PornPorn Transgender • US
  • Straight
  • Gay
  • Transgender
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Subscriptions Liked Watch History
    Newest Videos Best Videos Short Videos Top Creators Awards 2025
    • American
    • 4K Porn
    • HD Videos
    • VR Porn
    • Amateur
    • Anal
    • Anal Masturbation
    • Anal Toy
    • Asian
    • Babysitter
    • Bareback
    • BBW
    • BDSM
    • Behind The Scenes
    • Big Ass
    • Big Black Cock
    • Big Cock
    • Big Tits
    • Black
    • Blowjob
    • Bondage
    • Brazilian
    • British
    • Cartoon
    • Chinese
    • Colombian
    • Compilation
    • Couple
    • Creampie
    • Cuckold
    • Cum In Mouth
    • Cumshot
    • Dildo
    • Domination
    • Double Penetration
    • English
    • Fetish
    • FTM
    • Gangbang
    • German
    • Group Sex
    • Guy Fucks Shemale
    • Handjob
    • Hentai
    • Homemade
    • Indian
    • Interracial
    • Japanese
    • Ladyboy
    • Lingerie
    • Massage
    • Masturbation
    • Mature
    • Mexican
    • MILF
    • Outdoor
    • Petite
    • Pissing
    • POV
    • Public
    • Role Play
    • Rough Sex
    • SFW
    • Shemale Fucks Girl
    • Shemale Fucks Guy
    • Shemale Fucks Shemale
    • Sissy
    • Small Cock
    • Small Tits
    • Solo
    • Stockings
    • Teen
    • Thai
    • Threesome
    • Trans Man
    • Trans Woman
    • Transgender
    • Vintage
    • All categories

