PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition

    Sissy Maids Punishment Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Maid
    Punishment
    Sissy Maid
    Sissy Punishment
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Gangbang
    Amateur Sissy
    Sissy Cuckold
    Sissy Femdom
    Sissy Slut
    Sissy Boy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      11:20
      Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
      alinanightsky
      310.3K views
    • Sissy Maids Punishment
      07:53
      Sissy Maids Punishment
      Derek6699
      27.9K views
    • Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      12:58
      Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
      Mamou5891
      73K views
    • Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      18:39
      Spiked Chastity Cage Torment - Sissy Maids Self Bondage
      Derek6699
      101.1K views
    • Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      44:10
      Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
      alinanightsky
      234.8K views
    • Sissy Maids Spiked Chastity Cage Self Bondage Torment
      15:12
      Sissy Maids Spiked Chastity Cage Self Bondage Torment
      Derek6699
      13.6K views
    • Kigurumi Cuffed and Electrostim
      10:07
      Kigurumi Cuffed and Electrostim
      Vemura
      24.4K views
    • Sissy Maids Self Bondage Spiked Chastity Cage Torment for the Holidays
      10:07
      Sissy Maids Self Bondage Spiked Chastity Cage Torment for the Holidays
      Derek6699
      3.9K views
    • Extreme Hard Spaking for the Maso Cunt
      08:02
      Extreme Hard Spaking for the Maso Cunt
      ActorFab
      201.3K views
    • Sissy Maids Self Bondage Chair Torment
      16:08
      Sissy Maids Self Bondage Chair Torment
      Derek6699
      2.4K views
    • TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      12:05
      TRANSEROTICA Sub TS Natalie Mars Bound by MILF Dee Williams
      Trans Erotica
      458K views
    • No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
      04:44
      No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
      Derek6699
      271K views
    • Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      08:09
      Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
      Kitsy Meow
      173.7K views
    • Sissy Maid Self Bondage Electro Punishment
      36:35
      Sissy Maid Self Bondage Electro Punishment
      Derek6699
      103.3K views
    • Long Anal Session for Hurting Emma Tied to the Bench
      01:05:06
      Long Anal Session for Hurting Emma Tied to the Bench
      ActorFab
      271.7K views
    • Pathetic Maid Apology Riding Crop Self Punishment
      13:17
      Pathetic Maid Apology Riding Crop Self Punishment
      JessicaLynn15
      2.8K views
    • BDSM Sissy Slut get punish and hits
      02:37
      BDSM Sissy Slut get punish and hits
      alinanightsky
      103.3K views
    • Sissy selfbondage tied in abandoned attic
      08:28
      Sissy selfbondage tied in abandoned attic
      AVGsissy
      10.6K views
    • anal destruction and face slapping for maso whore
      10:41
      anal destruction and face slapping for maso whore
      ActorFab
      105.8K views
    • The Lost Bet
      01:28
      The Lost Bet
      Sissy Shelby Kiss
      8.4K views
    • Rope session with Tranny in the forest!! Horny torments for cock and asshole!
      00:33
      Rope session with Tranny in the forest!! Horny torments for cock and asshole!
      Allmylinks
      305.4K views
    • Sissy Maid Icy Hot Wooden Pony Punishment 2
      23:29
      Sissy Maid Icy Hot Wooden Pony Punishment 2
      Derek6699
      39.8K views
    • Melody Tied up, Teased and Analised
      35:07
      Melody Tied up, Teased and Analised
      Melodyfluffington
      467.2K views
    • Sissy Humiliation! Tranny girl tortured by dom: wax, spanking, CBT and piss!
      01:08
      Sissy Humiliation! Tranny girl tortured by dom: wax, spanking, CBT and piss!
      TV_Helena
      36.5K views
    • This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
      01:16
      This is how you treat a sissy slut! Guy uses tranny brutally in public and cums on her face!
      TV_Helena
      551.9K views
    • Sissy Maid CBT Self Bondage Torture
      24:42
      Sissy Maid CBT Self Bondage Torture
      Derek6699
      22.4K views
    • Natalie Mars
      18:56
      Natalie Mars
      920.6K views
    • Icy Hot Wooden Pony Self Bondage Torture
      17:40
      Icy Hot Wooden Pony Self Bondage Torture
      Derek6699
      26.7K views
    • Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
      08:12
      Paddle Spanking and Dildo Deepthroat Formation for Teen TS Kitty Rose
      ActorFab
      118.1K views
    • Sissy Shelby Punishment
      01:12
      Sissy Shelby Punishment
      Sissy Shelby Kiss
      914 views
    • Nipple Torture and Masturbation
      06:57
      Nipple Torture and Masturbation
      AdriaTrans
      70.5K views
    • Jayci's sissy clitty punishment
      20:25
      Jayci's sissy clitty punishment
      Sissy Jayci
      4.7K views
    • Hard Belting my sissy slave two
      01:36
      Hard Belting my sissy slave two
      116.9K views
    • Self breath play
      07:47
      Self breath play
      AVGsissy
      2.1K views
    • anything
      09:14
      anything
      1.4M views
    • Hot wax torture for sissy maid
      08:29
      Hot wax torture for sissy maid
      AVGsissy
      11.4K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      691.4K views
    • Sissy Maid Bound on Her Knees Tortured Self Bondage
      20:25
      Sissy Maid Bound on Her Knees Tortured Self Bondage
      Derek6699
      9.9K views
    • Mistress Fucks My Urethra
      06:12
      Mistress Fucks My Urethra
      AdriaTrans
      68.6K views
    • Sissy Maid Self Bondage Torment
      18:40
      Sissy Maid Self Bondage Torment
      Derek6699
      3.9K views
    • I was tied to the bed and masturbated mercilessly without using my hands I think I like to be tied up I'm more interested in BDSM
      16:23
      I was tied to the bed and masturbated mercilessly without using my hands I think I like to be tied up I'm more interested in BDSM
      Usaberilx
      47.7K views
    • Maid Pai-chan Gets Punished
      05:21
      Maid Pai-chan Gets Punished
      Pai-chan
      3.1K views
    • Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      01:17
      Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
      Allmylinks
      109.8K views
    • Sissy Maid Self Bondage Torment
      14:46
      Sissy Maid Self Bondage Torment
      Derek6699
      4.3K views
    • Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
      01:17
      Cute tranny girl used in public! Grabbing! Spanking! Slapping! Mouthfuck! Facial!
      Allmylinks
      45.6K views
    • Sissy Maid Punished!
      00:32
      Sissy Maid Punished!
      5.3K views
    • Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
      05:03
      Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor
      alinanightsky
      412.7K 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 Maids Punishment

    • Dirty Talking Sissy
    • A Pretty Boy Gets Feminized
    • Caught Wearing Sisters Clothes
    • First Time Being Fucked as Crossdresser
    • Femboy Bi Slave
    • White Femboys Are so Submissive
    • Slutty Nasty Crossdressing Gurl
    • Secret Sissyboy
    • Made to Crossdress and Suck Cock
    • 2 Sissies Playing
    • Bimbo Slut
    • Sadistic Evil Nun Loves Torture
    • Tied Trans Drilled Hard BDSM Anal
    • Step Sister With Step Brother
    • Japanese Gay Boys Transformed Into Girls
    • Sexy Sexy Bp Xxxxx Sexy
    • Extremely Disgusting
    • Real Prison Thug Breeding
    • Intense Faggot Verbal Humiliation Tgirl
    • Sissys Get Blacked
    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