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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Boss Mistress Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Boss
    Mistress
    Shemale Boss
    Trans Boss
    Ts Boss
    Ladyboy Boss
    Indian Boss
    Mistress Mercer
    Mistress Brinks
    Office Boss
    Shemale Mistress
    Sissy Mistress
    Trans Mistress
    Mistress Cum
    Mistress Crossdresser
    Ladyboy Mistress
    Black Mistress
    Mistress Compilation
    Asian Mistress
    Mature Mistress
    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
    TS Mistress Boss
    10:09
    TS Mistress Boss
    157.9K views
    Trans tops submissive
    19:46
    Trans tops submissive
    1.1M views
    Boss teaches you how to properly suck her big black cock (SISSIFICATION ROLEPLAY)
    06:50
    Boss teaches you how to properly suck her big black cock (SISSIFICATION ROLEPLAY)
    Melissa Wet Tales
    15.9K views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.8M views
    Kellystar518 - Return of Devil Girl
    08:45
    Kellystar518 - Return of Devil Girl
    Kellystar518
    20.4K views
    Hot shemale punisher in black fishnets gives a massive
    07:29
    Hot shemale punisher in black fishnets gives a massive
    Shemale Punishers
    514.1K views
    Kiratransfetish Cock Mistress
    01:10
    Kiratransfetish Cock Mistress
    KiraTransFetish
    17.5K views
    shemale Mistress
    39:03
    shemale Mistress
    1.2M 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
    955.6K 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
    387.1K 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
    Step Mommy got herself an obedient dog)))
    12:35
    Step Mommy got herself an obedient dog)))
    1M views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    198.3K views
    mistress cages sissy
    12:29
    mistress cages sissy
    947.4K 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
    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 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
    Shemale Threeway Action
    28:31
    Shemale Threeway Action
    2.4M 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

    Relevant Short videos

    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
    1.6K views
    Imagine, How Does Separated Wife, Manages Masterbation
    Imagine, How Does Separated Wife, Manages Masterbation
    Apple00001
    2.8K 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
    Big cock shemale dominate guy
    42:02
    Big cock shemale dominate guy
    2.1M views
    The T Boss Episode 1
    21:54
    The T Boss Episode 1
    Enter Tranz
    111.9K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    1.1M 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
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    820.3K views
    Transexual boss Angela Bratz fucks job applicant
    08:12
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    568.5K views
    TA Slut Gets It From School Admin
    08:11
    TA Slut Gets It From School Admin
    kinkts
    609.3K 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
    Aspen Brooks Is Too Pretty for Jail!
    11:12
    Aspen Brooks Is Too Pretty for Jail!
    TS Pussy Hunters by Kink
    102.3K views
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    67.6K views
    TSDOMME: Straight Guy Bound and Punished
    20:30
    TSDOMME: Straight Guy Bound and Punished
    Shemale Punishers
    154.4K views
    I fuck my boss's pussy
    08:45
    I fuck my boss's pussy
    FLACO
    1M views
    Cock sucking submissive guy loves to be made to give head to tranny
    17:11
    Cock sucking submissive guy loves to be made to give head to tranny
    Shemales Tales
    194K views
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    934K views
    Dominatrix Fiat in a slave Mistress movie with Pornstar Magic Michel
    12:14
    Dominatrix Fiat in a slave Mistress movie with Pornstar Magic Michel
    Legacy Mess
    450.1K views
    Indian Boss Fucked Hot Shemale
    29:28
    Indian Boss Fucked Hot Shemale
    P Porn_India
    13.8M views
    Jesse Has a New Slave
    11:12
    Jesse Has a New Slave
    TS Seduction by Kink
    68.5K 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
    Redhead devil mistress dominate slave to have sex with tranny dom
    08:12
    Redhead devil mistress dominate slave to have sex with tranny dom
    Femdom Austria TS
    11.6K views
    Taking care of the boss
    08:12
    Taking care of the boss
    Pure Ts
    70.9K views
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    16:50
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    Dominatrix Eva
    641.1K views
    POV - Beautiful Tgirl Boss Interviews Horny BBC for a Job
    08:12
    POV - Beautiful Tgirl Boss Interviews Horny BBC for a Job
    TGIRLPLAYHOUSE
    367.3K views
    KP Dirty Talk
    05:26
    KP Dirty Talk
    1.1M views
    Naughty Secretary Sucked off Company Boss to Promote Herself
    17:51
    Naughty Secretary Sucked off Company Boss to Promote Herself
    carmonaoficial
    141.1K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    938.3K views
    GenderX - Guy Fucked By Trans Boss To Save His Job
    11:31
    GenderX - Guy Fucked By Trans Boss To Save His Job
    GenderX
    704.1K 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
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 65
    • Next

    Searches Related to Boss Mistress

    • Crossdressing Husband Caught by Wife
    • Sissy Blowjob
    • Saudi Arabia Lady Boy Room
    • Submissive Crossdresser and Master
    • Shemale Slave
    • Ts Mistresses Dominate
    • Beautiful Femboy
    • Femdom Feminization
    • Surprise I Have a Dick
    • Hot Facesitting Mistress
    • Trans BDSM
    • Secret Sissyboy
    • Cum in My Ass
    • Crossdressers Spanked
    • Nyxi Fucking Chastity
    • Ladyboy Maid
    • Training for Male Slut
    • Two Shemales Dominating Guy
    • Black Boss
    • Sissys Get Blacked

    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