PornPorn 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
    • Mature
    • Old & Young
    • Lesbian
    • All categories
    Live Sex
    Categories
    • Mature
    • Amateur
    • Homemade
    • 18 Year Old
    • American
    • All categories
    Pornstars
    • Pornstars
    • Celebrities
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Mature
    • MILF
    • Hentai
    • Big Tits
    • Granny
    • All categories
    Nude Chat
    Nude Chat
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    Subscriptions Liked Watch History
    Newest Videos Best Videos Short Videos Top Creators Awards 2025
    • American
    • 4K Porn
    • HD Videos
    • VR Porn
    • The Handy
    • 18 Year Old
    • African
    • Amateur
    • Anal
    • Asian
    • Ass
    • Babe
    • Bangladeshi
    • BBC
    • BBW
    • BDSM
    • Big Ass
    • Big Cock
    • Big Natural Tits
    • Big Tits
    • Bisexual
    • Black
    • Blowjob
    • Brutal Sex
    • Cartoon
    • Casting
    • Celebrity
    • Cheating
    • Chinese
    • Close-up
    • Colombian
    • Compilation
    • Cougar
    • Creampie
    • Cuckold
    • Cum in Mouth
    • Cum Swallowing
    • Cumshot
    • Deep Throat
    • Dirty Talk
    • Doggy Style
    • Double Penetration
    • Eating Pussy
    • Female Masturbation
    • Femdom
    • Gangbang
    • Gay Porn
    • German
    • GILF
    • Granny
    • Group Sex
    • Hairy
    • Handjob
    • Hardcore
    • Hentai
    • Homemade
    • Indian
    • Indonesian
    • Interracial
    • Japanese
    • Latina
    • Lesbian
    • Massage
    • Mature
    • Mexican
    • MILF
    • Mom
    • Nude
    • Old & Young
    • Orgasm
    • Pakistani
    • PAWG
    • Porn
    • Porn for Women
    • Retro
    • Russian
    • SFW
    • Teen
    • Transgender Porn
    • All categories

