PornPorn Transgender • US
    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
    • Big Cock
    • Black
    • 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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • 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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Domination Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Domination
    Training
    Sissy Training
    Sissy Domination
    Sissy Crossdresser
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Cuckold
    Submissive Sissy
    Sissy Gangbang
    Sissy Femdom
    Best Videos
    By clicking the content you will also see an ad. AD
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.7M views
    Threesome Sissy Domination
    08:12
    Threesome Sissy Domination
    TSRyley
    5.9K views
    How to train your sissy ass
    17:41
    How to train your sissy ass
    646.5K views
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    233.7K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    675.8K views
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    108.8K views
    Sissyfication
    43:09
    Sissyfication
    1M views
    POV Hard Pegging Jasmine Dlight From Mistress
    02:17
    POV Hard Pegging Jasmine Dlight From Mistress
    Jasmine_dlight
    97K views
    Teaching a Fag his place
    13:47
    Teaching a Fag his place
    Kimberhaven
    803.7K views
    Making My Cock Explode
    08:09
    Making My Cock Explode
    TSRyley
    44.9K views
    Training to become a sissy cuckold
    03:26
    Training to become a sissy cuckold
    amatorxxx
    612K views
    Between the Lines & Between My Legs
    14:17
    Between the Lines & Between My Legs
    Gray Perrier
    78.4K views
    Real sissy hypnotic
    24:43
    Real sissy hypnotic
    219.9K views
    All That Throat Training Pays off: Facefucking Gorgeous Transwife Melody
    10:52
    All That Throat Training Pays off: Facefucking Gorgeous Transwife Melody
    Melodyfluffington
    270.9K views
    Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
    05:11
    Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
    Jessica Bloom
    273.5K views
    Ryley Rails Dominates You
    06:51
    Ryley Rails Dominates You
    TSRyley
    43.5K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    My Neighbor Fisting My Ass
    08:59
    My Neighbor Fisting My Ass
    Emmy Angeles
    130K views
    My wife told me to play this
    11:13
    My wife told me to play this
    949K views
    Sissy Throat Fuck Cum Swallow Training
    05:31
    Sissy Throat Fuck Cum Swallow Training
    437.9K views

    Relevant Short videos

    Threesome Sissy Domination
    Threesome Sissy Domination
    TSRyley
    133 views
    Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
    Anastasia Mistress sexy domina girl in black stockings with small tits dominates by sissy trap strapon
    Anastasia Mistress
    18.7K views
    Sissy Cop leaking cum from her cage
    Sissy Cop leaking cum from her cage
    SissySlutMiriam
    8.5K views
    sissi- nina- complication- with- half- assgasm
    sissi- nina- complication- with- half- assgasm
    S Sissy Slut Nina
    6.9K views
    Sissy Sanne gets another task from daddy
    Sissy Sanne gets another task from daddy
    Sanne
    5.1K views
    Jessica has been a very naughty gurl, really unhappy about this Mistress has instructed her to under go some intense training...
    Jessica has been a very naughty gurl, really unhappy about this Mistress has instructed her to under go some intense training...
    JessicaXD
    4.9K views
    A guide to sissication: Beginner - Am I a sissy?
    23:32
    A guide to sissication: Beginner - Am I a sissy?
    731.9K views
    Fisting Double Sissygasm Cumshots
    01:38
    Fisting Double Sissygasm Cumshots
    Lola Spais
    146K views
    Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
    24:55
    Guy Gets His Balls Tied up in Threesome and Gets Anal Fucked by Tranny
    Shemale TS Collection
    80.1K views
    Assfucked by a Sissy
    13:01
    Assfucked by a Sissy
    Natalie Napoli
    13K views
    Hypnotic sissy cum.
    13:29
    Hypnotic sissy cum.
    185.7K views
    Admit That You Are a Slut For My Cum
    13:12
    Admit That You Are a Slut For My Cum
    Natalie Napoli
    330.2K views
    Sissy in Training
    01:27:33
    Sissy in Training
    378.7K views
    Kira caught during self-bondage
    02:45
    Kira caught during self-bondage
    Twistedrama
    42.4K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    853.6K views
    Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl
    05:43
    Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl
    alinanightsky
    336.8K views
    Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    649.2K views
    AB094 Lustful teacher extreme trained -Milking 65cm dildo  (Chinese and English subtitles)
    03:52
    AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)
    Abby Kitty
    366.1K views
    mistress cages sissy
    12:29
    mistress cages sissy
    935.7K views
    Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI
    07:47
    Jerk off While I cum on Your Face Sissy Faggot - Jessica Bloom Humilation JoI
    Jessica Bloom
    323.8K views
    anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    86.8K views
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    09:06
    TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
    551.2K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    678.8K views
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    11:53
    POV housemate finds your panties and feminizes you JOI dominant trans girl
    Holly unt
    160.9K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    Submissive femboy is feminized and fucked
    08:30
    Submissive femboy is feminized and fucked
    Crystal Phoenix
    295.4K views
    How to Train Your Sissy Boyfriend
    08:12
    How to Train Your Sissy Boyfriend
    Brat Perversions
    98.1K views
    SISSYSTUDENT: BECOMING A SISSY
    11:05
    SISSYSTUDENT: BECOMING A SISSY
    319.5K views
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    72.5K views
    I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI
    05:31
    I'm gonna turn you into my little bitch and fuck your throat raw with my big, throbbing cock - FEMINIZATION ROLEPLAY - AI
    Melissa Wet Tales
    92.4K views
    CD TRAP SISSY EDUCATION TRAINING 101
    01:27:33
    CD TRAP SISSY EDUCATION TRAINING 101
    916.1K views
    horny skinny mistress JOI and CEI make u my sissy fuck hole
    05:22
    horny skinny mistress JOI and CEI make u my sissy fuck hole
    Nadja Cox
    243.1K views
    Mistress Eudora's Anal Slut
    05:28
    Mistress Eudora's Anal Slut
    Loren Aprile
    137.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Domination Training

    • Bi Confusion Sissy Training
    • Shemale Brainwash
    • Femboy Domination
    • Cock Sucking Trainer
    • Femdom Feminization
    • Submissive Crossdresser and Master
    • Turning Him Into a Complete Bitch
    • Girlcock Brainwashing
    • Dominant Dirty Talk
    • Sissification Process
    • Shemales Pegging Guys
    • Instruction for Crossdressers
    • Sissy Cocksucker Training
    • Submissive Crossdresser Fucked Hard
    • How to Sissygasm
    • Sissyslut
    • Trap Domination
    • Feminize Yourself
    • Feminized Husband
    • Become Slut

    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