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
    Home
    Live Sex
    Faphouse
    Premium Videos
    Categories
    Pornstars
    Channels
    Photos
    • Upload
    Newest Videos Best Videos Short Videos Categories
    Subscriptions Liked Watch History
    Pornstars Channels Photos Top Creators Awards 2025 Dating
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • 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
    • Cartoon
    • Compilation
    • Couple
    • Creampie
    • Cuckold
    • Cum In Mouth
    • Cumshot
    • Dildo
    • Domination
    • Double Penetration
    • Fetish
    • FTM
    • Gangbang
    • Group Sex
    • Guy Fucks Shemale
    • Handjob
    • Hentai
    • Homemade
    • Interracial
    • Ladyboy
    • Lingerie
    • Massage
    • Masturbation
    • Mature
    • 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
    • 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
    Mommy Sissy
    Homemade Sissy
    Submissive Sissy
    Sissy Blowjob
    Sissy Lingerie
    Sissy Chastity
    Sissy Gangbang
    Russian Sissy
    Sissy Compilation
    Beautiful Sissy
    By clicking the content you will also see an ad. AD
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    889.7K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    781.1K views
    Cock Craving Whore - Sissy training JOI - Femdom
    08:45
    Cock Craving Whore - Sissy training JOI - Femdom
    398K views
    Sissy #1: Accepting Your Destiny
    11:37
    Sissy #1: Accepting Your Destiny
    508.4K views
    Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
    08:25
    Sissy Candy in Red Lingerie Gets Spitroasted by Her Fucking Machine and Doll
    Sissy Candy
    22.7K views
    Submissive sissy slut training
    05:55
    Submissive sissy slut training
    788.8K views
    How to train your sissy ass
    17:41
    How to train your sissy ass
    677.4K views
    Sissy Brainwashing Training
    13:46
    Sissy Brainwashing Training
    374.9K views
    Sissy in Training
    01:27:33
    Sissy in Training
    390.7K views
    Sissy: A slut documentary
    08:12
    Sissy: A slut documentary
    Brat Perversions
    46.8K views
    So You Think You're a Sissy Slut?
    06:37
    So You Think You're a Sissy Slut?
    Mistress Jodie May
    96.7K views
    Mrs Lovings Sissy Training
    10:13
    Mrs Lovings Sissy Training
    2.3M views
    SISSY TRANSFORMATION
    11:07
    SISSY TRANSFORMATION
    665.3K views
    Mistress Eudora's Anal Slut
    05:28
    Mistress Eudora's Anal Slut
    Loren Aprile
    161.7K views
    Sissy in chastity is used by her mistress: foot worship, deepthroat, footjob, makes her have an orgasm and eats
    07:25
    Sissy in chastity is used by her mistress: foot worship, deepthroat, footjob, makes her have an orgasm and eats
    Vane03_siss
    2.5K views
    Having a Hard Time 8: Shemale Jane Massages Anna & Gets HJ From Vivian
    00:31
    Having a Hard Time 8: Shemale Jane Massages Anna & Gets HJ From Vivian
    Kathai Neram
    736 views
    Sissy training dreams
    26:14
    Sissy training dreams
    252.3K views
    Having a Hard Time 9: Shemale Jane Massages Anna & Standing Fucks Vivian
    00:31
    Having a Hard Time 9: Shemale Jane Massages Anna & Standing Fucks Vivian
    Kathai Neram
    just added
    sissy training video
    11:54
    sissy training video
    178.3K views
    CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    959.1K views

