Porn Porn Transgender • US
  • Live Sex
  • Premium Premium Videos
  • Categories
  • Pornstars
  • Channels
  • photos
HALLOWEEN SALE – 50% OFF! 👻🎃 Limited Time, Big Thrills!

Sissy Journey Porn Videos

Ad notice
Free Videos
Short Videos
Sissy Journey
Premium Videos
Photos
Sissy
The Sissy Journey
Sissy Crossdresser
Sissy Training
Sissy Feminization
Sissy Chastity
Sissy BBC
Sissy Husband
Sissy Fucked
Sissy Compilation
Sissy Slave
Sissy Cuckold
Sissy Gangbang
Sissy Blowjob
Sissy Boy
Young Sissy
Femdom Sissy
Sissy Faggot
Sissy Cum
Sissy Creampie
HD
Full HD
4K
VR
Best Videos
  • THE SISSY'S FUTURE
    07:56
    THE SISSY'S FUTURE
    688.6K views
  • Amanda's pornstar journey continues
    08:17
    Amanda's pornstar journey continues
    3.1K views
  • Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    715K views
  • Sissy Ecstasy Hypno
    05:20
    Sissy Ecstasy Hypno
    188.2K views
  • Fap To Tgirl Slut Fingering Her Fat Fucking Asshole Before Slapping Cocks With Her As You Both Journey Throughout The Cosmos
    07:26
    Fap To Tgirl Slut Fingering Her Fat Fucking Asshole Before Slapping Cocks With Her As You Both Journey Throughout The Cosmos
    Linzy19
    28.3K views
  • Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    922.8K views
  • Sissy Brainwashing
    11:42
    Sissy Brainwashing
    196.6K views
  • Just Us. Another video just after starting hormones. will you stay with me on my journey?
    12:33
    Just Us. Another video just after starting hormones. will you stay with me on my journey?
    Syn Thetic
    112.3K views
  • Sissy Transformation
    02:27
    Sissy Transformation
    Sissy Cuck Mind Fuck
    47.1K views
  • What Shemales are for
    07:30
    What Shemales are for
    Kimberhaven
    125.7K views
  • Journey Into Sissyhood Sissy Stepson Caught His Stepmom with Big Black Dick in Her Mouth and Watched Her Getting Covered in Cum
    26:15
    Journey Into Sissyhood Sissy Stepson Caught His Stepmom with Big Black Dick in Her Mouth and Watched Her Getting Covered in Cum
    Dirty GamesxXx
    16.5K views
  • No Escape -- Sissy Brainwash Reprogramming
    02:17
    No Escape -- Sissy Brainwash Reprogramming
    Sissy Cuck Mind Fuck
    36.6K views
  • Sissy Slut Re-Shuffle
    08:29
    Sissy Slut Re-Shuffle
    92.6K views
  • Thick Muscle Futanari Fucks Fern - Beyond Journeys End
    11:00
    Thick Muscle Futanari Fucks Fern - Beyond Journeys End
    Wraith931
    2K views
  • Sissy Hypno Trip # 11
    12:52
    Sissy Hypno Trip # 11
    485.9K views
  • Sissy Captions Story
    08:44
    Sissy Captions Story
    270.6K views
  • Be A Slutty Sissy
    13:12
    Be A Slutty Sissy
    36.1K views
  • Sissy Boy Training
    04:08
    Sissy Boy Training
    810.6K views
  • How You Became A Sissy
    05:20
    How You Became A Sissy
    604.2K views
  • Dress sexy at club
    00:46
    Dress sexy at club
    419.5K views
  • Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    656.8K views
  • Relevant Short videos

