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
    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

    Fucking Boss Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Boss
    Fuck
    Shemale Boss Fucks Guy
    Indian Boss Fucked Hot Shemale
    Boss Fucks Secretary
    Sissy Secretary Fucked by Her Boss
    My Boss Fucks My Wife
    Trans Boss Fucks Her Assistant Good
    Indian Boss
    Trans Boss
    Ts Boss
    Ladyboy Boss
    Office Boss
    Amputees Fuck
    Boy Fucked
    Fuck 21050
    Fuck Each
    Fuck Himself
    Fuck Me
    To Fuck
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    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
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.2M 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
    534.2K 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
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    157.2K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M 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
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M 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
    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
    6M views
    The T Boss Episode 1
    21:54
    The T Boss Episode 1
    Enter Tranz
    102.4K 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
    21.3M 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
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    08:12
    Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
    TGIRLPLAYHOUSE
    2.3M views
    Transexual boss Angela Bratz fucks job applicant
    08:12
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    557.9K views
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    02:15
    Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
    sinsweethoneyasses
    2.1M views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    65.3K views
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    4.2M 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

    Relevant Short videos

    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
    Imagine, How Does Separated Wife, Manages Masterbation
    Imagine, How Does Separated Wife, Manages Masterbation
    Apple00001
    2.7K views
    Trans Maid Kaela Luna Wants to Be Used by Her New Boss
    Trans Maid Kaela Luna Wants to Be Used by Her New Boss
    Trans Roommates
    1.9K views
    Must-see moment from "VRB TRANS Sex With TS Boss At Work"
    Must-see moment from "VRB TRANS Sex With TS Boss At Work"
    VRbtrans
    1.2K views
    Patriotic trans Kourtney Steel wants a bareback lesson
    Patriotic trans Kourtney Steel wants a bareback lesson
    Trans Roommates
    1.6K views
    Transexual boss Angela Bratz fucks job applicant
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    2.6K views
    Indian Boss Fucked Hot Shemale
    29:28
    Indian Boss Fucked Hot Shemale
    P Porn_India
    13.8M views
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    15:53
    He Screams For Shemeat Compilation 2020 (TS TOPS)
    2.9M views
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    929.7K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    924.6K views
    Taking care of the boss
    08:12
    Taking care of the boss
    Pure Ts
    66.7K views
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    813K 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
    ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
    16:08
    ADULT TIME - FUTA Teen Lulu Chu Wants Her FUTANARI COCK To Grow Big Like Her Stepmom Connie Perignon
    AdultTime
    3.6M 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
    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
    Naughty Secretary Sucked off Company Boss to Promote Herself
    17:51
    Naughty Secretary Sucked off Company Boss to Promote Herself
    carmonaoficial
    134.7K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M 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
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.5M 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
    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
    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
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Gorgeous Trans Babysitter Luna Love Fucked By Employer
    12:34
    Gorgeous Trans Babysitter Luna Love Fucked By Employer
    GenderX
    949.8K views
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    12:26
    Ebony Mesmerized Into Sucking Futa Cock - Femdom Blonde Shemale Mistress Creampie
    Futanari XXX
    1.2M views
    The End of a Work Week
    06:12
    The End of a Work Week
    Pure Ts
    15.9K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Hotel Manager Gets Seduced by Unruly Guest
    08:12
    Hotel Manager Gets Seduced by Unruly Guest
    Pure Ts
    74.9K views
    Ruthless TS turns guy into her little bitch
    03:44
    Ruthless TS turns guy into her little bitch
    2.6M 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
    Sexy Trans Stewardess Spitroasted By Hunk & Big Tittied Babe
    11:59
    Sexy Trans Stewardess Spitroasted By Hunk & Big Tittied Babe
    GenderX
    5.3M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Fucking Boss

    • Ts Fucks Guy
    • Shemale Domination
    • Shemale Mom With Big Cock
    • No Going Back
    • Black Fucks
    • Thai Domination
    • Dominant Shemale Fucks Guy
    • Ts Dominates
    • Bbc Fuck Shemale
    • Mommy
    • Extreme Pain
    • Domination
    • Trans Boss
    • Cartoon
    • White Boy Becomes Bitch for BBC
    • Asian
    • Tiny White Sissy Boys Love BBC
    • Trans Domination
    • Two Shemales Dominating Guy
    • Black Trans Fucks Guy

    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