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
    Bbw Sissy
    Sissy Story
    Sissy Punishment
    Fat Sissy
    Arab Sissy
    Caged Sissies
    Little Sissy
    Sissy Caught
    Degraded Sissies
    Ai Sissy
    Sissy Used
    Sissy Dreams
    Sissy Rough
    Sissy Hentai
    Sissy CD
    Sissy CEI
    Sissy Bride
    Sissy Handjob
    Sissy Bitch
    Sissy Milking
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      656.9K views
    • Getting myself all worked up, i make a mess of my red satin gloves (a thick mess)  Black Red Corset, stockings, 6 strap suspende
      01:19
      Getting myself all worked up, i make a mess of my red satin gloves (a thick mess) Black Red Corset, stockings, 6 strap suspende
      JessicaXD
      363 views
    • Fuck my throat as hard as possible as deep as you can, daddy
      05:51
      Fuck my throat as hard as possible as deep as you can, daddy
      missangell_
      150.3K views
    • Cute Red-haired Girl Works Her Cock
      04:11
      Cute Red-haired Girl Works Her Cock
      Tomas Styl
      452 views
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      638.7K views
    • fetish slutwalk on public street caged plugged
      02:14
      fetish slutwalk on public street caged plugged
      SusyTrav_AnalQueen
      2.4K views
    • Secret crossdresser rendezvous
      08:12
      Secret crossdresser rendezvous
      Pure Ts
      64.7K views
    • sissy bitch works Daddy's BBC with her mouth and throat
      08:55
      sissy bitch works Daddy's BBC with her mouth and throat
      126K views
    • Hazelnut Latte: Blonde Trans Got Caught Doing Inappropriate Things at Work by Her Boss Ep 9
      08:12
      Hazelnut Latte: Blonde Trans Got Caught Doing Inappropriate Things at Work by Her Boss Ep 9
      Dirty GamesxXx
      580 views
    • Chinese Tgirl gets the works Asian Sissy Service Staff
      18:14
      Chinese Tgirl gets the works Asian Sissy Service Staff
      338.8K views
    • Work your sexy pussy Anna Rios
      10:19
      Work your sexy pussy Anna Rios
      Anna Rios
      7.9K views
    • GAY SISSY PINK PANTIES WORSHIPS CD COCK -  CUM SLUT WORKING
      05:00
      GAY SISSY PINK PANTIES WORSHIPS CD COCK - CUM SLUT WORKING
      18.4K views
    • My First Striptease on Public Streets
      02:52
      My First Striptease on Public Streets
      SusyTrav_AnalQueen
      1.8K views
    • 3D female boss makes her office partner's room work hard
      18:55
      3D female boss makes her office partner's room work hard
      officialgirls0130
      just added
    • Work it sissy trainer
      07:04
      Work it sissy trainer
      41K views
    • You Can Really See How Masterful the Queen Is in the Depravity of Her Work
      01:01:05
      You Can Really See How Masterful the Queen Is in the Depravity of Her Work
      Reynaldo6
      2.4K views
    • I work hard for my money
      23:31
      I work hard for my money
      Shelly Robertss
      16.5K views
    • HA29After work, anal masturbation outside the office! Cum on black stockings!
      01:52
      HA29After work, anal masturbation outside the office! Cum on black stockings!
