PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    • Black
    • Big Cock
    • 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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Boss Man Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Busty Shemale Boss TS Foxxy Fucked Hard
    06:15
    Busty Shemale Boss TS Foxxy Fucked Hard
    51.3K views
    Thai tranny June gets washed in the shower by her boss
    41:34
    Thai tranny June gets washed in the shower by her boss
    Trans-Sexual Pleasure
    16.8K views
    PI3DA rides Mr. Hankey’s Boss Hogg-XL 100 times
    01:38
    PI3DA rides Mr. Hankey’s Boss Hogg-XL 100 times
    pi3da
    409 views
    Ts nailing her boss!
    14:25
    Ts nailing her boss!
    685.7K views
    Boss fucks his cd slave on the stairs
    15:48
    Boss fucks his cd slave on the stairs
    57K views
    Mr. Hankey's Boss Hogg vs Cdnaturally
    02:22
    Mr. Hankey's Boss Hogg vs Cdnaturally
    78K views
    Kellystar518 - Return of Devil Girl
    08:45
    Kellystar518 - Return of Devil Girl
    Kellystar518
    20.6K views
    My new secretary is a transsexual girl and she likes to fuck every day
    08:46
    My new secretary is a transsexual girl and she likes to fuck every day
    Dessietsa
    16.4K views
    Purple Sauna Outfit Paris Vanessabitchx
    02:49
    Purple Sauna Outfit Paris Vanessabitchx
    Allmylinks
    2.5K views
    A BBC Boss, BBC Friend, BBC footballer, and a BBC homie pound wet trans asshole
    23:02
    A BBC Boss, BBC Friend, BBC footballer, and a BBC homie pound wet trans asshole
    Enter Tranz
    16.4K views
    Problems at the office sometime need to please the boss
    16:06
    Problems at the office sometime need to please the boss
    Nicole Montero
    138.7K views
    TS boss gagging on employee's dick
    06:11
    TS boss gagging on employee's dick
    Transsensual
    56.6K views
    Thippy the Office Secretary
    06:13
    Thippy the Office Secretary
    24.6K views
    Sissy Foot Fetish Job Interview Video - Footjob And Blowjob Training Chastity Slut Jessica Bloom
    10:18
    Sissy Foot Fetish Job Interview Video - Footjob And Blowjob Training Chastity Slut Jessica Bloom
    linktree
    7K views
    Who's Da Boss
    02:43
    Who's Da Boss
    TS Michelle Site
    91.9K views
    Chad Diamond fucks his tranny boss
    06:05
    Chad Diamond fucks his tranny boss
    46.5K views
    Trans Boss Fucks Petite Trans Maid
    07:08
    Trans Boss Fucks Petite Trans Maid
    Onlyfans
    28.1K views
    crossdresser begs boss to let her wear a different outfit
    02:02
    crossdresser begs boss to let her wear a different outfit
    Emma Huntcock
    11.5K views
    Max's Life Season 3 Chapter 128 - The Boss Gets Married
    15:15
    Max's Life Season 3 Chapter 128 - The Boss Gets Married
    HotSummer117
    824 views
    Busty futa boss fucks a nerd
    02:36
    Busty futa boss fucks a nerd
    Rikolo
    57.2K views
    Maid double crosses her boss.
    26:36
    Maid double crosses her boss.
