...
    • 4
    • 5
    • 6
    • 7
    • 8
    • ...
    • 25
    • Next

    xHamster

    • Press
    • 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

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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