PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    How To Become Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Become
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Sissy Boy
    Sissy Slut
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      745.4K views
    • How to become sissy
      08:23
      How to become sissy
      SissySimran
      97.5K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • JOI: Sissy Nurse in Chastity Teaches You How to Become a Good Sissy
      11:43
      JOI: Sissy Nurse in Chastity Teaches You How to Become a Good Sissy
      Vane03_siss
      3.9K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      01:51
      Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      Sonechka25
      128.1K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Learning How to Be a Good Sissy
      08:12
      Learning How to Be a Good Sissy
      Pure Ts
      49.7K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      655.9K views
    • How I become a crossdresser
      12:34
      How I become a crossdresser
      StephanieSlut
      6.3K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      692K views
    • How to Become an Expert in Ass Maintenance
      08:07
      How to Become an Expert in Ass Maintenance
      LGBTIQ+ content
      6.5K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • SisK unlock her dick and masterbate until she cum in condom then she lock her dick back and become sissy clit
      07:05
      SisK unlock her dick and masterbate until she cum in condom then she lock her dick back and become sissy clit
      SissyKanisa
      7.1K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      864.4K views
    • Training to become a sissy cuckold
      03:26
      Training to become a sissy cuckold
      amatorxxx
      620.7K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      961.5K views
    • He Told Me to Become a Sissy Slut and Then He Fucked Me!
      02:15
      He Told Me to Become a Sissy Slut and Then He Fucked Me!
      Viper Fierce
      236.4K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Davine making OliAge to become a cum slut
      05:23
      Davine making OliAge to become a cum slut
      Davine
      33.9K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Training To Become A Cocksucking Sissy Whore!
      09:54
      Training To Become A Cocksucking Sissy Whore!
      63.2K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      286.8K views
    • I can teach you everything you need to become a sissy
      16:00
      I can teach you everything you need to become a sissy
      Sissy Instruction
      62.6K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
      05:23
      Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
      Asura
      3.7K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • get you Elastrator bands ready to become a realy Sissy
      05:55
      get you Elastrator bands ready to become a realy Sissy
      Davine
      4.2K views
    • SissyFace Sissy Captions Hypno Compilation
      11:18
      SissyFace Sissy Captions Hypno Compilation
      527.3K views
    • Its time for you to become a real sissy girl slut
      08:36
      Its time for you to become a real sissy girl slut
      Sissy Instruction
      10.9K views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      655.8K views
    • When Training to Become a Female Starts to Pay off
      06:45
      When Training to Become a Female Starts to Pay off
      Thipansex
      536 views
    • Sissy Summer House Dreams 3
      16:29
      Sissy Summer House Dreams 3
      305.9K views
    • Its time for you to become a real sissy girl
      08:00
      Its time for you to become a real sissy girl
      Sissy Instruction
      7.5K views
    • SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      07:22
      SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      706.6K views
    • Sissification and Strapon Fucked to Become Maid
      01:36
      Sissification and Strapon Fucked to Become Maid
      Bailey Wilde
      4.2K views
    • Feminization Positivity Trainer
      03:20
      Feminization Positivity Trainer
      709.7K views
    • TWERKING BIG ASS CUTE REDHEAD FIT MODEL HOMEMADE CROSSDRESSER KITTY VIDEOS TRYING TO BECOME A QUALITY
      09:34
      TWERKING BIG ASS CUTE REDHEAD FIT MODEL HOMEMADE CROSSDRESSER KITTY VIDEOS TRYING TO BECOME A QUALITY
      Crossdresserkitty
      2.9K views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      493.8K views
    • TWERKING BIG ASS CUTE REDHEAD FIT MODEL HOMEMADE CROSSDRESSER KITTY VIDEOS TRYING TO BECOME A QUALITATIVE VIDEO MAKER FEMBOY
      06:06
      TWERKING BIG ASS CUTE REDHEAD FIT MODEL HOMEMADE CROSSDRESSER KITTY VIDEOS TRYING TO BECOME A QUALITATIVE VIDEO MAKER FEMBOY
      Crossdresserkitty
      3.4K views
    • The Sissy Test
      17:18
      The Sissy Test
      513.2K views
    • what I really have to do is to become famous
      55:13
      what I really have to do is to become famous
      Reynaldo6
      815 views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      364.9K views
    • Enhanced Audio You Dream Your Dreamgirl Becomes a Shemale and She Teaches You How to Give Head JOI
      06:22
      Enhanced Audio You Dream Your Dreamgirl Becomes a Shemale and She Teaches You How to Give Head JOI
      Campsissyboi
      2K views
    • Submission Sissy Trainer
      03:23
      Submission Sissy Trainer
      1.2M views
    • Football Season Calls for a Submissive Sissy
      08:12
      Football Season Calls for a Submissive Sissy
      Pure Ts
      73.2K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      777.1K 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 How To Become Sissy

    • Sissy Transformation Male to Female
    • First Time Being Fucked as Crossdresser
    • A Sissy's Purpose
    • Feminization Training
    • Caught Crossdressing by Mom
    • Sissification Process
    • Transformed Into Slut
    • Feminize Yourself
    • Sissygasm Trainer
    • Secret Sissyboy
    • Intense Faggot Verbal Humiliation Tgirl
    • Crossdressers in Pretty Dresses
    • Brainwash
    • Transvestite Dressing up
    • Fuck My Ass Please Dirty Talk
    • Bi Encouragement
    • Crossboy With Mommy Clothes
    • Bisexual Confusion
    • Male to Female Transformation Fantasy
    • Submissive Femboy
    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