    Sissy Trained Trans Porn Videos

    All Short videos
    Trending
    Newest
    Best Videos
    Premium Videos
    Quality
    • All
    • 720p+
    • 1080p+
    • 2160p+
    FPS
    • All
    • 30 FPS
    • 60 FPS
    Duration
    • All
    • 0~2 min
    • 2~5 min
    • 5~10 min
    • 10~30 min
    • 30+ min
    • Full Video
    Production
    • All
    • Producers
    • xHamster Creators
    Sissy
    Sissy Boy Training
    Sissy Maid Training
    Young Sissy
    Sissy Feminization
    Amateur Sissy
    Sissy Crossdresser
    Sissy Fuck
    Submissive Sissy
    Sissy Blowjob
    Sissy Lingerie
    Sissy Chastity
    Russian Sissy
    Sissy Gangbang
    Homemade Sissy
    Sissy Compilation
    Mommy Sissy
    Beautiful Sissy
    By clicking the content you will also see an ad. AD
    Sissy Training 19 - Use Massive Dildos
    06:10
    Sissy Training 19 - Use Massive Dildos
    JenniferStarTS
    531 views
    Sissy Whore Training Her Ass for Cocks - Sissy05
    06:27
    Sissy Whore Training Her Ass for Cocks - Sissy05
    JenniferStarTS
    315 views
    Fucking My Sissy Ass with Big Toys - Sissy Training 014
    05:28
    Fucking My Sissy Ass with Big Toys - Sissy Training 014
    JenniferStarTS
    499 views
    Sissy Training 06 - Be Sissy Slut
    06:14
    Sissy Training 06 - Be Sissy Slut
    JenniferStarTS
    588 views
    Sissy Training 13 Get Ready for Cocks
    06:39
    Sissy Training 13 Get Ready for Cocks
    JenniferStarTS
    398 views
    Sissy Training 10 - Train Your Pussy
    06:51
    Sissy Training 10 - Train Your Pussy
    JenniferStarTS
    354 views
    Use Huge Toys to Fuck Your Ass - Sissy Training 018
    07:00
    Use Huge Toys to Fuck Your Ass - Sissy Training 018
    JenniferStarTS
    557 views
    Sissy Training 26 - Wear Butt Plug
    05:27
    Sissy Training 26 - Wear Butt Plug
    JenniferStarTS
    1.1K views
    Fucking My Sissy Ass Doggy - Sissy Training 30
    12:27
    Fucking My Sissy Ass Doggy - Sissy Training 30
    JenniferStarTS
    526 views
    Sissy Training 24 - Use a Fuck Machine
    06:20
    Sissy Training 24 - Use a Fuck Machine
    JenniferStarTS
    419 views
    Sissy Training 09 - Get a Fuck Machine
    05:48
    Sissy Training 09 - Get a Fuck Machine
    JenniferStarTS
    547 views
    Sissy Training 29 - Use Huge Dildos
    06:32
    Sissy Training 29 - Use Huge Dildos
    JenniferStarTS
    638 views
    Your Asshole Is Your Primary Sex Organ - Sissy Training 005
    05:57
    Your Asshole Is Your Primary Sex Organ - Sissy Training 005
    JenniferStarTS
    565 views
    Stay Limp While Your Get Fucked - Sissy Training 004
    08:10
    Stay Limp While Your Get Fucked - Sissy Training 004
    JenniferStarTS
    850 views
    Tiny Dick MILF Shemale Fucking Her Ass - Sissy Training 020
    05:21
    Tiny Dick MILF Shemale Fucking Her Ass - Sissy Training 020
    JenniferStarTS
    454 views
    Sissy Training 22 - Train Your Pussy Ass
    05:33
    Sissy Training 22 - Train Your Pussy Ass
    JenniferStarTS
    450 views
    Fuck Your Ass All the Time to Be Ready for Real Cocks - Sissy Training 022
    05:08
    Fuck Your Ass All the Time to Be Ready for Real Cocks - Sissy Training 022
    JenniferStarTS
    526 views
    Cum Like a Girl, Stay Limp - Sissy Training 015
    06:19
    Cum Like a Girl, Stay Limp - Sissy Training 015
    JenniferStarTS
    915 views
    Sissy Training - Your Clitty Always Limp
    06:02
    Sissy Training - Your Clitty Always Limp
    JenniferStarTS
    903 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
    Shrink You Little Dick and Fuck Your Ass Sissy - Sissy Training 011
    05:13
    Shrink You Little Dick and Fuck Your Ass Sissy - Sissy Training 011
    JenniferStarTS
    793 views
    Train You Asshole Every Day - Sissy Training 002
    05:20
    Train You Asshole Every Day - Sissy Training 002
    JenniferStarTS
    688 views
    Big Ass Sissy Fucking Her Ass - Sissy Training 012
    05:13
    Big Ass Sissy Fucking Her Ass - Sissy Training 012
    JenniferStarTS
    395 views
    Sissy Training 08 - Streach Your Ass for Men
    05:39
    Sissy Training 08 - Streach Your Ass for Men
    JenniferStarTS
    526 views
    Sissy Training 20 - Fuck Your Ass Doggy
    05:45
    Sissy Training 20 - Fuck Your Ass Doggy
    JenniferStarTS
    543 views
    Fucking My Ass a Cumming Like a Sissy Bitch - Sissy Trainning - Full Movie
    18:00
    Fucking My Ass a Cumming Like a Sissy Bitch - Sissy Trainning - Full Movie
    JenniferStarTS
    803 views
    Sissy Training 16 - Get You Pussy Ready for Cocks
    05:27
    Sissy Training 16 - Get You Pussy Ready for Cocks
    JenniferStarTS
    339 views
    Sissy Training 12 - Be a Good Sissy
    06:10
    Sissy Training 12 - Be a Good Sissy
    JenniferStarTS
    493 views
    Sissy Training 27 - Train Your Ass
    05:52
    Sissy Training 27 - Train Your Ass
    JenniferStarTS
    411 views
    Use a Vibrator Like a Woman - Sissy Training 019
    05:35
    Use a Vibrator Like a Woman - Sissy Training 019
    JenniferStarTS
    374 views
    Fuck Your Ass Every Day - Sissy Trainning 001
    05:20
    Fuck Your Ass Every Day - Sissy Trainning 001
    JenniferStarTS
    569 views
    Fucking My Huge Sissy Ass - Sissy Trainning - Full Movie
    09:55
    Fucking My Huge Sissy Ass - Sissy Trainning - Full Movie
    JenniferStarTS
    608 views
    Became a Sissy Slut - Sissy Training 010
    05:35
    Became a Sissy Slut - Sissy Training 010
    JenniferStarTS
    596 views
    Sissy Training 15 - Make Your Clitty Smaller
    06:14
    Sissy Training 15 - Make Your Clitty Smaller
    JenniferStarTS
    741 views
    Sissy Whore Training - Sissyfication 3
    05:47
    Sissy Whore Training - Sissyfication 3
    JenniferStarTS
    556 views
    Sissy Training for Sissys Slut
    05:52
    Sissy Training for Sissys Slut
    JenniferStarTS
    395 views
    Fuck Your Ass Doggy Style - Sissy Training 31
    09:45
    Fuck Your Ass Doggy Style - Sissy Training 31
    JenniferStarTS
    383 views
    Sissy Whore Training - Sissyfication 2
    05:33
    Sissy Whore Training - Sissyfication 2
    JenniferStarTS
    573 views
    Sissy Whore Training - Sissyfication 1
    05:26
    Sissy Whore Training - Sissyfication 1
    JenniferStarTS
    479 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
    Sissy Training 18 - Use Huge Dildos
    06:07
    Sissy Training 18 - Use Huge Dildos
    JenniferStarTS
    409 views
    Sissy Training 23 -buy Dildos
    06:22
    Sissy Training 23 -buy Dildos
    JenniferStarTS
    637 views
    Be Ready to Please Men - Sissy Training 009
    05:08
    Be Ready to Please Men - Sissy Training 009
    JenniferStarTS
    568 views
    Fur sissy slut deepthroat and anal dildo ride
    07:22
    Fur sissy slut deepthroat and anal dildo ride
    Antwerp Sissy
    1.4K views
    Sissy Monique - Blowjobtraining in the redlight district
    03:34
    Sissy Monique - Blowjobtraining in the redlight district
    GummipuppeMonique
    1.2K views
    Sissy Monique - I'm sitting in the brothel window
    04:36
    Sissy Monique - I'm sitting in the brothel window
    GummipuppeMonique
    1.4K views
    fuck sissy pussy
    04:39
    fuck sissy pussy
    Kibis
    874 views
    Back
    1
    1. 1
    2. ...
    3. 6
    4. ...
    5. 10
    6. 11
    7. 12
    8. 13
    9. 14
    10. ...
    11. 20
    12. ...
    13. 28
    28
    Next

    Categories Related to Sissy Trained

    • Femdom Sissy Training
    • Shemale Sissy Training
    • First Time With Trans Woman
    • Step Mom Sex
    • Sissy Whore Training
    • Whore Training
    • Male to Female Transformation
    • Sissy Slave Training
    • Sissy Training JOI
    • Sex with Stepmom

    Searches Related to Sissy Trained

    • Extreme Sissy Training
    • Shemale Sissy Training
    • Sissy Gloryhole Training
    • Extreme Sissy BBC Trainer
    • Fat Femboy
    • Obedience Pleasure Sissy Slut Training
    • Caught Crossdressing and Fucked
    • The Sissy's Future
    • Femboy XXX
    • Israeli Army Girls
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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