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

    Auto Machine 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 caged and fuck machine
      00:09
      Sissy caged and fuck machine
      1.1K views
    • Anna May Fucking Machine #4
      01:49
      Anna May Fucking Machine #4
      AnnaMayUK
      672 views
    • Huge Ass Sissy MILF Training Her Ass with Big Toys
      03:32
      Huge Ass Sissy MILF Training Her Ass with Big Toys
      JenniferStarTS
      906 views
    • Crossdresser fuck machine anal training
      09:23
      Crossdresser fuck machine anal training
      CDkimmyslutness
      763 views
    • Anna May Fuck Machine 5
      02:39
      Anna May Fuck Machine 5
      AnnaMayUK
      856 views
    • Anna May Fuck Machine 3
      05:26
      Anna May Fuck Machine 3
      AnnaMayUK
      895 views
    • Slutty cross-dresser plays on webcam
      08:20
      Slutty cross-dresser plays on webcam
      Ambratrav
      939 views
    • Anna May Fucking Machine #3
      03:37
      Anna May Fucking Machine #3
      AnnaMayUK
      710 views
    • Feminizing Sissys, Sissy Training, Be a Sissy
      24:37
      Feminizing Sissys, Sissy Training, Be a Sissy
      JenniferStarTS
      2K views
    • Training My Big Fat Ass with a Fuck Machine and 12 in Dildo
      06:19
      Training My Big Fat Ass with a Fuck Machine and 12 in Dildo
      JenniferStarTS
      870 views
    • Beautiful Tranny MILF Training Her Ass for Real Cocks - Feet
      13:57
      Beautiful Tranny MILF Training Her Ass for Real Cocks - Feet
      JenniferStarTS
      1.2K views
    • Sissy Kaydance in Chastity Anal Training With Fuck Machine
      02:02
      Sissy Kaydance in Chastity Anal Training With Fuck Machine
      SlutyCourtney
      1.8K views
    • Fishnet Tranny MILF Training Her Ass with Huge Toys and Cum No Hands
      27:34
      Fishnet Tranny MILF Training Her Ass with Huge Toys and Cum No Hands
      JenniferStarTS
      547 views
    • Sissy Training 01 - Streching My Ass
      06:05
      Sissy Training 01 - Streching My Ass
      JenniferStarTS
      506 views
    • Sissy Kylies sissy training
      13:25
      Sissy Kylies sissy training
      K Kylie Lynn
      899 views
    • Sissy Trainning - Streaching My Ass with Big Toys
      06:29
      Sissy Trainning - Streaching My Ass with Big Toys
      JenniferStarTS
      648 views
    • Fucking My Sissy Ass Doggy - Sissy Training 30
      12:27
      Fucking My Sissy Ass Doggy - Sissy Training 30
      JenniferStarTS
      483 views
    • Sissy Training 14 - Fuck You Pussy Ass
      06:15
      Sissy Training 14 - Fuck You Pussy Ass
      JenniferStarTS
      602 views
    • Use Huge Toys to Fuck Your Ass - Sissy Training 018
      07:00
      Use Huge Toys to Fuck Your Ass - Sissy Training 018
      JenniferStarTS
      512 views
    • Train to Be a Sissy Whore - Sissy Training 008
      05:29
      Train to Be a Sissy Whore - Sissy Training 008
      JenniferStarTS
      547 views
    • Sissy Training 10 - Train Your Pussy
      06:51
      Sissy Training 10 - Train Your Pussy
      JenniferStarTS
      354 views
    • Big Ass Sissy MILF Training Her Ass - Sissification
      23:57
      Big Ass Sissy MILF Training Her Ass - Sissification
      JenniferStarTS
      513 views
    • Destroying My Ass with a Fuck Machine - Sissy Trainning
      07:42
      Destroying My Ass with a Fuck Machine - Sissy Trainning
      JenniferStarTS
      586 views
    • This Is the Only Way for You to Have Sex - Sissy Training 007
      05:13
      This Is the Only Way for You to Have Sex - Sissy Training 007
      JenniferStarTS
      536 views
    • Train Your Asshole for Big Cocks Full Movie
      26:18
      Train Your Asshole for Big Cocks Full Movie
      JenniferStarTS
      472 views
    • I Need to Train My Ass for Daddys Big Cock
      05:35
      I Need to Train My Ass for Daddys Big Cock