    Sissy Training Porn Videos

    All VR 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
    Training
    Sissy Anal Training
    Sissy Slave Training
    Slave Training
    Sissy Husband
    Sissy Compilation
    Sissy Slut
    Femdom Sissy
    Anal Training
    Sissy Crossdresser
    Sissy Cuckold
    Sissy Transformation
    Sissy Faggot
    Sissy Slave
    Sissy Humiliation
    Amateur Sissy
    BBC Sissy
    By clicking the content you will also see an ad. AD
    Sissi, your role, this feminine role that is now coming to you, is simply becoming clearer and clearer, you are really no longer a man from now on
    15:39
    Sissi, your role, this feminine role that is now coming to you, is simply becoming clearer and clearer, you are really no longer a man from now on
    Lady Julina
    just added
    Wife Makes You Her Mtf Sissy Slut Camwhore & Lesbian Lover
    09:00
    Wife Makes You Her Mtf Sissy Slut Camwhore & Lesbian Lover
    Veggiebabyy
    just added
    Lola Starts Her Service to Me with Some Light Humiliation
    05:01
    Lola Starts Her Service to Me with Some Light Humiliation
    The Izars
    just added
    POV Cuckold vol 30
    58:05
    POV Cuckold vol 30
    Roman Video
    just added
    Sissy Caned by Two Cruel Mistresses
    15:22
    Sissy Caned by Two Cruel Mistresses
    MistressBaton
    1K views
    My painted toes pegging his ass - prostate milking blowjob
    10:13
    My painted toes pegging his ass - prostate milking blowjob
    Shamelesshy
    1K views
    Vends-ta-culotte - Submissive and humiliation session for submissive man with a young French dominatrix
    10:39
    Vends-ta-culotte - Submissive and humiliation session for submissive man with a young French dominatrix
    Vends-ta-culotte
    5.3K views
    Mistress Harriet Converts Her Husband Into a Sissy Cuck
    02:16
    Mistress Harriet Converts Her Husband Into a Sissy Cuck
    Mistress Harriet
    1K views
    Mistress bhabhi strapon pegging him with big dildo
    08:22
    Mistress bhabhi strapon pegging him with big dildo
    Mrbunty98
    7.7K views
    On the beach, I dilate my cuckold's ass
    06:25
    On the beach, I dilate my cuckold's ass
    Kmarcouple
    3.8K views
    It's Film Day Curvy MILF Femdom Stepmom Rosie
    03:05
    It's Film Day Curvy MILF Femdom Stepmom Rosie
    P PaintedRose
    780 views
    Outdoor Goddess Worship & Sissification and Humiliation
    00:32
    Outdoor Goddess Worship & Sissification and Humiliation
    Princess Monica
    1K views
    The MILF will explain to you how to suck a dick properly, so even you will understand
    13:14
    The MILF will explain to you how to suck a dick properly, so even you will understand
    Polly Sweet
    4.7K views
    Caged Sissy Cuckold Gaming – Mistress gives Slave in Chastity a Handjob with Ruined Orgasm
    12:34
    Caged Sissy Cuckold Gaming – Mistress gives Slave in Chastity a Handjob with Ruined Orgasm
    Lucy Dee
    3.9K views
    my bday wishes are the tasks for you, sissy PART 4
    02:24
    my bday wishes are the tasks for you, sissy PART 4
    SecretHornyMilf
    841 views
    CBT with hardcover book while smelling my ass 619
    01:13
    CBT with hardcover book while smelling my ass 619
    Mistress Zeida
    5.9K views
    my bday  wishes are the tasks for you, sissy PART 1
    02:07
    my bday wishes are the tasks for you, sissy PART 1
    SecretHornyMilf
    1.2K views
    Rainwear Humiliation - Shiny, Stupid, and Mine
    09:24
    Rainwear Humiliation - Shiny, Stupid, and Mine
    UKCuteGirl Lucy Lauren
    5.2K views
    Rope bondage, shibari. Dominatrix Nika ties up her Sissy Blaire_18 with ropes and plays with her slender body.
    05:26
    Rope bondage, shibari. Dominatrix Nika ties up her Sissy Blaire_18 with ropes and plays with her slender body.
    Dominatrix Nika
    3.3K views
    Sissy Blaire_18 sucks my strap-on, masturbates the toy with her hair, and practices deep throating. POV.
    05:33
    Sissy Blaire_18 sucks my strap-on, masturbates the toy with her hair, and practices deep throating. POV.
    Dominatrix Nika
    1.1K views
    Day 5 of 7: CBT Day
    05:56
    Day 5 of 7: CBT Day
    Cassie Curves
    2.8K views
    Painted Rose
    06:05
    Painted Rose
    P PaintedRose
    1.6K views
    Day 2 Tease and Denial
    05:54
    Day 2 Tease and Denial
    Cassie Curves
    1.7K views
    Pegging & humiliating you sissy boy
    02:45
    Pegging & humiliating you sissy boy
    t tlc1992
    1.1K views
    Russian mistress asks you to give her a blowjob
    15:51
    Russian mistress asks you to give her a blowjob
    Polly Sweet
    5.7K views
    Naked twerking and slobbering with a dildo
    12:24
    Naked twerking and slobbering with a dildo
    Polly Sweet
    5.5K views
