PornPorn 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
    Nude Chat
    Nude Chat
    Categories
    Pornstars
    Channels
    Photos
    • Upload
    LOVE SEASON SPECIAL Jerk off with REAL GIRLS in Nude Video Chat
    Newest Videos Best Videos Short Videos Categories
    Subscriptions Liked Watch History
    Pornstars Channels Photos Top Creators Awards 2025 Dating
    • American
    • Amateur
    • Mature
    • Old & Young
    • Lesbian
    • 4K Porn
    • HD Videos
    • VR Porn
    • The Handy
    • 18 Year Old
    • African
    • Amateur
    • Anal
    • Asian
    • Ass
    • Babe
    • BBC
    • BBW
    • BDSM
    • Big Ass
    • Big Cock
    • Big Natural Tits
    • Big Tits
    • Bisexual
    • Black
    • Blowjob
    • Brutal Sex
    • Cartoon
    • Celebrity
    • Cheating
    • Close-up
    • 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
    • GILF
    • Granny
    • Group Sex
    • Hairy
    • Handjob
    • Hardcore
    • Hentai
    • Homemade
    • Interracial
    • Latina
    • Lesbian
    • Massage
    • Mature
    • MILF
    • Mom
    • Nude
    • Old & Young
    • Orgasm
    • PAWG
    • Porn
    • Porn for Women
    • Retro
    • SFW
    • Teen
    • Transgender Porn
    • All categories