      JenniferStarTS
      946 views
    • Huge Ass Sissy Whore, Sissy Trainning
      04:23
      Huge Ass Sissy Whore, Sissy Trainning
      JenniferStarTS
      704 views
    • Great Legs and Feet Tranny MILF Training Her Pussy Ass
      05:34
      Great Legs and Feet Tranny MILF Training Her Pussy Ass
      JenniferStarTS
      453 views
    • Sissy Training for Sissys Slut
      05:52
      Sissy Training for Sissys Slut
      JenniferStarTS
      395 views
    • Anal Vibrations
      00:53
      Anal Vibrations
      Sandy S Banks
      441 views
    • Fuck Your Ass Doggy Style - Sissy Training 31
      09:45
      Fuck Your Ass Doggy Style - Sissy Training 31
      JenniferStarTS
      383 views
    • Sissy Training 05 - Get Used to Big Dildos
      05:46
      Sissy Training 05 - Get Used to Big Dildos
      JenniferStarTS
      478 views
    • Train Your Asshole for Real Cocks - Sissyfication 07
      07:04
      Train Your Asshole for Real Cocks - Sissyfication 07
      JenniferStarTS
      450 views
    • Big Ass Sissy Fucking Her Ass - Sissy Training 012
      05:13
      Big Ass Sissy Fucking Her Ass - Sissy Training 012
      JenniferStarTS
      395 views
    • Train You Asshole Every Day - Sissy Training 002
      05:20
      Train You Asshole Every Day - Sissy Training 002
      JenniferStarTS
      602 views
    • Use a Vibrator Like a Woman - Sissy Training 019
      05:35
      Use a Vibrator Like a Woman - Sissy Training 019
      JenniferStarTS
      374 views
    • Sissy Training 28 - Dress Slutty
      05:37
      Sissy Training 28 - Dress Slutty
      JenniferStarTS
      395 views
    • Sissy Training 21 - Fuck You Sissy Ass
      05:41
      Sissy Training 21 - Fuck You Sissy Ass
      JenniferStarTS
      496 views
    • Full Movie Sissy Trainning - Sissy Slut
      17:30
      Full Movie Sissy Trainning - Sissy Slut
      JenniferStarTS
      477 views
    • Sissy Training 16 - Get You Pussy Ready for Cocks
      05:27
      Sissy Training 16 - Get You Pussy Ready for Cocks
      JenniferStarTS
      305 views
    • Sissy Training 19 - Use Massive Dildos
      06:10
      Sissy Training 19 - Use Massive Dildos
      JenniferStarTS
      531 views
    • Tiny Dick Tranny MILF Training Her Ass for Huge Cocks
      05:23
      Tiny Dick Tranny MILF Training Her Ass for Huge Cocks
      JenniferStarTS
      470 views
    • Fucking My Huge Sissy Ass - Sissy Trainning - Full Movie
      09:55
      Fucking My Huge Sissy Ass - Sissy Trainning - Full Movie
      JenniferStarTS
      543 views
    • Huge Ass Tranny MILF Trainning Her Ass off for Real Big Cocks
      14:45
      Huge Ass Tranny MILF Trainning Her Ass off for Real Big Cocks
      JenniferStarTS
      495 views
    • Sissy Whore Training - Sissyfication 1
      05:26
      Sissy Whore Training - Sissyfication 1
      JenniferStarTS
      479 views
    • Get Your Ass Ready for Real Cocks - Sissy Training 006
      05:08
      Get Your Ass Ready for Real Cocks - Sissy Training 006
      JenniferStarTS
      429 views
    • Sissy Tranny MILF Training Her Ass for Real Cocks
      05:50
      Sissy Tranny MILF Training Her Ass for Real Cocks
      JenniferStarTS
      408 views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 5
    4. 6
    5. 7
    6. 8
    7. 9
    8. ...
    9. 44
    10. ...
    11. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Big Cock
    Black
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Vintage
    Japanese
    Big Tits
    Young
    Small Cock
    Thai
    Lingerie
    Gangbang
    Trans Woman
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    Chinese
    FTM
    Hentai
    Fetish
    Group Sex
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Role Play
    Behind The Scenes
    German
    Anal Toy
    SFW
    All categories
    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