    Vends-ta-culotte - Domination and humiliation session by a beautiful French dominatrix
    10:25
    Vends-ta-culotte - Domination and humiliation session by a beautiful French dominatrix
    Vends-ta-culotte
    12.5K views
    Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger
    05:18
    Turn Into My Dumb Bimbo Sissy - Lip - Sucking Asmr for Pretty Face Obsession Clip by Findom Goaldigger
    FinDom Goaldigger
    1.3K views
    A sissy fetish for high heels
    06:47
    A sissy fetish for high heels
    Kmarcouple
    3.9K views
    You Are Not a Man Anymore - You Are My Feminized Sissy Girl - Asmr Transformation Clip by Findom Goaldigger
    05:28
    You Are Not a Man Anymore - You Are My Feminized Sissy Girl - Asmr Transformation Clip by Findom Goaldigger
    FinDom Goaldigger
    1.6K views
    Glasses Pressed to Your Forehead - Asmr Into My Femme Clip by Findom Goaldigger
    02:55
    Glasses Pressed to Your Forehead - Asmr Into My Femme Clip by Findom Goaldigger
    FinDom Goaldigger
    996 views
    Sissy Surrender - Asmr Domination and Lip Service for My Fragile Beta Clip by Findom Goaldigger
    04:55
    Sissy Surrender - Asmr Domination and Lip Service for My Fragile Beta Clip by Findom Goaldigger
    FinDom Goaldigger
    667 views
    Your Lips Are Mine Now - Feminization Asmr Clip by Findom Goaldigger
    03:20
    Your Lips Are Mine Now - Feminization Asmr Clip by Findom Goaldigger
    FinDom Goaldigger
    941 views
    Pout for Your Goddess Asmr Lip Transformation Findom Feminization
    02:49
    Pout for Your Goddess Asmr Lip Transformation Findom Feminization
    FinDom Goaldigger
    767 views
    He Knows Exactly What I Need even If It’s Not from Him
    05:20
    He Knows Exactly What I Need even If It’s Not from Him
    Thehappylife
    1.7K views
    Sofia
    Online
    Sofia
    Late-night Pegging with Your Wife
    02:46
    Late-night Pegging with Your Wife
    SwitchViewVR
    3.2K views
    Sissy Lockdown - Whispers and Wallet Ruin in My Glasses Clip by Findom Goaldigger
    04:52
    Sissy Lockdown - Whispers and Wallet Ruin in My Glasses Clip by Findom Goaldigger
    FinDom Goaldigger
    882 views
    You’re Not a Man - You’re My Sissy Slave!
    05:21
    You’re Not a Man - You’re My Sissy Slave!
    FinDom Goaldigger
    1.4K views
    Sissy, I’ll Make You Lick My Glasses and Lips While I Spend Your Money
    04:59
    Sissy, I’ll Make You Lick My Glasses and Lips While I Spend Your Money
    FinDom Goaldigger
    709 views
    Bulls Paying for Your Pink Panties
    05:15
    Bulls Paying for Your Pink Panties
    FinDom Goaldigger
    936 views
    Sissy Surrender: Cucked and Controlled in My Whispering Chambers by Findom Goaldigger
    06:53
    Sissy Surrender: Cucked and Controlled in My Whispering Chambers by Findom Goaldigger
    FinDom Goaldigger
    816 views
    Your Wife Wears My Collar Now - and You Are Her Sissy Maid, Dont Forget That! by Findom Goaldigger
    05:41
    Your Wife Wears My Collar Now - and You Are Her Sissy Maid, Dont Forget That! by Findom Goaldigger
    FinDom Goaldigger
    928 views
    Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger
    03:10
    Sissy Surrender - Glasses and Lipstick Humiliation Asmr Clip by Findom Goaldigger
    FinDom Goaldigger
    1.1K views
    Goddesssglasses Gaze - Sissy Obedience Asmr by Findom Goaldigger
    02:49
    Goddesssglasses Gaze - Sissy Obedience Asmr by Findom Goaldigger
    FinDom Goaldigger
    619 views
    Vends-ta-culotte - Domination and humiliation session by a beautiful brunette and hairy French dominatrix
    10:40
    Vends-ta-culotte - Domination and humiliation session by a beautiful brunette and hairy French dominatrix
    Vends-ta-culotte
    14.6K views
    Sob Into My Eyeglasses While I Spend Your Pension, Sissygirl
    03:47
    Sob Into My Eyeglasses While I Spend Your Pension, Sissygirl
    FinDom Goaldigger
    561 views
    Back
    1
    1. 1
    2. ...
    3. 24
    4. ...
    5. 46
    6. 47
    7. 48
    8. 49
    9. 50
    10. ...
    11. 53
    12. ...
    13. 58
    58
    Next

    Categories Related to Sissy Training

    • Mom and Step Son Vacation
    • Sex in Gym
    • Missionary POV
    • Wife Business Trip
    • First Time with a Woman
    • Family Role Play
    • Sex after Gym
    • Slut Training
    • Family Fucking Family
    • Tit Fucking

    Searches Related to Sissy Training

    • Army Sex Full Movie First Time
    • Sissy Slave Training
    • Real Army Girl
    • 100 Girls Dressed and Undressed
    • Sissy Femboy Training
    • War Prison Girls Uncensored
    • Public Girl
    • Publically Fucked in Front of a Crowd
    • Army Sex Full Movies First Time
    • Women Naked Groups for Slave Training

    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