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

    Shemale Anal Trainer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    Trainer
    Anal Trainer
    Femboy Anal
    Anal Orgasm
    Sissy Anal
    Anal Creampies
    Sissy Trainer
    Crossdresser Anal
    Shemale Anal
    Trans Anal
    Double Anal
    Anal Sissygasm
    Anal Masturbation
    Bbc Anal
    Teen Anal
    Ladyboy Anal
    Anal Dildo
    Painful Anal
    Anal Cum
    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
      658.7K views
    • Best Sissy Smoking Anal Trainer of all time
      09:38
      Best Sissy Smoking Anal Trainer of all time
      64.3K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • PRACTICE MAKES PERFECT (ANAL TRAINER)
      17:12
      PRACTICE MAKES PERFECT (ANAL TRAINER)
      58.3K 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
    • Sissy anal trainer
      04:09
      Sissy anal trainer
      281.6K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      864.4K views
    • Shape Of You PMV - Sissy Anal Trainer
      03:56
      Shape Of You PMV - Sissy Anal Trainer
      131.6K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Practice Makes Perfect Anal Trainer
      17:12
      Practice Makes Perfect Anal Trainer
      31.4K 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
    • SISSY ANAL TRAINER - LINK'S SISSY AWAKENING (METRONOME)
      33:39
      SISSY ANAL TRAINER - LINK'S SISSY AWAKENING (METRONOME)
      47.6K views
    • sissy training
      39:53
      sissy training
      133.3K views
    • Anal Trainer (for MaleSissyTS) - Domino Presley Roleplay
      21:28
      Anal Trainer (for MaleSissyTS) - Domino Presley Roleplay
      19.1K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Michelle Austin Anal Trainer Kit
      00:38
      Michelle Austin Anal Trainer Kit
      Wendy Williams XXX
      78.7K views
    • Real sissy hypnotic
      24:43
      Real sissy hypnotic
      226K views
    • Fat Sissy riding anal trainer in slow motion
      02:09
      Fat Sissy riding anal trainer in slow motion
      Chubby Sissy Dani
      2K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Anal Trainer
      00:36
      Anal Trainer
      874 views
    • sissy anal cumming trainer
      56:50
      sissy anal cumming trainer
      746K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      133.1K views
    • TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      09:06
      TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      554.7K views
    • EAT SHEMALE CUM CEI TRAINER
      11:13
      EAT SHEMALE CUM CEI TRAINER
      668.9K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • A White Boys Purpose
      23:50
      A White Boys Purpose
      Kimberhaven
      602.2K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      964.6K views
    • Emasculate your mind
      13:52
      Emasculate your mind
      487.6K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      745.4K views
    • Owned by BBC sissy trainer
      08:15
      Owned by BBC sissy trainer
      501K views
    • Anal training for experienced anal sluts
      27:27
      Anal training for experienced anal sluts
      230.1K views
    • Don't look and be cured
      06:59
      Don't look and be cured
      1.1M views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      753.4K views
    • Cocklust sissy trainer
      09:38
      Cocklust sissy trainer
      210K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.8M views
    • Sissy delicious (Part 2)
      13:40
      Sissy delicious (Part 2)
      191.2K views
    • girlcock brainwashing - sink even deeper
      17:10
      girlcock brainwashing - sink even deeper
      394.7K views
    • Submit to Daddy sissy trainer
      05:26
      Submit to Daddy sissy trainer
      431.1K views
    • Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      09:21
      Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      8M 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
      34.9K views
    • Become the Whore - Sissy Slut
      07:00
      Become the Whore - Sissy Slut
      195K views
    • You are a woman -sissy trainer
      04:12
      You are a woman -sissy trainer
      356.9K views
    • Intense Sissy Training Don't Cum by Sissycouture
      04:15
      Intense Sissy Training Don't Cum by Sissycouture
      447.5K views
    • Kimber's BBC Sissy Trainer
      19:45
      Kimber's BBC Sissy Trainer
      Kimberhaven
      209.5K views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      655.8K views
    • like a girl (xeriom videos)
      05:37
      like a girl (xeriom videos)
      362.7K views
    • How You Became A Sissy
      05:20
      How You Became A Sissy
      521.2K 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 Anal Trainer

    • Shemale Anal Training
    • Extreme Shemale Destruction Anal
    • Sissy Dildo Trainer
    • Amateur Trans XXX
    • Bi Confusion
    • Tranny Destroyed Ass
    • Prostate Orgasm Tutorial
    • Homemade Grindr
    • Permanent Sissification
    • Trap Hard Cock Reveal
    • Bbc Brainwash
    • Deep Fisting
    • Asian Femboy Poked Cums Handsfree
    • Public Buttplug
    • First Time Transvestite Dogging
    • The Ultimate Sissy Trainer
    • Licking Asshole
    • Anal Training JOI
    • Reverse Gangbang Femdom
    • Dick on Dick Rubbing
    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