PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ❄️ GOODBYE, WINTER! 🌞 Hello, Big Savings on Faphouse 🎉

    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
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Sissy Maid Dress up for Mistress
      05:18
      Sissy Maid Dress up for Mistress
      193.1K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      330.6K views
    • The New Sissy Maid
      17:28
      The New Sissy Maid
      435K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      113K 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
      107.1K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      151.6K views
    • He Makes the Cutest Sissy Maid
      08:03
      He Makes the Cutest Sissy Maid
      Pure Ts
      6.5K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      420.6K views
    • Sissy Latex Maid Lucy gets Pegged In Chastity
      03:18
      Sissy Latex Maid Lucy gets Pegged In Chastity
      Spike Essex
      157.2K 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
    • Sissy identity
      08:50
      Sissy identity
      620.2K views
    • Sissy maid
      01:26:08
      Sissy maid
      107.3K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      529.7K views
    • Maid PetraTS eats from the floor
      08:03
      Maid PetraTS eats from the floor
      51.8K 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
      158.6K views
    • PetraTS maid spanked hard
      12:25
      PetraTS maid spanked hard
      50.9K views
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      977.3K views
    • Shemale sissy maid perfection
      10:20
      Shemale sissy maid perfection
      236K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.4M 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
      4K 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
    • 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
      48.8K views
    • He Used to Be the Boss but Not Anymore
      08:12
      He Used to Be the Boss but Not Anymore
      Pure Ts
      527.2K views
    • the sissy maid will
      04:47
      the sissy maid will
      63.7K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Frilly Little Failure in Pink & Black - Sissy Slut Humps Her Tiny Caged Clitty with a Big Vibrator While Mommy Watches
      06:42
      Frilly Little Failure in Pink & Black - Sissy Slut Humps Her Tiny Caged Clitty with a Big Vibrator While Mommy Watches
      elisasecrets69
      532 views
    • Completely Submitted and Feminized
      08:12
      Completely Submitted and Feminized
      Pure Ts
      61.9K 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
      56.7K views
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      102.7K views
    • Getting Ready with Sissy Maid Candy!
      08:15
      Getting Ready with Sissy Maid Candy!
      Sissy Candy
      just added
    • Sissy Slut Motel
      58:39
      Sissy Slut Motel
      760.1K views
    • Trans girl dressed as a beautiful genie dancing for her black-dicked boyfriend
      05:26
      Trans girl dressed as a beautiful genie dancing for her black-dicked boyfriend
      Valery761
      411 views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Isabella Sissy Maid Diarys
      19:57
      Isabella Sissy Maid Diarys
      182.7K views
    • He Slowly Became a Very Good Girl
      08:12
      He Slowly Became a Very Good Girl
      Pure Ts
      21K views
    • Sissy Maid Is Not Done with Her Chores
      08:26
      Sissy Maid Is Not Done with Her Chores
      Pure Ts
      42.7K views
    • Perfect Sissy Slut Wife Swallowing Her Silver Daddy
      05:36
      Perfect Sissy Slut Wife Swallowing Her Silver Daddy
      KittyKaash
      47.4K views
    • Pink sissy maid fuck machine & Estim
      08:12
      Pink sissy maid fuck machine & Estim
      JessicaXD
      1K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      309.3K views
    • Sissy Slut - Deepthroat Training
      02:43
      Sissy Slut - Deepthroat Training
      JessicaXD
      just added
    • Tv is for Sissies (Full Video)
      56:35
      Tv is for Sissies (Full Video)
      648.4K views
    • Sissy Maid Spanked and Whipped in Chastity Bondage
      05:25
      Sissy Maid Spanked and Whipped in Chastity Bondage
      Derek6699
      78.4K views
    • obedient TS maid does what she is told
      08:12
      obedient TS maid does what she is told
      Pure Ts
      153.8K 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
      283.3K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      723.6K views
    • Ladyboy Maid Getting Fucked
      04:12
      Ladyboy Maid Getting Fucked
      91.1K views
    • Teen Sissy Already Knows Her Place
      08:12
      Teen Sissy Already Knows Her Place
      Pure Ts
      84.4K 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 Crossdresser
    Submissive Sissy
    Crossdresser Fucked
    Sissy Humiliated
    Crossdresser Sex
    Crossdressing With Wife
    Femboy Maid
    Sissy Whore
    Feminized and Fucked
    Mature Crossdresser
    Sissy Master
    Femboy Slave
    Sissy Femdom
    Submissive Shemale
    Secret Shemales
    Shemale BDSM
    Sissy Feminization
    Tranny Slave
    Crossdressers and Transvestites
    Crossdressing Homemade
    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