PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Sissy Mistress Roleplay Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • mistress roleplay i fuck u hard like my little sissy toy and cum deep inside you
      03:05
      mistress roleplay i fuck u hard like my little sissy toy and cum deep inside you
      Nadja Cox
      72.5K views
    • Swallow My Cum
      15:15
      Swallow My Cum
      TSRyley
      254.2K views
    • Ryley Rails Dominates You
      06:51
      Ryley Rails Dominates You
      TSRyley
      52.2K views
    • extreme masturbation
      11:11
      extreme masturbation
      TSquennAna
      153.1K views
    • Anal Room Service with Mistress Lilith
      02:34
      Anal Room Service with Mistress Lilith
      Loren Aprile
      426.6K views
    • pov skinny shemale with big cock fucks all your holes hard big cumshot
      03:41
      pov skinny shemale with big cock fucks all your holes hard big cumshot
      Nadja Cox
      190.8K views
    • horny skinny mistress JOI and CEI make u my sissy fuck hole
      05:22
      horny skinny mistress JOI and CEI make u my sissy fuck hole
      Nadja Cox
      250.6K views
    • horny sporty shemale with big cock dominant cum in your face and fucks her fleshlight hard
      03:11
      horny sporty shemale with big cock dominant cum in your face and fucks her fleshlight hard
      Nadja Cox
      243.3K views
    • Ryley Rails JOI Sissy Training
      06:51
      Ryley Rails JOI Sissy Training
      TSRyley
      16.1K views
    • Mistress Ass Fucks & Humilates you, BIG COCK
      06:20
      Mistress Ass Fucks & Humilates you, BIG COCK
      Kymmy Harper
      373K views
    • CEI ts mistress Holly Hunt cums and turns you into a cum eating sissy JOI
      17:00
      CEI ts mistress Holly Hunt cums and turns you into a cum eating sissy JOI
      Holly unt
      147K views
    • joi horny shemale with huge cock fuck fleshlight and cumshot in your face
      03:03
      joi horny shemale with huge cock fuck fleshlight and cumshot in your face
      Nadja Cox
      510.4K views
    • Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
      03:06
      Mistress Holly makes you ruin your orgasm and lick up your own cum JOI CEI trailer
      Holly unt
      164K views
    • Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
      03:06
      Mistress Holly jerk off intructions, eat your own cum sissy feminization and sph trailer
      Holly unt
      160.9K views
    • sexy business secretary girl posing and jerk off huge cock big cumshot
      03:03
      sexy business secretary girl posing and jerk off huge cock big cumshot
      Nadja Cox
      223.4K views
    • Citor3 3D VR Game: SFM Bondage thick huge tits huge ass futanari fucks male slave in horror porn
      11:31
      Citor3 3D VR Game: SFM Bondage thick huge tits huge ass futanari fucks male slave in horror porn
      Citor3
      195.4K views
    • TS mistress dominates you JOI
      05:09
      TS mistress dominates you JOI
      Kymmy Harper
      61.5K views
    • tremble in my presence!
      02:27
      tremble in my presence!
      ClaiceThePump
      22K views
    • Boss teaches you how to properly suck her big black cock (SISSIFICATION ROLEPLAY)
      06:50
      Boss teaches you how to properly suck her big black cock (SISSIFICATION ROLEPLAY)
      Melissa Wet Tales
      16.6K views
    • horny milf with huge cock dominant cum in glass and pour it in your face
      05:12
      horny milf with huge cock dominant cum in glass and pour it in your face
      Nadja Cox
      290.1K views
    • Public Pissing on Sissy Slut
      01:44
      Public Pissing on Sissy Slut
      FrinaXXX
      10.5K views
    • Feminization Training - Show This To Your Wife
      07:58
      Feminization Training - Show This To Your Wife
      Holy
      68.8K views
    • Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
      11:38
      Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
      Mrs Samantha
      33.8K views
    • I Know You’re A Secret Slut – Joi
      17:05
      I Know You’re A Secret Slut – Joi
      April Bee
      62.7K views
    • skinny shemale posing and wanking her big cock in front of her webcam big cumshot
      03:00
      skinny shemale posing and wanking her big cock in front of her webcam big cumshot
      Nadja Cox
      47.4K views
    • dominant office mistress lets you lick her high heels and ass and cum in your face
      04:00
      dominant office mistress lets you lick her high heels and ass and cum in your face
