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
    • Creampie
    • Bareback
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Pretty Secretary Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy secretary fucked hard bent over the table
    06:50
    Sissy secretary fucked hard bent over the table
    Ashley Roze
    928.7K views
    Nerdy trans cocksucking married coworker
    06:15
    Nerdy trans cocksucking married coworker
    GenderX
    463.2K views
    The secretary is a little slut #3 - final part
    08:04
    The secretary is a little slut #3 - final part
    ClaraBCBG
    141.3K views
    AB0381 Beauty secretary public remote control
    17:03
    AB0381 Beauty secretary public remote control
    Abby Kitty
    828.2K views
    Horny secretary inseminated by boss!
    07:19
    Horny secretary inseminated by boss!
    Kim Wagner
    538.6K views
    Picture Perfect Natalie Mars Drilled By Assistant
    12:26
    Picture Perfect Natalie Mars Drilled By Assistant
    GenderX
    462.3K views
    Princess Bunnie: CD Secretary Masturbating in High Heels
    12:20
    Princess Bunnie: CD Secretary Masturbating in High Heels
    Princess Bunnie
    34.8K views
    Sissy Secretary in Stockings
    07:47
    Sissy Secretary in Stockings
    KelseyCobalt
    5.3K views
    Sexy Satin Secretary Seals the Deal
    05:06
    Sexy Satin Secretary Seals the Deal
    KittyKaash
    82.9K views
    Saucy Redheaded Trans Boss Propostions Employee
    12:34
    Saucy Redheaded Trans Boss Propostions Employee
    GenderX
    207.1K views
    Blonde big tits secretary shemale anal and cumshot
    34:58
    Blonde big tits secretary shemale anal and cumshot
    EroCom
    154.6K views
    Shemale Secretary Rides big Dildo and has a Sissygasm squirt
    11:00
    Shemale Secretary Rides big Dildo and has a Sissygasm squirt
    Mariana Taylor
    19.7K views
    The secretary is a little slut #2
    06:26
    The secretary is a little slut #2
    ClaraBCBG
    47.3K views
    Secretary Diana Winter
    06:10
    Secretary Diana Winter
    DianaWinter
    5K views
    Hot pink secretary undresses
    05:39
    Hot pink secretary undresses
    Lexa Styles
    76.8K views
    secretary milf shemale has her first sounding experience
    03:31
    secretary milf shemale has her first sounding experience
    Nadja Cox
    32.3K views
    Meeting Mating
    08:00
    Meeting Mating
    TS Virtual Lovers
    5.8K views
    MILF gives Titty Fuck and get rimmed until she squirts her juicy cum
    10:27
    MILF gives Titty Fuck and get rimmed until she squirts her juicy cum
    Sissy Slut Chantal Sweet
    86K views
    Office trans girl
    04:38
    Office trans girl
    Letany Ponny
    86.6K views
    Beautiful Trans Bareback Anal with Her New Boss
    08:12
    Beautiful Trans Bareback Anal with Her New Boss
    Trans Roommates
    55.5K views

    Relevant Short videos

    Tranny secretary tease
    Tranny secretary tease
    Emma Browne
    1.4K views
    I wish I was your slutty secretary
    I wish I was your slutty secretary
    MajaCumSlut
    2.7K views
    Sissy Secretary in Stockings
    Sissy Secretary in Stockings
    KelseyCobalt
    923 views
    The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
    The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
    Allmylinks
    1.2K views
    Epic moment from "Sexy Satin Secretary Seals the Deal"
    Epic moment from "Sexy Satin Secretary Seals the Deal"
    KittyKaash
    1.1K views
    Sexy Sekretarin
    Sexy Sekretarin
    Karlalovesex
    937 views
    blonde big ass shemale get anal fuck
    25:28
    blonde big ass shemale get anal fuck
    EroCom
    24.1K views
    The Boss Drains Another Good Cock - Big Facial Cumshot on Glasses.
    02:31
    The Boss Drains Another Good Cock - Big Facial Cumshot on Glasses.
