PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Maid Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Maid Bondage
    Sissy Maid BDSM
    Latex Sissy Maid
    Sissy Maid Fucked
    Sissy Maid Chastity
    Sissy Maid Training
    Sissy Maid Dress for Mistress
    Best Videos
    By clicking the content you will also see an ad. AD
    TVGG Mistress Tangent Sissy Maid Strapon
    16:09
    TVGG Mistress Tangent Sissy Maid Strapon
    273.8K views
    Lovely Pink Sissy Maid
    08:00
    Lovely Pink Sissy Maid
    Pure Ts
    8.1K views
    New Bubble Butt Sissy Maid
    07:47
    New Bubble Butt Sissy Maid
    Pure Ts
    6.3K views
    Superstar Crossdresser Loves Doing Her Duty
    08:12
    Superstar Crossdresser Loves Doing Her Duty
    Pure Ts
    88.9K views
    Sissy Maid Dress up for Mistress
    05:18
    Sissy Maid Dress up for Mistress
    188.2K views
    the sissy maid will
    04:47
    the sissy maid will
    62.3K 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
    40.8K views
    The New Sissy Maid
    17:28
    The New Sissy Maid
    433.9K views
    Sissy Maid Spanked and Whipped in Chastity Bondage
    05:25
    Sissy Maid Spanked and Whipped in Chastity Bondage
    Derek6699
    75.7K views
    Sissy Boy is the cleaner and getd fucked
    06:33
    Sissy Boy is the cleaner and getd fucked
    Nicole Montero
    145.9K views
    Maid to Order
    08:12
    Maid to Order
    Pure Ts
    48.2K 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
    62K views
    Trained to Be a Submissive Slut
    08:12
    Trained to Be a Submissive Slut
    Pure Ts
    37.9K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 4
    20:08
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 4
    Bailey Wilde
    497 views
    Fantasy Football Loser
    08:12
    Fantasy Football Loser
    Pure Ts
    16.6K views
    Breaking Free From the Shackles of Life
    06:04
    Breaking Free From the Shackles of Life
    Pure Ts
    1.5K views
    Sissy maid, wearing a satin underbust corset, bra, latex stockings and suspenders underneath gets very frustrated in chastity
    05:24
    Sissy maid, wearing a satin underbust corset, bra, latex stockings and suspenders underneath gets very frustrated in chastity
    JessicaXD
    447 views
    Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy
    04:44
    Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy
    SissyMindy10
    27K views
    Chubby Sweaty Depraved Sissy Slut Sucks on her 3 Dildo's
    01:15
    Chubby Sweaty Depraved Sissy Slut Sucks on her 3 Dildo's
    Sissy Shelby Kiss
    484 views
    An Obedient Pet
    06:12
    An Obedient Pet
    Pure Ts
    6.4K views
    Sissy Maid Is Not Done with Her Chores
    08:26
    Sissy Maid Is Not Done with Her Chores
    Pure Ts
    39.1K views
    Amateur Femboi Hits the Big Time
    08:12
    Amateur Femboi Hits the Big Time
    Pure Ts
    66.6K views
    There for Him Until the End of Time
    08:12
    There for Him Until the End of Time
    Pure Ts
    70.2K views
    The Sissy Maid Process
    08:12
    The Sissy Maid Process
    Pure Ts
    17K views
    Pink Sissy Maid Gets to Work
    01:24
    Pink Sissy Maid Gets to Work
    Sissy Shelby Kiss
    690 views
    Kitty tranny maid Victoria Grant bareback deep fucking
    06:41
    Kitty tranny maid Victoria Grant bareback deep fucking
    TS Playground
    226.1K views
    Crossdreser housekeepers have sex in their boss's room
    09:41
    Crossdreser housekeepers have sex in their boss's room
    WanidaCrossdresser
    37.6K views
    Sissy Maid Is Taught Proper Manners
    06:12
    Sissy Maid Is Taught Proper Manners
    Pure Ts
    6.3K views
    Sissy Shelby Kiss's New Year's Resolutions for 2026
    03:15
    Sissy Shelby Kiss's New Year's Resolutions for 2026
    Sissy Shelby Kiss
    1.2K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5
    20:07
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 5
    Bailey Wilde
    just added
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 17
    40:24
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 17
    Bailey Wilde
    just added
    He Makes the Cutest Sissy Maid
    08:03
    He Makes the Cutest Sissy Maid
    Pure Ts
    4.9K views
    She Is Completely Under His Control
    08:12
    She Is Completely Under His Control
    Pure Ts
    8.5K views
    Feminization and Pegged to Get Maid Job
    03:04
    Feminization and Pegged to Get Maid Job
    Bailey Wilde
    77.6K views
    Sissy Maid Is so Sensual and Sexy
    07:42
    Sissy Maid Is so Sensual and Sexy
    Pure Ts
    7.8K views
    Sissy Maid Has the Best Boipussy
    08:12
    Sissy Maid Has the Best Boipussy
    Pure Ts
    36.5K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19
    20:06
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19
    Bailey Wilde
    893 views
    Frilly Prissy Sissy Maid Shelby Alternate Trailer
    01:15
    Frilly Prissy Sissy Maid Shelby Alternate Trailer
    Sissy Shelby Kiss
    661 views
    Sissy Maid Service
    04:22
    Sissy Maid Service
    182.8K views
    Maid in chastity does special service
    09:42
    Maid in chastity does special service
    129.5K views
    Sissy Maid Testing Buttplugs and Outfits
    08:19
    Sissy Maid Testing Buttplugs and Outfits
    Sissy Joyce
    94.7K views
    The Maids in Germany Are Quite Unique
    07:57
    The Maids in Germany Are Quite Unique
    Pure Ts
    7.4K views
    Isabella Sissy Maid Diarys
    19:57
    Isabella Sissy Maid Diarys
    180.3K views
    An Obedient Pet
    06:12
    An Obedient Pet
    Pure Ts
    17.8K views
    Breaking Free From the Shackles of Life
    06:04
    Breaking Free From the Shackles of Life
    Pure Ts
    2.9K views
    Sissy Maid Is Taught Proper Manners
    06:12
    Sissy Maid Is Taught Proper Manners
    Pure Ts
    2.7K views
    Fuck my hot tranny maid
    06:24
    Fuck my hot tranny maid
    TS Playground
    18.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 16
    • Next

    Searches Related to Sissy Maid

    • Sissy Maid Fucked
    • Secret Sissyboy
    • A Pretty Boy Gets Feminized
    • Japanese Femboy Breeding Slave
    • Caught Wearing Sisters Clothes
    • Family Story Full Movie Dirty
    • Traps Femboys and Sissys
    • Submissive Ladyboy
    • Very Girly Ladyboys
    • The Sissy's Future
    • Japan Uncensored
    • Pure Taboo Trans
    • Transexual Beauty Queen
    • Sex Stories
    • Transformed Into Slut
    • First Sissygasm
    • Slutty Nasty Crossdressing Gurl
    • When She Bigger Than You
    • Transvestites Sissies
    • Shemale Feminization
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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