      Shinoda hakumi
      15.7K views
    • Julian069 silver leotard, pantyhose, work out
      03:09
      Julian069 silver leotard, pantyhose, work out
      Julian069
      3.7K views
    • Outdoor Brunette Striptease Slutwalk
      03:21
      Outdoor Brunette Striptease Slutwalk
      SusyTrav_AnalQueen
      979 views
    • MY GIRLFRIEND ALWAYS TALKS TO ME WHEN SHE FINISHES WORK BECAUSE SHE LIKES IT TOO MUCH WHEN I LEAVE HER STUFFED WITH CUM AND SHE SEES HOW IT SLIPS OFF
      11:05
      MY GIRLFRIEND ALWAYS TALKS TO ME WHEN SHE FINISHES WORK BECAUSE SHE LIKES IT TOO MUCH WHEN I LEAVE HER STUFFED WITH CUM AND SHE SEES HOW IT SLIPS OFF
      7.7K views
    • Work It Sissy Bitch
      04:46
      Work It Sissy Bitch
      138.6K views
    • Relax after a day work
      06:30
      Relax after a day work
      Emily Rossi
      6.3K views
    • Spy FGO Cosplayer, Fucked my dick when she work on mission, Tamamo vitch koyanskaya Part.3
      05:17
      Spy FGO Cosplayer, Fucked my dick when she work on mission, Tamamo vitch koyanskaya Part.3
      Haru
      30.2K views
    • CDNicki White boots pink skirt teases and cums at work
      06:05
      CDNicki White boots pink skirt teases and cums at work
      CDNicki
      11K views
    • patty at work
      08:22
      patty at work
      Patty crossdresser
      10K views
    • Surprised at work with light plug
      08:29
      Surprised at work with light plug
      g geraldinelonginlove
      13.8K views
    • Watch Didi0477 work up till cum
      02:45
      Watch Didi0477 work up till cum
      Didi0477
      7.5K views
    • Lingerie at work
      02:11
      Lingerie at work
      Swedfem
      1.7K views
    • Risky sissy wank at work, in heels & stockings talking dirty
      04:05
      Risky sissy wank at work, in heels & stockings talking dirty
      Tillygrrl
      17.9K views
    • Whore slut sissy feminization before work
      02:15
      Whore slut sissy feminization before work
      Viper Fierce
      16.1K views
    • Tearing the guy off from work, the trans - BIG COCK
      27:50
      Tearing the guy off from work, the trans - BIG COCK
      Adultunes
      13.6K views
    • Bubble butt shemale works out in park
      06:14
      Bubble butt shemale works out in park
      Lucas Nathan King
      6.4K views
    • Sexy Sissy in Work Boots Vs. Fuck Machie.
      05:37
      Sexy Sissy in Work Boots Vs. Fuck Machie.
      Cannagurlshredz
      6.1K views
    • Sissy Kanisa Maid Service Ep1: Lock Dick Before Start Work
      02:51
      Sissy Kanisa Maid Service Ep1: Lock Dick Before Start Work
      SissyKanisa
      1.6K views
    • I work for me. I'm very horny, I'm alone in the living room,
      10:09
      I work for me. I'm very horny, I'm alone in the living room,
      Greek cross lovers
      1.3K views
    • Tranny Asian beauty is home from work an - SHEMALE CUM
      12:00
      Tranny Asian beauty is home from work an - SHEMALE CUM
      Adultunes
      51.8K views
    • I masturbate anally while the masons work and listen morbidly | Blonde trans
      08:48
      I masturbate anally while the masons work and listen morbidly | Blonde trans
      fermerino
      18.2K views
    • Sexy Crossdresser kellycd2022 feeling horny at work literally shoving the broom up my ass
      10:06
      Sexy Crossdresser kellycd2022 feeling horny at work literally shoving the broom up my ass
      Kellycd2022
      3.5K views
    • For the holiday in nylons, heels and dressing gown stretched and worked my ass with 2 fat plugs
      06:27
      For the holiday in nylons, heels and dressing gown stretched and worked my ass with 2 fat plugs
      Marie CD
      5.5K views
    • Sissy Secretary in horny after work activities
      22:55
      Sissy Secretary in horny after work activities
      Michelle Nylon 81
      8.8K views
    • Working Out My Ass to Sweet Female Moans
      05:06
      Working Out My Ass to Sweet Female Moans
      Dimedrol01
      4K views
    • Coming home from work, the trans beauty - BIG COCK
      08:44
      Coming home from work, the trans beauty - BIG COCK
      Adultunes
      11.1K views
    • Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
      44:19
      Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
      Denise Humain
      9.2K views
    • CDAdalyn - Sissy Maid Cums After Work
      06:54
      CDAdalyn - Sissy Maid Cums After Work
      NudeGamer
      7.2K views
    • Amateur shemale masturbates while working
      05:40
      Amateur shemale masturbates while working
      Mitha Zhe
      2.1K views
    • Outdoor Catsuit Naked Slutwalk
      02:51
      Outdoor Catsuit Naked Slutwalk
      SusyTrav_AnalQueen
      1.1K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 3
    4. 4
    5. 5
    6. 6
    7. 7
    8. ...
    9. 43
    10. ...
    11. 80
    80

    Searches Related to Sissy Work

    • Sissysubkrystal
    • Goon Addiction Brainwashing
    • Tranny Maid
    • Old Transvestites
    • Crossdresser Pounded
    • Sissy-Cori
    • Ericka Sprinkle
    • Deep Creampie
    • Asian Dominatrix
    • Chastity
    • Black Mistress
    • Shemales Sissification
    • Sissyboilucy
    • Crossdressing Cuckold
    • Whipped and Beaten
    • Becoming Femme
    • Men Dressed as Woman
    • Bi Femdom
    • Kitsy Meow
    • Sissygurl Fe Fe
    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