    Full-Length 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
    Full Video
    • All
    • 0~2 min
    • 2~5 min
    • 5~10 min
    • 10~30 min
    • 30+ min
    • Full Video
    Production
    • All
    • Producers
    • xHamster Creators
    Clear filters
    Sissy
    Training
    Sissy Anal Training
    Sissy Slave Training
    Slave Training
    Sissy Husband
    Sissy Crossdresser
    Sissy Compilation
    Sissy Slut
    Femdom Sissy
    Anal Training
    Sissy Cuckold
    Sissy Transformation
    Sissy Humiliation
    Sissy Slave
    Sissy Faggot
    Amateur Sissy
    BBC Sissy
    By clicking the content you will also see an ad. AD
    I am Trimming my chastity slave's pubic hair
    12:20
    I am Trimming my chastity slave's pubic hair
    Riders on the Floor
    6.4K views
    Sexy Mistress pegging Sissy cowboy slut
    19:18
    Sexy Mistress pegging Sissy cowboy slut
    BIZEXUAL
    7K views
    Controlled Official Music Video
    09:27
    Controlled Official Music Video
    FapHouse
    5.6K views
    FemDom female domination POV point of view video - SISSY play: Mistress in red lingerie Arya Grander
    14:41
    FemDom female domination POV point of view video - SISSY play: Mistress in red lingerie Arya Grander
    Lusty Curve Queen
    4.3K views
    My first sex with you Would be like this Femdom
    14:53
    My first sex with you Would be like this Femdom
    Onlyfans
    9.2K views
    Hot Pegging for my Sissy Boyfriend in Chastity.
    06:13
    Hot Pegging for my Sissy Boyfriend in Chastity.
    FemForHer
    28.8K views
    Pegging and fisting my man
    06:43
    Pegging and fisting my man
    Indecent Lovers
    12.6K views
    3.54" - 9cm Plug
    13:20
    3.54" - 9cm Plug
    Drift3-4
    8.4K views
    Neighbor Deepthroat Sucking With Mask
    05:18
    Neighbor Deepthroat Sucking With Mask
    FapHouse
    1.3K views
    A man in stockings takes Dominatrix Nick's strap-on in the ass. Hot pegging
    09:59
    A man in stockings takes Dominatrix Nick's strap-on in the ass. Hot pegging
    Dominatrix Nika
    7K views
    Husband play with dildo and wife this watching
    05:17
    Husband play with dildo and wife this watching
    fantasycouplexxx
    16.4K views
    Teaching my SISSY grilfriend how to FUCK a real pussy
    12:06
    Teaching my SISSY grilfriend how to FUCK a real pussy
    Fetish Explorers
    15.7K views
    Extreme 40inch Green Dildo Snake for Sissy D - Part 2 of 2
    10:17
    Extreme 40inch Green Dildo Snake for Sissy D - Part 2 of 2
    Drift3-4
    10.4K views
    Cock into Pussy
    06:00
    Cock into Pussy
    FinDom Goaldigger
    3.4K views
    girlfriend enjoys anal sex fucking her boyfriend ass with a double dildo PEGGING  rimming part 1
    13:37
    girlfriend enjoys anal sex fucking her boyfriend ass with a double dildo PEGGING rimming part 1
    COLDANIVE
    54.3K views
    Sissy Slut Fucked Hard By BBW Mistress In The Ass
    10:11
    Sissy Slut Fucked Hard By BBW Mistress In The Ass
    Queen Roxy
    10.5K views
    He wants a strong PROSTATE ORGASM, so I make him cum with my STRAPON - UnlimitedOrgasm
    19:14
    He wants a strong PROSTATE ORGASM, so I make him cum with my STRAPON - UnlimitedOrgasm
    Unlimited Orgasm
    19.5K views
    Smoking While Prostate Milking My Sissy – Hard Clit & Asshole
    05:51
    Smoking While Prostate Milking My Sissy – Hard Clit & Asshole
    Fat Goddes
    20.6K views
    Maitresse Julia - When i Give a Long Footjob in Pantyhose and Socks ! Reward for my slave !
    09:26
    Maitresse Julia - When i Give a Long Footjob in Pantyhose and Socks ! Reward for my slave !
    DeesseJulia
    83.6K views
    Well-trained Sissy Slut - part 3
    05:00
    Well-trained Sissy Slut - part 3
    FinDom Goaldigger
    7.4K views
    Sissy und Pegging Talk by Lou Nesbit, Lia Louise
    05:27
    Sissy und Pegging Talk by Lou Nesbit, Lia Louise
    Lia Louise
    29.6K views
    Sissy play - FemDom POV video - free porn clip - Arya Grander
    09:35
    Sissy play - FemDom POV video - free porn clip - Arya Grander
    Lusty Curve Queen
    11.6K views
    Anniversary strapon fun with Mr. Hankey's toys Cutler X
    15:37
    Anniversary strapon fun with Mr. Hankey's toys Cutler X
    Miss A And Joey
    88.2K views
    Dick Slapping & Mouth Fucking My Sissy Bitch – Making Her Gag
    06:20
    Dick Slapping & Mouth Fucking My Sissy Bitch – Making Her Gag
    Fat Goddes
    10.2K views
    Golden Shower wets my SISSY gurlfriend before FISTING cumshot
    14:17
    Golden Shower wets my SISSY gurlfriend before FISTING cumshot
    Fetish Explorers
    6.8K views
    Microbikini step-mom sissifies you!
    05:11
    Microbikini step-mom sissifies you!
    WhiteGoddessAlinaXXX
    10.2K views
    Sissy Training with Strap-on - FemDom POV sexy video - pin up curvy Mistress Arya Grander
    14:05
    Sissy Training with Strap-on - FemDom POV sexy video - pin up curvy Mistress Arya Grander
    Lusty Curve Queen
    13.8K views
    Wife Eats Sissy Babe’s Ass Out & Fingers Her Prostate
    06:13
    Wife Eats Sissy Babe’s Ass Out & Fingers Her Prostate
    Fat Goddes
    7K views
    Cock craving slut (Strap-On training)
    05:12
    Cock craving slut (Strap-On training)
    BadAssBitch
    21.3K views
    A girl in black boots fucks a guy in a chastity belt hard
    05:35
    A girl in black boots fucks a guy in a chastity belt hard
    Polly Sweet
    65.3K views
    Fuckable Girl – Transformation Spell
    06:00
    Fuckable Girl – Transformation Spell
    FinDom Goaldigger
    18.4K views
    Spanking, Sucking and Milking My Slave
    20:17
    Spanking, Sucking and Milking My Slave
    Lilja Switch
    97.9K views
    Wenn man geil wird beim Zugfahren
    05:09
    Wenn man geil wird beim Zugfahren
    Fickpension
    68.6K views
    Spitting SISSY's cum inside his ASS
    12:49
    Spitting SISSY's cum inside his ASS
    Fetish Explorers
    15.6K views
    Tip for my cock and worship it!
    06:00
    Tip for my cock and worship it!
    FinDom Goaldigger
    7K views
    Nami
    Online
    Nami
    POV – I want to eat his nasty ass like a dirty slut
    07:06
    POV – I want to eat his nasty ass like a dirty slut
    Iliketobeaslut
    62.2K views
    Classy Filth's 2nd gym session with Nemo Brown's DICK Episode 2 Part 1
    07:30
    Classy Filth's 2nd gym session with Nemo Brown's DICK Episode 2 Part 1
    Classy Filth
    14.1K views
    Censored JOI for Sissy Slut Loser - part 1
    06:00
    Censored JOI for Sissy Slut Loser - part 1
    FinDom Goaldigger
    9.2K views
    Preview: Lady Stefanie - This Is Cock Whore Gina - 1
    05:10
    Preview: Lady Stefanie - This Is Cock Whore Gina - 1
    Lady Stefanie Punkt Com
    23.3K views
    Sissy hotwife couple feminized each other to be get fuck
    11:00
    Sissy hotwife couple feminized each other to be get fuck
    TheaDesiHotwife
    3K views
    Mistress Acanthus gets licked, strap-on slave, deepthroat, humiliations slut
    07:13
    Mistress Acanthus gets licked, strap-on slave, deepthroat, humiliations slut
    maitresseacanthus
    2.7K views
    Lingerie Femdom Hot Cumshot #005 Woman Penetrates Her Boyfriend Long
    13:30
    Lingerie Femdom Hot Cumshot #005 Woman Penetrates Her Boyfriend Long
    FapHouse
    903 views
    Female Domination homemade strapon sissy amateur
    05:55
    Female Domination homemade strapon sissy amateur
    Sasha Earth
    11.1K views
    Mistress bhabhi strapon pegging him with big dildo
    08:22
    Mistress bhabhi strapon pegging him with big dildo
    Mrbunty98
    10.1K 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
    5.1K 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
    6.4K views
    Back
    1
    1. 1
    2. ...
    3. 8
    4. ...
    5. 14
    6. 15
    7. 16
    8. 17
    9. 18
    10. ...
    11. 20
    20
    Next

    Categories Related to Sissy Training

    • Sissyfication
    • Femdom Feminization
    • Women Dominating Men
    • Female Domination
    • Crossdressing with Wife
    • Submissive Boy
    • Sissification
    • Girls Torture Guy
    • Crossdresser Sex
    • Feminized

    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