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

    Prissy Sissy Maid Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Maid
    Prissy Sissy
    Little Prissy Sissy Maid Husband
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Sissy Boy
    Young Sissy
    Femdom Sissy
    Sissy Slut
    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
    • Frilly Prissy Sissy Maid Shelby
      05:50
      Frilly Prissy Sissy Maid Shelby
      Sissy Shelby Kiss
      2.5K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.4M views
    • Frilly Prissy Sissy Maid Shelby Alternate Trailer
      01:15
      Frilly Prissy Sissy Maid Shelby Alternate Trailer
      Sissy Shelby Kiss
      1.3K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      1M views
    • Frilly Prissy Sissy Maid Shelby
      01:51
      Frilly Prissy Sissy Maid Shelby
      Sissy Shelby Kiss
      1.7K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      330.6K views
    • Ebony Cd Sissy Gina - Prissy Sissy
      01:13
      Ebony Cd Sissy Gina - Prissy Sissy
      55.4K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      151.6K views
    • Prissy Sissy
      00:14
      Prissy Sissy
      12K views
    • Rented Out by His Mistress
      06:12
      Rented Out by His Mistress
      Pure Ts
      113K views
    • Prissy Sissy Humping Satin Pillow
      01:24
      Prissy Sissy Humping Satin Pillow
      157.7K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      420.6K views
    • Prissy sissy
      01:05
      Prissy sissy
      6.7K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      532.2K views
    • Prissie Sissy Cock Punishment
      06:36
      Prissie Sissy Cock Punishment
      42.8K views
    • Sissy identity
      08:50
      Sissy identity
      620.2K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      309.3K 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
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      977.3K 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
    • Relevant Short videos

      Sissy Maid Finishes, but the Whipping Doesn't
      Sissy Maid Finishes, but the Whipping Doesn't
      Derek6699
      39.7K 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
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.3M views
    • Completely Submitted and Feminized
      08:12
      Completely Submitted and Feminized
      Pure Ts
      61.9K views
    • Teen Sissy Already Knows Her Place
      08:12
      Teen Sissy Already Knows Her Place
      Pure Ts
      84.4K views
    • He Slowly Became a Very Good Girl
      08:12
      He Slowly Became a Very Good Girl
      Pure Ts
      22.1K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      145.7K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      723.6K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      102.7K views
    • Lola Sissification 2 Part 1 - G018
      07:29
      Lola Sissification 2 Part 1 - G018
      Lola Femme
      739.6K views
    • Sissy Slut Motel
      58:39
      Sissy Slut Motel
      761.7K views
    • Vegas Sissy Pet
      08:12
      Vegas Sissy Pet
      Pure Ts
      33.8K views
    • Dressed up and Dicked Down
      06:12
      Dressed up and Dicked Down
      Pure Ts
      37.8K views
    • Tv is for Sissies (Full Video)
      56:35
      Tv is for Sissies (Full Video)
      648.4K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.2M views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      619.3K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      936.9K views
    • Sissy in Training
      01:27:33
      Sissy in Training
      395.4K views
    • Sissy Bride in Chastity
      05:48
      Sissy Bride in Chastity
      Pure Ts
      33.2K views
    • obedient TS maid does what she is told
      08:12
      obedient TS maid does what she is told
      Pure Ts
      153.8K 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
      281.4K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Perfect Sissy Slut Wife Swallowing Her Silver Daddy
      05:36
      Perfect Sissy Slut Wife Swallowing Her Silver Daddy
      KittyKaash
      58.1K views
    • Secret crossdresser rendezvous
      08:12
      Secret crossdresser rendezvous
      Pure Ts
      79.9K views
    • She Is a Feminization Academy Graduate
      08:12
      She Is a Feminization Academy Graduate
      Pure Ts
      93.4K views
    • TVGG Mistress Tangent Sissy Maid Strapon
      16:09
      TVGG Mistress Tangent Sissy Maid Strapon
      282.7K views
    • Crossdressing superstar visits the site
      06:40
      Crossdressing superstar visits the site
      Pure Ts
      118.8K 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 Prissy Sissy Maid

    Sissy Crossdresser Slut
    Femboy Maid
    Submissive Sissy Crossdresser Slave
    Slutty Nasty Crossdressing Gurl
    Sissy Bimbo Slut
    Femboy Dress
    Crossdressers Spanked
    Feminized and Fucked
    Submissive Sissy
    Feminization BDSM
    Femboy Schoolgirl
    Femboys in Lingerie
    Satin Sissy
    Crossdresser Princess
    Tranny Leather Skirt
    Crossdressing Sluts
    Boy Dressed as Girl
    Sexy Drag Queen
    Transformed Into Slut
    Crossdress BDSM
    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