    17.4K views
    Pi3DA’s first ride with the new toy from Mr. Hankey’s Toys: Boss Hogg-XL
    01:09
    Pi3DA’s first ride with the new toy from Mr. Hankey’s Toys: Boss Hogg-XL
    pi3da
    388 views
    Shemale Boss Sheina Fucks Secretary
    05:00
    Shemale Boss Sheina Fucks Secretary
    361K views
    Kiratransfetish Cock Mistress
    01:10
    Kiratransfetish Cock Mistress
    FapHouse
    17.7K views
    Slut Secretary Sarah Enjoys Her Toy
    08:03
    Slut Secretary Sarah Enjoys Her Toy
    Sarahsatinslut
    7.5K views
    Busty white chick gives oral pleasure to her boss on the chair
    07:07
    Busty white chick gives oral pleasure to her boss on the chair
    FapHouse
    6.4K views
    THE💕Boss Drain another good dick. Big Facial Ejaculation on Glasses. ((CuMSLuT)) [¹⁵dec²³] VaneSsaBiTCHx MiSsCumshot
    02:31
    THE💕Boss Drain another good dick. Big Facial Ejaculation on Glasses. ((CuMSLuT)) [¹⁵dec²³] VaneSsaBiTCHx MiSsCumshot
    VaneSsa BiTCHx
    2.4K views
    🔴 (2)The Boss is a SaLope VaneSsaBiTCHx in preparation in her bathroom [²⁰apr²⁵] CAM4 PariSChienneTrvProd91
    05:23
    🔴 (2)The Boss is a SaLope VaneSsaBiTCHx in preparation in her bathroom [²⁰apr²⁵] CAM4 PariSChienneTrvProd91
    Allmylinks
    2.4K views
    Fuck Your Drinking Buddy & The Boss Gotta Fuck Himself in Cunt
    06:20
    Fuck Your Drinking Buddy & The Boss Gotta Fuck Himself in Cunt
    Just for fans
    4.4K views
    Tranny Art Tranny in office suite fucking the boss in the as
    13:06
    Tranny Art Tranny in office suite fucking the boss in the as
    Ruseful2011
    294.4K views
    BBC my boss fuck me
    01:05
    BBC my boss fuck me
    31K views
    3D Animation Maid fucks dildo and her Futa boss Part 1
    04:21
    3D Animation Maid fucks dildo and her Futa boss Part 1
    ispinox 3D
    19.4K views
    Slut Office Boss
    08:12
    Slut Office Boss
    Ficd
    9.9K views
    The exposed transvestite has to satisfy the office manager
    05:05
    The exposed transvestite has to satisfy the office manager
    yesid
    10.7K views
    The Little Sissy Maid Dienstmadchen for The Boss
    11:36
    The Little Sissy Maid Dienstmadchen for The Boss
    The Little Sissy
    11.4K views
    Busty T girl sitter anal rides her boss while he sucks
    04:53
    Busty T girl sitter anal rides her boss while he sucks
    2.6K views
    Futa Boss Interview New Secretary's Pussy to See if Its Fit for the Job
    05:25
    Futa Boss Interview New Secretary's Pussy to See if Its Fit for the Job
    Sassy Comics
    3.6K views
    Office Worker Masturbates While His Boss Is Not There
    02:52
    Office Worker Masturbates While His Boss Is Not There
    Tomas Styl
    583 views
    Ginger sissy boss (full version)
    29:18
    Ginger sissy boss (full version)
    Onlyfans
    35.7K views
    Big dick girl managed to fuck a boy in the little car
    00:41
    Big dick girl managed to fuck a boy in the little car
    35.8K views
    (3)The Boss A fucking slut. VaneSsaBiTCHx PariSBitchTrvProd [²⁰apr²⁵] C⁴
    05:57
    (3)The Boss A fucking slut. VaneSsaBiTCHx PariSBitchTrvProd [²⁰apr²⁵] C⁴
    VaneSsa BiTCHx
    12.3K views
    Slut trans maid Aphrodite Adams served by her boss bareback
    08:12
    Slut trans maid Aphrodite Adams served by her boss bareback
    FapHouse
    13.2K views
    The Little Sissy at Boss 2nd. 2
    05:44
    The Little Sissy at Boss 2nd. 2
    The Little Sissy
    10.6K views
    AllyCDTV Bad Secretary 2 The Boss Strikes Back
    03:22
    AllyCDTV Bad Secretary 2 The Boss Strikes Back
    47.7K views
    Trans maid masturbating at her boss's house - Charlotte Kayle
    01:08
    Trans maid masturbating at her boss's house - Charlotte Kayle
    Charlotte Kayle
    4.5K views
    huge tiT girl shemale sitter anal riding her boss his f
    04:47
    huge tiT girl shemale sitter anal riding her boss his f
    2K views
    My boss realized I wasn't a woman
    05:08
    My boss realized I wasn't a woman
    cd_aysemmm
    35.5K views
    • Back
    • 1
    • ...
    • 6
    • 7
    • 8
    • 9
    • 10
    • ...
    • 80
    • 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