PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Maid Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Maid
    Train
    Sissy Maid Training
    Mistress Trains Sissy Maid
    Latex Sissy Maid Training
    Sissy Maid
    Shemale Maid
    Sissy Trained
    Trans Maid
    Japanese Train
    French Maid
    Trans Train
    Femboy Maid
    Ladyboy Maid
    Crossdresser Maid
    Hotel Maid
    Shemale Train
    Threesome Train
    Throat Training
    Bimbo Training
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • mistress cages sissy
      12:29
      mistress cages sissy
      942.9K views
    • Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
      07:34
      Slutty maid training feminization Holly Hunt turns you into a sissy maid in chastity!
      Holly unt
      27.6K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      106.2K views
    • Pink Satin Maid Stretching Sissygasmsissy Maid Training
      08:42
      Pink Satin Maid Stretching Sissygasmsissy Maid Training
      JessicaXD
      3.3K views
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.5M views
    • Dizzy In Humiliating Maid Training!
      24:55
      Dizzy In Humiliating Maid Training!
      43.7K views
    • Sissys in chastity
      03:40
      Sissys in chastity
      769K views
    • Sissy maid training - getting horny deepthroating fantasising about the real thing
      02:40
      Sissy maid training - getting horny deepthroating fantasising about the real thing
      JessicaXD
      just added
    • Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      12:33
      Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      Futanari XXX
      21.3M views
    • TrannieTowers - Trained to suck cock
      12:58
      TrannieTowers - Trained to suck cock
      400.9K views
    • Slave worship
      06:12
      Slave worship
      536.2K views
    • Sissy Chastity Maid Service Training With Ria Bentley
      07:07
      Sissy Chastity Maid Service Training With Ria Bentley
      Ria_Bentley
      38.4K views
    • Trained to be a sissy slut
      08:14
      Trained to be a sissy slut
      162.8K views
    • Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      23:36
      Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      Sissy Candy
      28.7K views
    • Bad Girl Punished
      18:00
      Bad Girl Punished
      634.1K views
    • Trained to Be a Submissive Slut
      08:12
      Trained to Be a Submissive Slut
      Pure Ts
      37.9K views
    • Maid Victoria Chastity Belt Electrics 1
      08:08
      Maid Victoria Chastity Belt Electrics 1
      286.7K views
    • Restrained and Training on Costume play
      16:28
      Restrained and Training on Costume play
      renajsk
      184.8K views
    • Train your sissy
      00:59
      Train your sissy
      341.2K views
    • Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      11:21
      Pink Sissy Maid Caught Dressing and Playing and Has a Sissygasm Riding Her Doll
      Sissy Candy
      50.5K views
    • AB094 Lustful teacher extreme trained -Milking 65cm dildo  (Chinese and English subtitles)
      03:52
      AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)
      Abby Kitty
      375.5K views
    • Relevant Short videos

      Pink Satin Maid Stretching Sissygasmsissy Maid Training
      Pink Satin Maid Stretching Sissygasmsissy Maid Training
      JessicaXD
      345 views
      Sissy maid training - getting horny deepthroating fantasising about the real thing
      Sissy maid training - getting horny deepthroating fantasising about the real thing
      JessicaXD
      64 views
      PVC Maid with DD's
      PVC Maid with DD's
      JessicaXD
      5.4K views
      Goddess Violet Presents: The Feminization of M
      Goddess Violet Presents: The Feminization of M
      4.8K views
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9
      Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 9
      Bailey Wilde
      3.5K views
      Sissy Maid Playing with Dildo and Fake Cum
      Sissy Maid Playing with Dildo and Fake Cum
      Sissy Candy
      1.4K views
    • TS Training
      08:12
      TS Training
      Kaitlyn Gender
      115.3K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.2M views
    • Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      16:04
      Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
      Sissy Candy
      15.2K views
    • Boy unexpectedly recruited and transformed into a sissy!
      11:27
      Boy unexpectedly recruited and transformed into a sissy!
      sissyboy092
      100.6K views
    • Sissy Candy's Dildo Post Compilation!
      09:24
      Sissy Candy's Dildo Post Compilation!
      Sissy Candy
      51.4K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • daily training of my ass.. precum. squirt..
      06:01
      daily training of my ass.. precum. squirt..
      11.7K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.7M views
    • Sissy Bride Getting Fucked by Her Doll
      06:11
      Sissy Bride Getting Fucked by Her Doll
      Sissy Candy
      11.4K views
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      925.8K views
    • AB112 Maid human fucktoy training - squirting,cumshot (Chinese and English subtitles)
      02:43
      AB112 Maid human fucktoy training - squirting,cumshot (Chinese and English subtitles)
      Abby Kitty
      58.4K views
    • TVGG Mistress Tangent Sissy Maid Strapon
      16:09
      TVGG Mistress Tangent Sissy Maid Strapon
      270.9K views
    • Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole
      40:34
      Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole
      Sissy Candy
      1.9K views
    • Mistress & Sissy
      05:16
      Mistress & Sissy
      277.9K views
    • Sissy Maid in Bondage Sucking and Fucking Her Dildo
      08:22
      Sissy Maid in Bondage Sucking and Fucking Her Dildo
      Sissy Candy
      2.4K views
    • Sissy Inspection Hot!
      12:28
      Sissy Inspection Hot!
      213.6K views
    • Sissy 80 day chastity cum
      04:13
      Sissy 80 day chastity cum
      Jess Harper
      87.5K 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
      446.7K views
    • Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand
      09:21
      Sissy Maid in Hot Pink Dress and Chastity Is Locked to Her Dildo Stand
      Sissy Candy
      17.1K views
    • Mistress Gives Her Caged Sissy a little Spanking – Obedience and Discipline Lesson
      05:13
      Mistress Gives Her Caged Sissy a little Spanking – Obedience and Discipline Lesson
      Lucy Dee
      8.4K views
    • Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
      13:05
      Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
      Sissy Candy
      53.3K views
    • Feminized for Girls Night Out (Full Movie)
      23:39
      Feminized for Girls Night Out (Full Movie)
      Bailey Wilde
      548.2K views
    • Sissy Maid Dildo Stand Bondage and Cum Dump
      16:01
      Sissy Maid Dildo Stand Bondage and Cum Dump
      Sissy Candy
      3.3K views
    • Sissy in Training
      01:27:33
      Sissy in Training
      382.5K views
    • Sissy Maid Ass to mouth and Self Facial
      09:25
      Sissy Maid Ass to mouth and Self Facial
      Mariana Taylor
      23.7K views
    • Make me a sissy
      01:25
      Make me a sissy
      115.2K 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 Maid Training

    • Femdom Training
    • Sissy Maid in Uniform
    • Feminization Training
    • Maid Sissy
    • Maids
    • My Wife Turning Me Into a Girl
    • Chastity Husband
    • Bondage Slave
    • Sissification Process
    • Bi Training
    • Cock Worship Trainer
    • Tied to Bed
    • Tranny Secretary
    • Bride Gangbang
    • Dentist Office
    • Sissy Maid Domination
    • Sex Slave
    • Sissy Maid Cleaning
    • Feminization BDSM
    • Crossdresser Nurse
    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