PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Shemale Sissy Trainer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Trainer
    Sissy Trainer
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Cuckold
    Submissive Sissy
    Sissy Gangbang
    Sissy Femdom
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      650.2K views
    • Rus Shemale Sissy Trainer - Femenization in Latex (NstShemal
      05:16
      Rus Shemale Sissy Trainer - Femenization in Latex (NstShemal
      248.7K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      736.2K views
    • A Shemale Sissy Trainer - Suck My Cock
      02:51
      A Shemale Sissy Trainer - Suck My Cock
      27.9K views
    • Real sissy hypnotic
      24:43
      Real sissy hypnotic
      221.6K views
    • PMV - Like A Diamond (2019 shemale sissy pmv or trainer)
      03:45
      PMV - Like A Diamond (2019 shemale sissy pmv or trainer)
      102K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      855.5K views
    • Submission Sissy Trainer
      03:23
      Submission Sissy Trainer
      1.2M views
    • My wife told me to play this
      11:13
      My wife told me to play this
      953.3K views
    • Owned by BBC sissy trainer
      08:15
      Owned by BBC sissy trainer
      497.3K views
    • SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      07:22
      SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      701.9K views
    • Cocklust sissy trainer
      09:38
      Cocklust sissy trainer
      205.4K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Submit to Daddy sissy trainer
      05:26
      Submit to Daddy sissy trainer
      427.5K views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      746.2K views
    • Kimber's BBC Sissy Trainer
      19:45
      Kimber's BBC Sissy Trainer
      Kimberhaven
      208.2K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • Sissy trainer and cock worship
      04:38
      Sissy trainer and cock worship
      585.4K views
    • sissy training
      39:53
      sissy training
      129.6K views
    • stay limp sissy trainer
      03:37
      stay limp sissy trainer
      223K views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      650.4K views
    • Best Sissy Trainer
      03:40
      Best Sissy Trainer
      150.9K views
    • Become the Whore - Sissy Slut
      07:00
      Become the Whore - Sissy Slut
      193.6K views
    • Sissy Trainer 5 - Sissy's Love Toys
      04:13
      Sissy Trainer 5 - Sissy's Love Toys
      305.2K views
    • Sissy Hypno Trip # 11
      12:52
      Sissy Hypno Trip # 11
      359.2K views
    • Sissy slut guide to total whoredom sissy trainer
      07:12
      Sissy slut guide to total whoredom sissy trainer
      141K views
    • sissy dildo trainer 2019
      05:48
      sissy dildo trainer 2019
      107.1K views
    • Kimber's Sissy Trainer
      07:12
      Kimber's Sissy Trainer
      Kimberhaven
      137.9K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Sissy Trainer Go to the Next Level
      08:05
      Sissy Trainer Go to the Next Level
      120.9K views
    • anal trainer
      17:02
      anal trainer
      209.5K views
    • Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      05:29
      Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      648.9K views
    • SissyFace Sissy Captions Hypno Compilation
      11:18
      SissyFace Sissy Captions Hypno Compilation
      519.5K views
    • Sex Slave - Sissy Trainer
      05:31
      Sex Slave - Sissy Trainer
      379.9K views
    • Become Sissy Slut
      10:39
      Become Sissy Slut
      400.4K views
    • Bimbo Bitch Sissy Trainer
      04:35
      Bimbo Bitch Sissy Trainer
      66.8K views
    • AMBERSIS SISSY HOLE TRAINING
      17:41
      AMBERSIS SISSY HOLE TRAINING
      130K views
    • LME - Limp Clit Sissy Trainer
      03:10
      LME - Limp Clit Sissy Trainer
      418.6K views
    • Hypnotic sissy cum.
      13:29
      Hypnotic sissy cum.
      185.7K views
    • Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune
      08:12
      Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune
      Fiona Fortune
      10.3K views
    • anal orgasm training
      10:17
      anal orgasm training
      152.9K views
    • Sissy Trainer Rus - Feminization Instruction
      05:01
      Sissy Trainer Rus - Feminization Instruction
      391.7K views
    • Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      10:16
      Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      Jessica Bloom
      63.5K views
    • The Ultimate Sissy Trainer
      30:24
      The Ultimate Sissy Trainer
      114.9K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Black owned sissy trainer
      05:17
      Black owned sissy trainer
      881.8K views
    • ULTIMATE SISSY TEST
      08:36
      ULTIMATE SISSY TEST
      1.2M 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 Shemale Sissy Trainer

    • Shemale Sissy Training
    • Sissygasm Trainer
    • Secret Sissyboy
    • Sissy Feminization Training
    • The Sissy's Future
    • Femboy Sissification
    • Trans Trainer
    • Shemale Brainwash
    • Turning Cuck Husband Into Faggot
    • Girlcock Brainwashing
    • Male to Female Transformation
    • Sissyfication Process
    • Bimbo Tranny
    • Sissyslut
    • Feminize Yourself
    • Just Admit You Like Cock Captions
    • Filthy Slut Pmv
    • Tumblr Trap Video
    • Sissys Get Blacked
    • Permanent Sissification
    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