    Trending Sissy Trained Shemale Short Videos

    Stunning moment from "Sissy Vanessa works out with her new BBC dildos"
    Stunning moment from "Sissy Vanessa works out with her new BBC dildos"
    Vane03_siss
    3.2K views
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    Sissy Candy
    1.3K views
    Powerful moment from "getting fucked by a thrusting cock"
    Powerful moment from "getting fucked by a thrusting cock"
    AnalSlutSissyTiffany
    594 views
    Sissy Kaya deepthroat training
    Sissy Kaya deepthroat training
    SissyKaya
    2.8K views
    Sissy Anal Training
    Sissy Anal Training
    Sissy Slut Chantal Sweet
    23K views
    sissi- nina- complication- with- half- assgasm
    sissi- nina- complication- with- half- assgasm
    S Sissy Slut Nina
    7.5K views
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    258.4K views
    Kimber Haven BBC Sissy Training
    08:45
    Kimber Haven BBC Sissy Training
    Kimberhaven
    92.6K views
    Petra the hardcore anal slut (incl dap tap fist en huge dildo)
    39:25
    Petra the hardcore anal slut (incl dap tap fist en huge dildo)
    PetraTVsletje
    just added
    Sissy Whiteboy Training
    01:23:19
    Sissy Whiteboy Training
    208.6K views
    Hard Sissy Training and Sissygasm Compilation
    03:36
    Hard Sissy Training and Sissygasm Compilation
    Lola Spais
    just added
    Having a Hard Time 6: Shemale Jane's HJ From Jessica & BJ From Rachel
    00:33
    Having a Hard Time 6: Shemale Jane's HJ From Jessica & BJ From Rachel
    Kathai Neram
    629 views
    Sissy Threesome Training
    06:12
    Sissy Threesome Training
    TS-PiperXO
    3.2K views
    Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
    01:51
    Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
    Sonechka25
    132K views
    Asian beauty in school uniform squirts while training her own anal by pushing a huge anal plug out of her sissy pussy.
    07:47
    Asian beauty in school uniform squirts while training her own anal by pushing a huge anal plug out of her sissy pussy.
    Harinni
    2K views
    How To Self Suck - Yoga Training With Jessica Bloom
    09:59
    How To Self Suck - Yoga Training With Jessica Bloom
    Jessica Bloom
    119.4K views
    Sissy femboy training
    13:44
    Sissy femboy training
    Kokito009
    643.5K views
    All Cumshots Compilation Part 2
    02:54
    All Cumshots Compilation Part 2
    Lola Spais
    just added
    Having a Hard Time 7: Shemale Jane's Full Body Massage on Anna
    00:31
    Having a Hard Time 7: Shemale Jane's Full Body Massage on Anna
    Kathai Neram
    609 views
    Trans Ria Bentley Trains Stepdaughter Eden Espi for Anal Sex
    08:12
    Trans Ria Bentley Trains Stepdaughter Eden Espi for Anal Sex
    Ria_Bentley
    66.1K views
    Pink sissy bimbo slut trixie training her holes
    09:07
    Pink sissy bimbo slut trixie training her holes
    1K views
    Having a Hard Time 5 Shemale Jane's Masturbate to Himiko HJ Cum
    00:31
    Having a Hard Time 5 Shemale Jane's Masturbate to Himiko HJ Cum
    Kathai Neram
    391 views
    Training sissy maid
    03:24
    Training sissy maid
    Lola Spais
    991 views
    Made this for reddit user
    01:09
    Made this for reddit user
    LexWilldo04
    just added
    Sissy in Chastity Rubs Her Locked Clit with Dildos and Toys
    06:46
    Sissy in Chastity Rubs Her Locked Clit with Dildos and Toys
    Sissy Candy
    just added
    Having Hard Time 10: Jane's Toilet Pound & Multi-cum Handjob - 2
    00:33
    Having Hard Time 10: Jane's Toilet Pound & Multi-cum Handjob - 2
    Kathai Neram
    just added
    I Cum From Anal When My Girl Fucks Me
    00:45
    I Cum From Anal When My Girl Fucks Me
    Lola Spais
    just added
    Sissy in Chastity Fucks Her Ass with Red Dildo in Front of the Mirror.
    01:01
    Sissy in Chastity Fucks Her Ass with Red Dildo in Front of the Mirror.
    Traviezisha
    406 views
    Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity
    07:47
    Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity
    Vane03_siss
    3.1K views
    Erika Sissy Gets Her Ass Spanked Many Times by a Naked Alpha Male.
    02:08
    Erika Sissy Gets Her Ass Spanked Many Times by a Naked Alpha Male.
    Traviezisha
    275 views
    Having Hard Time 10: Jane's Toilet Pound & Multi-cum Handjob - 1
    00:33
    Having Hard Time 10: Jane's Toilet Pound & Multi-cum Handjob - 1
    Kathai Neram
    just added
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    09:06
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    564.1K views
    Sissy Training Volume 4 - Daddy's Home
    05:47
    Sissy Training Volume 4 - Daddy's Home
    303.4K views
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 15
    9. ...
    10. 28
    28
    Next

    Categories Related to Sissy Trained

    • Becoming a Sissy
    • Sissys
    • Sissy Dominated
    • Femboy Slut
    • Sissies in Chastity
    • Hardcore Domination
    • Crossdresser Fucked Hard
    • Shemale Feminization
    • Crossdressing Boy to Girl
    • Whore Training

    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