      Nadja Cox
      201.6K views
    • mistress sexy yellow outfit dirtytalk huge cock cumshot
      02:55
      mistress sexy yellow outfit dirtytalk huge cock cumshot
      Nadja Cox
      106K views
    • Chantal and Her Stepmum - Episode 1
      04:44
      Chantal and Her Stepmum - Episode 1
      Sissy Slut Chantal Sweet
      53.7K views
    • tall skinny shemale big dick walk and pose cum closeup cumshot
      02:58
      tall skinny shemale big dick walk and pose cum closeup cumshot
      Nadja Cox
      42.1K views
    • HOT MISTRESS FUCKED SLAVE SISSY
      11:27
      HOT MISTRESS FUCKED SLAVE SISSY
      IskraElectrical49
      17.8K views
    • white skinny mistress fucks you hard in both holes and big cumshot
      03:07
      white skinny mistress fucks you hard in both holes and big cumshot
      Nadja Cox
      3K views
    • JOI instruction dominant shemale countdown while you smell her nylon feet and lick her high heels
      03:58
      JOI instruction dominant shemale countdown while you smell her nylon feet and lick her high heels
      Nadja Cox
      29.2K views
    • FemDOM MISTRESS SiSSY FUCK
      04:22
      FemDOM MISTRESS SiSSY FUCK
      Lola Spais
      135K views
    • Happy Valentine Day with bow around my cock and red lingerie
      12:45
      Happy Valentine Day with bow around my cock and red lingerie
      Nadja Cox
      33.4K views
    • Shemale fucks guys ass with huge cock
      05:41
      Shemale fucks guys ass with huge cock
      Kymmy Harper
      93.6K views
    • sexy mistress feet and big cock cumshot keep focus on feet
      03:03
      sexy mistress feet and big cock cumshot keep focus on feet
      Nadja Cox
      19.9K views
    • joi with countdown dominant mistress spit and cum in your mouth and face
      05:29
      joi with countdown dominant mistress spit and cum in your mouth and face
      Nadja Cox
      93.5K views
    • Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      07:52
      Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
      Sissy Candy
      18.8K views
    • Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI
      01:15
      Tranny Dom Worship! Kiss her socks and cum with her ass in your face! POV JOI
      TV_Helena
      7.3K views
    • cock worship skinny mistress sidecut miniskirt with big dick dominant cumshot closeup
      02:55
      cock worship skinny mistress sidecut miniskirt with big dick dominant cumshot closeup
      Nadja Cox
      41.2K views
    • I obey my mistress and she spits on me
      14:42
      I obey my mistress and she spits on me
      Milah CrossxxX
      3.4K views
    • gothic goddess tarot decides to use you as a lick and swallow slave
      04:19
      gothic goddess tarot decides to use you as a lick and swallow slave
      Nadja Cox
      60.5K views
    • Castle. Reborn. ASMR porn for sissy
      10:23
      Castle. Reborn. ASMR porn for sissy
      EroticAudio
      35.8K views
    • JOI Dirty talk in french femdom training beautiful ass close-up sissy obeys!
      05:56
      JOI Dirty talk in french femdom training beautiful ass close-up sissy obeys!
      Milah CrossxxX
      2.5K views
    • POV Femdom with Gender Confusion,.humiliation and JOI
      05:32
      POV Femdom with Gender Confusion,.humiliation and JOI
      Princess Udders
      636 views
    • Story of Kt - part 1 meeting my mistress April
      15:26
      Story of Kt - part 1 meeting my mistress April
      Loyalfans
      16K views
    • Horny slut walks outside naked at night funky sisiy shoots porn in public open without anyone seeing
      05:35
      Horny slut walks outside naked at night funky sisiy shoots porn in public open without anyone seeing
      Usaberilx
      3.7K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Sissy Mistress Roleplay

    • Turning Boyfriend Into a Sissy
    • Transformed Brainwashed for Sex
    • Ts Mistresses Dominate
    • Bad Boy Ftm [Deactivated]
    • Sadistic Teen Domination
    • Mistress Dominates Guy
    • Skirt the Tension of Fantasies
    • Your Fantasy T-Girl Slut
    • Fuck Daddy Dirty Talk
    • Seduction My Husband
    • Seduced by Dom Couple
    • I Want to Be Fucked
    • Fictional Desires leaked
    • Hot Kinner Guru Sucking Cock
    • When First Becomes Dominant Women
    • Free Full Love Adventures
    • Sexy Secretary Slave Search 11
    • Submissive Stepmom
    • Private Society Cuckold
    • Beatifull Slutty Femel Boss Lover
    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