PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Sissy Work Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Work
    Sissy Secretary Getting Dressed for Work
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Cuckold
    Submissive Sissy
    Sissy Gangbang
    Sissy Femdom
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Ladyboystar- hot Ladyboy fucked by Local during work
      12:59
      Ladyboystar- hot Ladyboy fucked by Local during work
      j johntroncash
      210.8K views
    • Chloe Temple Gets Her Ass And Pussy Fucked At The Same Time On Her First Day At Work With Winter XX Doll -Trans Angels
      10:04
      Chloe Temple Gets Her Ass And Pussy Fucked At The Same Time On Her First Day At Work With Winter XX Doll -Trans Angels
      Trans Angels
      1.6M views
    • Works Week Begins, but so Does the Pleasure.
      08:01
      Works Week Begins, but so Does the Pleasure.
      Lavala
      8.6K views
    • Baldur's Gate 3 - Work Off The Payment At The Inn (Animation with Sound)
      05:39
      Baldur's Gate 3 - Work Off The Payment At The Inn (Animation with Sound)
      ItzYaRon69
      1.1M views
    • French amateur couple romantic sex after work with a MANWANd EVO toy from MANWAN
      28:51
      French amateur couple romantic sex after work with a MANWANd EVO toy from MANWAN
      Kern Ostrova
      322.3K views
    • ADULT TIME Transfixed: Housewives Play While Hubby's at Work
      12:30
      ADULT TIME Transfixed: Housewives Play While Hubby's at Work
      Transfixed
      1.3M views
    • I put in a lil extra work with Big Stepdaddy
      05:54
      I put in a lil extra work with Big Stepdaddy
      KNKY Bee
      8.6K views
    • Busty Trans Takes Bareback On Her First Day At Work
      11:41
      Busty Trans Takes Bareback On Her First Day At Work
      hothotfilms
      254.9K views
    • WOULD YOU LIKE TO SEE HOW THIS GUY VISITED ME AFTER WORK AND ENDED UP PENETRATING ME UNTIL HE ENDED UP INSIDE MY SUPER RICH WHILE MOANING
      11:05
      WOULD YOU LIKE TO SEE HOW THIS GUY VISITED ME AFTER WORK AND ENDED UP PENETRATING ME UNTIL HE ENDED UP INSIDE MY SUPER RICH WHILE MOANING
      59.8K views
    • Latina sucks guy off while at work
      02:13
      Latina sucks guy off while at work
      145K views
    • She Refuses to Let Him Leave for Work
      08:12
      She Refuses to Let Him Leave for Work
      Pure Ts
      76.1K views
    • T-girl is a very good cocksucker with clients for work
      10:55
      T-girl is a very good cocksucker with clients for work
      Latina Tranny
      168.8K views
    • Working on the streets
      03:59
      Working on the streets
      Latina Tranny
      576.6K views
    • TS Blowjob Work
      01:34
      TS Blowjob Work
      Latina Tranny
      261K views
    • AFTER GIVING TWO CUMSHOTS TO MY WIVES I STILL GOT AND CALLED MY TRANS FRIEND TO FINISH THE POORLY DONE WORK FOR THEM
      12:34
      AFTER GIVING TWO CUMSHOTS TO MY WIVES I STILL GOT AND CALLED MY TRANS FRIEND TO FINISH THE POORLY DONE WORK FOR THEM
      MARCIO BAIANO
      68.1K views
    • Horny Nipple Play At Work PussyBoy96
      04:43
      Horny Nipple Play At Work PussyBoy96
      PussyBoy96
      173.4K views
    • Slut goes to work on my BBC
      01:28
      Slut goes to work on my BBC
      189.9K views
    • Izzy Wilde & Roman Todd Flirt & Rub Their Cocks During Work Hours Waiting For Finn Harding To Join Them - TRANS ANGELS
      10:25
      Izzy Wilde & Roman Todd Flirt & Rub Their Cocks During Work Hours Waiting For Finn Harding To Join Them - TRANS ANGELS
      Trans Angels
      298.4K views
    • Another Master Work of Sex and Transgression
      02:42:37
      Another Master Work of Sex and Transgression
      Big Bamboo Trans
      12.2K views
    • Transfixed - Kenzie Taylor and Kayleigh Coxx Work up a Horny Sweat Together
      08:12
      Transfixed - Kenzie Taylor and Kayleigh Coxx Work up a Horny Sweat Together
      Transfixed
      18.2K views
    • Wool Hat for the winter Prositution work Active T-girl
      09:49
      Wool Hat for the winter Prositution work Active T-girl
      Latina Tranny
      345.8K views
    • Mature Tranny sucks 18yr old bbc at work
      05:49
      Mature Tranny sucks 18yr old bbc at work
      40.8K views