    Allmylinks
    9.6K views
    Naughty Trans Secretary Cum
    05:14
    Naughty Trans Secretary Cum
    Emma Browne
    792 views
    Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
    02:05
    Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
    Ana Keel
    32.2K views
    TS Katie Fox foot worship promo
    05:23
    TS Katie Fox foot worship promo
    Katie Fox
    18K views
    Trans secretary getting fucked by her trans girlfriend - Charlotte Kayle
    01:08
    Trans secretary getting fucked by her trans girlfriend - Charlotte Kayle
    Charlotte Kayle
    12.7K views
    Kellystar518 - Deep-Space Sissy
    08:54
    Kellystar518 - Deep-Space Sissy
    Kellystar518
    57.5K views
    Hung Trans Girl Secretary Job Interview - Jessica Bloom
    08:54
    Hung Trans Girl Secretary Job Interview - Jessica Bloom
    Jessica Bloom
    8.8K views
    Pretty Tiny Sissy Princess vs big Bad Dragons
    02:05
    Pretty Tiny Sissy Princess vs big Bad Dragons
    Sissy Slut Chantal Sweet
    39.4K views
    Tranny Secretary Gets Wedgied and Spanked
    05:37
    Tranny Secretary Gets Wedgied and Spanked
    fermerino
    2.4K views
    Shemale Secretary Squirting while Riding Dildo on a chair Sissygasm
    07:45
    Shemale Secretary Squirting while Riding Dildo on a chair Sissygasm
    Mariana Taylor
    8.4K views
    The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
    05:28
    The Boss Gives Blowjobs for Christmas Bonus. Gorgeous Cocksucker. Pctrvprod75 15dec23 Vanessabitchx
    Allmylinks
    5.2K views
    #40-the Secretary Is Back for More! Is She the Most Cock- & Cum-hungry? - Beingboth
    11:12
    #40-the Secretary Is Back for More! Is She the Most Cock- & Cum-hungry? - Beingboth
    Being Both
    2.5K views
    Naughty Trans Secretary Pantyhose and Heels
    06:04
    Naughty Trans Secretary Pantyhose and Heels
    Emma Browne
    9.6K views
    Assisted Masturbation: A Personal Trainer's Naughty Lesson Plan
    06:48
    Assisted Masturbation: A Personal Trainer's Naughty Lesson Plan
    Crossdresserkitty
    1.7K views
    Vanessabitchx the Cock Drainer
    01:45
    Vanessabitchx the Cock Drainer
    Allmylinks
    5.8K views
    Shemale Secretary Jerks off and finish with a Self Facial cum eating
    07:06
    Shemale Secretary Jerks off and finish with a Self Facial cum eating
    Mariana Taylor
    6.3K views
    Secretary Diana is back
    05:36
    Secretary Diana is back
    DianaWinter
    1.4K views
    Stunning Trans Boss Jade Venus Bangs BBC Employee
    12:34
    Stunning Trans Boss Jade Venus Bangs BBC Employee
    GenderX
    39.4K views
    Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss
    11:01
    Busty Trans Bimbo Aphrodite Adams Gets Bareback From Boss
    hothotfilms
    55.2K views
    Geraldine secretary
    09:21
    Geraldine secretary
    g geraldinelonginlove
    16.6K views
    Sexy secretary showing her cock at work
    09:04
    Sexy secretary showing her cock at work
    Goergina Foxx
    7.4K views
    TS Secretaries Bound and Gagged
    00:23
    TS Secretaries Bound and Gagged
    Shinys Bound SluTS
    28.6K views
    Sexy Sekretarin
    01:12
    Sexy Sekretarin
    Karlalovesex
    6.6K views
    Sissy at Work
    05:18
    Sissy at Work
    Kapri Sun
    17K views
    Boss ladyboy in stilettos and pantyhose shows off beautiful feet and cock
    02:15
    Boss ladyboy in stilettos and pantyhose shows off beautiful feet and cock
    Viper Fierce
    23.2K views
    Kellystar518 in Who's That Girl?
    05:44
    Kellystar518 in Who's That Girl?
    Kellystar518
    11.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 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