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

    Sissy Maid Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Maid
    Sissy Maid Bondage
    Sissy Maid Humiliation
    Sissy Maid Training
    Sissy Maid Fucked
    Sissy Maid BDSM
    Sissy Maid Chastity
    Sissy Maid Pegging
    Sissy Maid Cuckold
    Sissy Maid Transformation
    Sissy French Maid
    Sissy Maid Domination
    Sissy Maid Feminization
    Sissy Maid Cocksucking
    Enslaved Sissy Maid
    Sissy Maid Anal
    Obedient Sissy Maid
    Sissy Maid Slut
    Sissy Latex Maid
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      106.3K views
    • Superstar Crossdresser Loves Doing Her Duty
      08:12
      Superstar Crossdresser Loves Doing Her Duty
      Pure Ts
      96.5K views
    • Turned into a good girl and used for his pleasure
      08:12
      Turned into a good girl and used for his pleasure
      Pure Ts
      154.8K views
    • An Obedient Pet
      06:12
      An Obedient Pet
      Pure Ts
      25.9K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      323.1K views
    • Sissy Maid Dress up for Mistress
      05:18
      Sissy Maid Dress up for Mistress
      193.1K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      522.8K views
    • The New Sissy Maid
      17:28
      The New Sissy Maid
      435K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      1M views
    • This Maid Is Going to Learn From Her Stupidity by Getting Her Ass Fucked
      06:26
      This Maid Is Going to Learn From Her Stupidity by Getting Her Ass Fucked
      Emmy Angeles
      45.1K views
    • He Used to Be the Boss but Not Anymore
      08:12
      He Used to Be the Boss but Not Anymore
      Pure Ts
      520K views
    • Trans French Maid Ria Bentley Gives 5-star Room Service to Hotel Guest
      08:12
      Trans French Maid Ria Bentley Gives 5-star Room Service to Hotel Guest
      Ria_Bentley
      98.3K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      411.8K views
    • He Makes the Cutest Sissy Maid
      08:03
      He Makes the Cutest Sissy Maid
      Pure Ts
      6.5K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      143.7K views
    • Sissy maid
      01:26:08
      Sissy maid
      106.4K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Shemale sissy maid perfection
      10:20
      Shemale sissy maid perfection
      236K views
    • Sissy Slut Motel
      58:39
      Sissy Slut Motel
      755K views
    • Maid PetraTS eats from the floor
      08:03
      Maid PetraTS eats from the floor
      51.3K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Relevant Short videos

      Sissy Maid Finishes, but the Whipping Doesn't
      Sissy Maid Finishes, but the Whipping Doesn't
      Derek6699
      39.4K views
      Sissy Maid Returns
      Sissy Maid Returns
      Amy Sissy
      5.3K views
      Sissy maid - doggy dildo gape
      Sissy maid - doggy dildo gape
      Amy Sissy
      2.9K views
      sissy maid
      sissy maid
      Fluffy Kitten
      3.9K views
      I'm a Cute and Sexy Sissy Maid
      I'm a Cute and Sexy Sissy Maid
      Milady Silvia Helena
      2.5K views
      Hooded sissy maid. Rides their dildo
      Hooded sissy maid. Rides their dildo
      Sophie1087
      3K 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
      281.2K views
    • Sissy maid services
      10:20
      Sissy maid services
      1.4M views
    • Ladyboy Maid Getting Fucked
      04:12
      Ladyboy Maid Getting Fucked
      91.1K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Sissy maid Lilith gets out of trouble with a guest
      08:12
      Sissy maid Lilith gets out of trouble with a guest
      Pure Ts
      32.2K views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      270.9K views
    • Crossdreser housekeepers have sex in their boss's room
      09:41
      Crossdreser housekeepers have sex in their boss's room
      WanidaCrossdresser
      48K views
    • obedient TS maid does what she is told
      08:12
      obedient TS maid does what she is told
      Pure Ts
      150.5K views
    • Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll
      18:35
      Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll
      Sissy Candy
      48K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • She Is Completely Under His Control
      08:12
      She Is Completely Under His Control
      Pure Ts
      10.1K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.7M views
    • Sissy Maids Self Bondage Torment
      13:58
      Sissy Maids Self Bondage Torment
      Derek6699
      1.6K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      299.3K views
    • Trained to Be a Submissive Slut
      08:12
      Trained to Be a Submissive Slut
      Pure Ts
      41.3K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Jessica parading about in her pink sissy maid outfit, I hope Mistress isn't too displeased with me...
      03:18
      Jessica parading about in her pink sissy maid outfit, I hope Mistress isn't too displeased with me...
      JessicaXD
      just added
    • Completely Submitted and Feminized
      08:12
      Completely Submitted and Feminized
      Pure Ts
      59.9K views
    • I was asked to upload this tease i made
      01:53
      I was asked to upload this tease i made
      Sanne
      145.9K views
    • Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      39:24
      Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      alinanightsky
      195.2K views
    • Sissy Maid Is Taught Proper Manners
      06:12
      Sissy Maid Is Taught Proper Manners
      Pure Ts
      11K views
    • Teen Sissy Already Knows Her Place
      08:12
      Teen Sissy Already Knows Her Place
      Pure Ts
      82.9K views
    • An Obedient Pet
      06:12
      An Obedient Pet
      Pure Ts
      18.8K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      717.4K views
    • PetraTS maid spanked hard
      12:25
      PetraTS maid spanked hard
      50.3K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.8M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 11
    9. ...
    10. 20
    20

    Searches Related to Sissy Maid

    Sissy Maid Fucked
    Femboy Schoolgirl
    A Pretty Boy Gets Feminized
    Male Feminization Hentai
    Caught crossdressing by mom
    Sexy Crossdresser in Lingerie for Me
    Servant
    Obedient Sissy Maid
    Trans sister XXX
    Ladyboy Fantasy
    Mature Crossdressers Transvestites
    Sex Slave
    Femboy Sissification
    Crossboy With Mommy Clothes
    Degraded Sissies
    Femdom Chastity
    Sissy-Boys
    Wifes Panties
    Transgender Transformation Porn
    School Girl
    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