    The journey continues
    The journey continues
    Sandy S Banks
    2.4K views
    Mary's Journey
    Mary's Journey
    Lupercal
    1.8K views
    Sissy Training Day 2 - My Feminization Journey Continues
    Sissy Training Day 2 - My Feminization Journey Continues
    femboylina2026
    884 views
    Thick Muscle Futanari Fucks Fern - Beyond Journeys End
    Thick Muscle Futanari Fucks Fern - Beyond Journeys End
    Wraith931
    861 views
    Fun and Fabulous: Join Me on My Porn Journey | Clip 1
    Fun and Fabulous: Join Me on My Porn Journey | Clip 1
    Crossdresserkitty
    240 views
    Love and Laughter: Embarking on a Crossdresser's Romantic Journey! | Clip 1
    Love and Laughter: Embarking on a Crossdresser's Romantic Journey! | Clip 1
    Crossdresserkitty
    260 views
  • Sissy
    03:40
    Sissy
    107K views
  • Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.7M views
  • Podcast Ep10: Sissy Bimbo Slut Talk
    32:04
    Podcast Ep10: Sissy Bimbo Slut Talk
    littlemissbrat
    144K views
  • Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    1.1M views
  • I AM SO READY TO BE A SISSY WHORE FOR MEN
    41:14
    I AM SO READY TO BE A SISSY WHORE FOR MEN
    599.5K views
  • Welcome to Your New Life -- Sissy Brainwash
    03:39
    Welcome to Your New Life -- Sissy Brainwash
    Sissy Cuck Mind Fuck
    69.1K views
  • you will fall under hypnosis eventually
    10:30
    you will fall under hypnosis eventually
    110.4K views
  • Submission Sissy Trainer
    03:23
    Submission Sissy Trainer
    1.4M views
  • Become A Trap
    04:16
    Become A Trap
    278.7K views
  • Sissy Slut Motel
    58:39
    Sissy Slut Motel
    984.1K views
  • AmberSis - Sissy Whore
    09:34
    AmberSis - Sissy Whore
    51.9K views
  • How to train your sissy ass
    17:41
    How to train your sissy ass
    869.6K views
  • Your friendly Sissy Trainer GERMAN
    09:22
    Your friendly Sissy Trainer GERMAN
    642.8K views
  • Ultimate Sissy Fuck Doll Trainer
    07:04
    Ultimate Sissy Fuck Doll Trainer
    Ria_Bentley
    640.3K views
  • Sissy Suck Mantra
    09:00
    Sissy Suck Mantra
    107.3K views
  • Turned Into A Cock Loving Sissy
    18:35
    Turned Into A Cock Loving Sissy
    1.1M views
  • Sissy Dreams - 3 (eng)
    26:15
    Sissy Dreams - 3 (eng)
    1.2M views
  • Sissy 6
    19:29
    Sissy 6
    1.7M views
  • sissyhypnotrip7
    06:46
    sissyhypnotrip7
    231.5K views
  • shemale cum sissy slut cums Trans cumming
    16:14
    shemale cum sissy slut cums Trans cumming
    SissyGirlTs
    509.9K views
  • Sissy delicious (Part 2)
    13:40
    Sissy delicious (Part 2)
    284K views
  • Serve Men, Sissy
    06:08
    Serve Men, Sissy
    697K views
  • Kimber's Sissy Trainer
    07:12
    Kimber's Sissy Trainer
    Kimberhaven
    184.6K views
  • Anal training for experienced anal sluts
    27:27
    Anal training for experienced anal sluts
    304.6K views
  • Permanent Sissification
    03:30
    Permanent Sissification
    234.1K views
  • sissyhypnotrip4
    07:11
    sissyhypnotrip4
    236.7K views
Next page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. ...
  8. 41
  9. ...
  10. 80
80

Porn Related to Sissy Journey

New Sissy Life
First Sissygasm
Become a Girl
Boy Turned Into Slut
Femboy Story
Sissyslut
Feminization POV
Bound Sissy's Orgasm
Sissy Maid Humiliation
Sissy-Virgin
Crossdresser Bookstore
Chastity Mistress
Bored Wife
Horny Slut
Sissyboilucy
Slutty Stepmom
Sissyjay
Girlcock Brainwashing
Trans Blog
Naughty Schoolgirl 18
Related Channels
  • #147
    Sissy Instruction
    Sissy Instruction
  • #179
    Kimberhaven
    Kimberhaven
  • #131
    Brat Perversions
    Brat Perversions
  • #338
    iwantclips
    iwantclips
  • #323
    Sissy in Chastity
    Sissy in Chastity
  • #200
    PORNSTARS BEHIND THE SCENES
    PORNSTARS BEHIND THE SCENES
  • #406
    River Enza
    River Enza
  • #202
    TS-Perversions
    TS-Perversions
  • View all
Monetize your content
Become a creator
xHamster
  • About us
  • Blog
  • Creator's Blog
  • Advertising
  • xHamster Awards 2025
  • SEO Specialist Job
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
U.S.C. 2257 Notice
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