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

    Sissyfication Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy Trainer Go to the Next Level
      08:05
      Sissy Trainer Go to the Next Level
      120.9K views
    • Big Breasted Sissy Oils Her Big Fat Tits and Enjoys a Big Fat Cock
      08:42
      Big Breasted Sissy Oils Her Big Fat Tits and Enjoys a Big Fat Cock
      Sissy Slut Chantal Sweet
      45.4K views
    • 5 Sissy Steps by PandoraSissy (1 edition)
      57:01
      5 Sissy Steps by PandoraSissy (1 edition)
      451.7K views
    • Fisting Double Sissygasm Cumshots
      01:38
      Fisting Double Sissygasm Cumshots
      Lola Spais
      154.9K views
    • Sissy Dreams - 3 (eng)
      26:15
      Sissy Dreams - 3 (eng)
      1.1M views
    • SISSYALINE TRAIN YOUR SISSY PUSSY
      09:06
      SISSYALINE TRAIN YOUR SISSY PUSSY
      460.1K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      102.8K views
    • Trained to Be Completely Subservient to Him
      08:12
      Trained to Be Completely Subservient to Him
      Pure Ts
      101.8K views
    • I AM SO READY TO BE A SISSY WHORE HD
      41:14
      I AM SO READY TO BE A SISSY WHORE HD
      128.5K views
    • Extreme Anal Gape Xxxl Dildo & Fuck Machine
      05:56
      Extreme Anal Gape Xxxl Dildo & Fuck Machine
      Elvi Lynx
      56.3K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • Shemale from India getting gangbanged on a train
      04:47
      Shemale from India getting gangbanged on a train
      Latina Tranny
      7.4M views
    • Sissy Whore Training 3
      19:43
      Sissy Whore Training 3
      cdCrystal
      14.2K views
    • Cock Craving Whore - Sissy training JOI - Femdom
      08:45
      Cock Craving Whore - Sissy training JOI - Femdom
      389.8K views
    • The Ultimate Sissy Trainer
      30:24
      The Ultimate Sissy Trainer
      114.9K views
    • TrannieTowers - Trained to suck cock
      12:58
      TrannieTowers - Trained to suck cock
      398.7K views
    • Become Sissy Slut
      10:39
      Become Sissy Slut
      400.4K views
    • Mrs Lovings Knicker Smothering Training
      12:49
      Mrs Lovings Knicker Smothering Training
      721.8K views
    • sissy clitty chastity
      07:26
      sissy clitty chastity
      522.9K views
    • Sissy Chastity Maid Service Training With Ria Bentley
      07:07
      Sissy Chastity Maid Service Training With Ria Bentley
      Ria_Bentley
      36.8K views
    • TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      09:06
      TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      553K views
    • Relevant Short videos

      Sissy Whore Training - Sissyfication 2
      Sissy Whore Training - Sissyfication 2
      JenniferStarTS
      568 views
      Train Your Asshole for Real Cocks - Sissyfication 07
      Train Your Asshole for Real Cocks - Sissyfication 07
      JenniferStarTS
      203 views
      Tranny MILF with Great Ass Training Her Ass for Real Cocks - Sissyfication
      Tranny MILF with Great Ass Training Her Ass for Real Cocks - Sissyfication
      JenniferStarTS
      416 views
      Sissy Whore Training - Sissyfication 3
      Sissy Whore Training - Sissyfication 3
      JenniferStarTS
      322 views
      Sissy Whore Training - Sissyfication 1
      Sissy Whore Training - Sissyfication 1
      JenniferStarTS
      293 views
      Sissyfication is real. Beware!
      Sissyfication is real. Beware!
      Sissy Joyce
      158.7K views
    • Curvy Ladyboy Anal Casting and Slave Training
      08:12
      Curvy Ladyboy Anal Casting and Slave Training
      FilmmakerDiaries
      31.9K views
    • feminization is permanent
      08:14
      feminization is permanent
      365.8K views
    • I fuck my stepsister's busty for her big pussy
      07:14
      I fuck my stepsister's busty for her big pussy
      Yeison
      2.3M views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Trans Girl Masturbating and Cums All Over Her Self
      03:44
      Trans Girl Masturbating and Cums All Over Her Self
      Bellaroar
      150.3K views
    • Becoming a Sissy
      07:40
      Becoming a Sissy
      495K views
    • SissyAline - Anal Slut
      19:19
      SissyAline - Anal Slut
      361K views
    • Sissy in Training
      01:27:33
      Sissy in Training
      382.5K views
    • Train Position
      04:56
      Train Position
      811.8K views
    • Sissy faggot fantasy
      29:49
      Sissy faggot fantasy
      288.9K views
    • Assfucked by a Sissy
      13:01
      Assfucked by a Sissy
      Natalie Napoli
      13K views
    • Persuaded into a Shemale Relationship - Part 1
      09:12
      Persuaded into a Shemale Relationship - Part 1
      1.4M views
    • The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      07:20
      The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      Sonechka25
      29.5K views
    • F.A.G.S. Real Faggot Trash Sissy Hypno
      06:07
      F.A.G.S. Real Faggot Trash Sissy Hypno
      Kara Fetishdol
      416.4K views
    • SissyAline - Limp and Small
      10:29
      SissyAline - Limp and Small
      555.7K views
    • FEMINIZATION IS THE WAY
      12:40
      FEMINIZATION IS THE WAY
      343.4K views
    • Mistress Eudora's Anal Slut
      05:28
      Mistress Eudora's Anal Slut
      Loren Aprile
      140.2K views
    • EAT SHEMALE CUM CEI TRAINER
      11:13
      EAT SHEMALE CUM CEI TRAINER
      663.3K views
    • SISSY TRANSFORMATION
      11:07
      SISSY TRANSFORMATION
      646.1K views
    • 2032 - the Bwno Future
      15:06
      2032 - the Bwno Future
      ChristineWest120
      107.1K views
    • Training to become a sissy cuckold
      03:26
      Training to become a sissy cuckold
      amatorxxx
      619.6K views
    • you love men - lesson 44
      09:14
      you love men - lesson 44
      370.8K views
    • Admit That You Are a Slut For My Cum
      13:12
      Admit That You Are a Slut For My Cum
      Natalie Napoli
      331.8K views
    • SISSY HOLE INITIATION
      07:31
      SISSY HOLE INITIATION
      60.7K views
    • TRANSFIXED - Interracial Trans And CIS Lesbian Nurses Have INSANE BAREBACK ORGY To Complete Training
      12:50
      TRANSFIXED - Interracial Trans And CIS Lesbian Nurses Have INSANE BAREBACK ORGY To Complete Training
      Transfixed
      999K views
    • The first sensations of the sissy whore from the chastity belt
      06:44
      The first sensations of the sissy whore from the chastity belt
      Sonechka25
      66K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to Sissyfication Training

    • Boy Ried up Transformation
    • Shemales Sissification
    • Sh Training-Sissy Slave Cum Whore 2
    • Sissygasms for Beginners
    • Games Black Fuck Crossdresser
    • Wife Turned Me Into a Sissy
    • Blindfold Sis and
    • Sissyfication leaked
    • Dirty Talking Sissys
    • Femboy Training
    • Feminized and Fucked
    • Cd Pull Panties Down for 3 Dadies
    • Trans Teach How to Suck
    • Breeding Sissies
    • Sissygasm Fuck
    • Big Cock Shemale Brainwash
    • Chastity Bondage
    • Ivvy Crossdresser
    • Sissification 2 Part 2
    • Smoking Sissy Training
    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