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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Real Boss Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Boss
    Real
    Shemale Boss
    Indian Boss
    Trans Boss
    Ts Boss
    Ladyboy Boss
    Real Kurt Lockwood
    Office Boss
    Real Sex
    Real Shemale
    Shemale Real
    Real Fuck
    Real Girl
    Real Wife
    Real Sissy
    Trans Real
    Real Video
    Real Lesbian
    Real Movie
    Best Videos
    By clicking the content you will also see an ad. AD
    This happened to me leaving school
    19:20
    This happened to me leaving school
    ELIZABETH LARA
    4.1M views
    My trans boss has a very good dick. Part 3. he ends up fucking my ass
    06:55
    My trans boss has a very good dick. Part 3. he ends up fucking my ass
    PalmasRecordsMen
    256.3K 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
    9M views
    Poly's micropenis is easy to manage when - FULL VIDEO
    37:26
    Poly's micropenis is easy to manage when - FULL VIDEO
    Adultunes
    20.5K 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
    21.1M 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
    814.2K 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
    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
    459.8K 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
    5.9M views
    He Used to Be the Boss but Not Anymore
    08:12
    He Used to Be the Boss but Not Anymore
    Pure Ts
    455.3K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    888.6K 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
    TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    39:33
    TRANS ANGELS - Seductive Boss Chanel Santini Gives Her Employee Tony A Fuck Lesson For Being Naughty
    Trans Angels
    899.9K 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
    2.2M views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    99.9K 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
    3.5M views
    The T Boss Episode 1
    21:54
    The T Boss Episode 1
    Enter Tranz
    87.8K views
    My stepmom is a tranny
    16:46
    My stepmom is a tranny
    Combat zone transsexual barebacking
    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
    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
    Transexual boss Angela Bratz fucks job applicant
    08:12
    Transexual boss Angela Bratz fucks job applicant
    Pure Ts
    539.1K 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
    Auditioning for the drag show
    08:12
    Auditioning for the drag show
    Pure Ts
    59.8K 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
    1.5M 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
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    3.9M views
    I fuck my boss's pussy
    08:45
    I fuck my boss's pussy
    FLACO
    932.2K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    Beautiful Sasha De Sade Get Used by Her Boss Actorfab
    06:17
    Beautiful Sasha De Sade Get Used by Her Boss Actorfab
    ActorFab
    48.6K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Taking care of the boss
    08:12
    Taking care of the boss
    Pure Ts
    58.1K views
    ADULT TIME - Hailey Rose Gets BUSTED In Public Laundromat By Eva Maxim & Connie Joins With STRAP-ON
    16:03
    ADULT TIME - Hailey Rose Gets BUSTED In Public Laundromat By Eva Maxim & Connie Joins With STRAP-ON
    AdultTime
    668.6K views
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    920.4K views
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    11:55
    Interracial Latina Transgender Surprise - Veronica Leal Grows Futa Cock and Creampies Ebony Sofi Vega
    Futanari XXX
    1.5M views
    Indian Boss Fucked Hot Shemale
    29:28
    Indian Boss Fucked Hot Shemale
    P Porn_India
    13.7M views
    May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
    07:06
    May Thai Takes Futa Pills - Brown Asian Pinay Thai Grows Futanari Cock Redhead Cum In Mouth
    Futanari XXX
    2.1M views
    Naughty Secretary Sucked off Company Boss to Promote Herself
    17:51
    Naughty Secretary Sucked off Company Boss to Promote Herself
    carmonaoficial
    128.5K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M 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
    4.5M 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
    700.5K 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
    218.7K views
    Afterschool Detention Sex - Tg Shemale Blake Blossom Grows Futa Cock and Fucks Asian Slut
    02:05
    Afterschool Detention Sex - Tg Shemale Blake Blossom Grows Futa Cock and Fucks Asian Slut
    Futanari XXX
    2.1M views
    Venus Is Joshua's Dream Date
    08:12
    Venus Is Joshua's Dream Date
    Venus Lux
    57.4K 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
    1.8M views
    GENDERX FILMS - Slutty Trans Sitter Offers Up Her Tight Hole To Huge Cocked Boss
    15:07
    GENDERX FILMS - Slutty Trans Sitter Offers Up Her Tight Hole To Huge Cocked Boss
    GenderX
    31.3K views
    ladyboy teen shower with her daddy then eat her ass and suck her
    24:48
    ladyboy teen shower with her daddy then eat her ass and suck her
    H HeShexxx
    2.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Real Boss

    • Mom
    • Shemale Stepmom
    • Shemale Mom
    • Fucking Stepmom
    • 18 XXX 18
    • Transgender Mom
    • Extreme Ladyboy
    • Beautiful Shemales and Girls
    • Trans Family
    • Xnxx Hot Sex
    • Hard Fuck
    • Xxx 2025
    • Trans Stepmom
    • Cartoon
    • Hardcore
    • 2 Cocks
    • Beautiful Lady Boy
    • Rough
    • Philippines Maid in Saudi Arabia
    • Fucking Machine

    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