    • Tranny Sub has to work as house slave which gets fucked deep
      00:47
      Tranny Sub has to work as house slave which gets fucked deep
      Allmylinks
      489.8K views
    • Tall Trans Athlete Works Out
      06:08
      Tall Trans Athlete Works Out
      Pure Ts
      5.3K views
    • work
      08:14
      work
      86.9K views
    • Street work is WORK
      06:20
      Street work is WORK
      Latina Tranny
      315.9K views
    • Busty Latina transsexual take anal break at work
      08:12
      Busty Latina transsexual take anal break at work
      Wonder Shemale
      109K views
    • Asian Transsexual Knows How To Work Wang
      07:53
      Asian Transsexual Knows How To Work Wang
      110.8K views
    • JockPussy Ethan Tate works transman Jaxson Cole bonus hole over good
      10:13
      JockPussy Ethan Tate works transman Jaxson Cole bonus hole over good
      amateursdoit
      119.1K views
    • Tranny Fernanda Cristine Works Her Ass and Mouth in This IR Threesome
      12:04
      Tranny Fernanda Cristine Works Her Ass and Mouth in This IR Threesome
      Dream Tranny
      192K views
    • TUTOR4K. Pathetic Pretender Changed Her Clothes to Avoid My Cock... Didn't Work!
      10:25
      TUTOR4K. Pathetic Pretender Changed Her Clothes to Avoid My Cock... Didn't Work!
      effectivecash
      437K views
    • Local cumdump for work men
      00:45
      Local cumdump for work men
      271.9K views
    • Wife working again
      03:41
      Wife working again
      Tina Samantha West
      222.5K views
    • TRANSFIXED - Greedy Avery Jane Works Hard To Get More CREAMY MILK From Sexy Eva Maxim & Izzy Wilde
      12:05
      TRANSFIXED - Greedy Avery Jane Works Hard To Get More CREAMY MILK From Sexy Eva Maxim & Izzy Wilde
      Transfixed
      150.9K views
    • Beautiful Cute Asian Shemale T-girl Strokes Her Tiny Cock After Work And Gets Cum
      16:50
      Beautiful Cute Asian Shemale T-girl Strokes Her Tiny Cock After Work And Gets Cum
      MaureenNadh
      438.1K views
    • Asher James interrupts Reese Rideout’s work for a quicky
      10:46
      Asher James interrupts Reese Rideout’s work for a quicky
      amateursdoit
      167.4K views
    • Mia Isabella works up an apetite
      00:49
      Mia Isabella works up an apetite
      101.6K views
    • TS Candy putting her body dildo to work
      08:12
      TS Candy putting her body dildo to work
      137.1K views
    • Work BItch
      06:09
      Work BItch
      162.8K views
    • Busty Trans Takes Bareback on Her First Day at Work
      08:12
      Busty Trans Takes Bareback on Her First Day at Work
      Trans Roommates
      111.8K views
    • MILF maid gets fucked during her work
      08:12
      MILF maid gets fucked during her work
      Pure Ts
      44.8K views
    • Sofia - Quick Cum before work
      07:18
      Sofia - Quick Cum before work
      Sofia-Deluxe
      79K views
    • after work out jerk
      01:38
      after work out jerk
      Mizzbeethebodyxxx
      98.4K views
    • BLACKTGIRLS: Baad Girl Ari Works on Ryan's Pipe
      03:10
      BLACKTGIRLS: Baad Girl Ari Works on Ryan's Pipe
      Black Tgirls
      109.1K views
    • Street work is WORK
      03:05
      Street work is WORK
      Latina Tranny
      311.2K views
    • 'Ripped' Shemale Working Out
      07:18
      'Ripped' Shemale Working Out
      119.6K views
    • CD Rebeca Works BBC J's Cum Out
      17:30
      CD Rebeca Works BBC J's Cum Out
      156.7K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 7
    4. 8
    5. 9
    6. 10
    7. 11
    8. ...
    9. 45
    10. ...
    11. 80
    80

    Searches Related to Sissy Work

    • Crossdressed Flight Attendant
    • Crossdreser
    • Degradation
    • Granny Striptease
    • Makeover
    • Thick Latina
    • Transgender Hardcore
    • Uk Dogging
    • Traps Fuck
    • Faggot JOI
    • Crossdresser Throat Fucked
    • Dominant Transsexuals
    • Crossdress Blackmail
    • Sub Tranny
    • Las Vegas Hooker
    • Alpha Male
    • Trapped
    • Black Bussy
    • Adult Theater
    • Wife Humiliated
    Monetize your content
    Become a creator

    xHamster

    • About us
    • 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

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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