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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    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 for Women
    • Retro
    • Russian
    • SFW
    • Teen
    • Transgender Porn
    • All categories

    Sissy Training 720p HD Porn Videos

    All HD 4K VR
    Trending
    Newest
    Best Videos
    Premium Videos
    720p+
    • 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
    Clear filters
    Sissy HD
    Training HD
    Sissy Anal Training HD
    Sissy Slave Training HD
    Slave Training HD
    Sissy Husband HD
    Sissy Compilation HD
    Sissy Slut HD
    Femdom Sissy HD
    Sissy Crossdresser HD
    Anal Training HD
    Sissy Cuckold HD
    Sissy Transformation HD
    Sissy Faggot HD
    Sissy Slave HD
    Sissy Humiliation HD
    Amateur Sissy HD
    BBC Sissy HD
    By clicking the content you will also see an ad. AD
    Mistress Makes You Suck Dick - Femdom Blowjob Pleasure
    08:08
    Mistress Makes You Suck Dick - Femdom Blowjob Pleasure
    FapHouse
    4.9K views
    Mistress Kandy starring in video, Hubby is Now My Sissy, Cash
    02:00
    Mistress Kandy starring in video, Hubby is Now My Sissy, Cash
    78.9K views
    Hot femdom strap on compilation Gabby_19 Gabby Lust
    01:38
    Hot femdom strap on compilation Gabby_19 Gabby Lust
    Gabby Lust
    6.8K views
    NEW VID: IMPATIENT SISSY SUCKS ME OFF WHILE I FINISH MY GAME
    02:24
    NEW VID: IMPATIENT SISSY SUCKS ME OFF WHILE I FINISH MY GAME
    Mulberry212
    21.7K views
    Maitresse Julia - Femdom -  I Fuck my Sissy with Strapon and give A miserable Jerk-off -Slave Training Whip and Pegging
    06:27
    Maitresse Julia - Femdom - I Fuck my Sissy with Strapon and give A miserable Jerk-off -Slave Training Whip and Pegging
    DeesseJulia
    104.8K views
    How do I Wake up My Slave? With a Pegging, of Course, Mistress Julia.
    02:28
    How do I Wake up My Slave? With a Pegging, of Course, Mistress Julia.
    DeesseJulia
    83.6K views
    EROTIC AUDIO - Mommy teaches you to become a sissy - JOI - ASMR
    09:46
    EROTIC AUDIO - Mommy teaches you to become a sissy - JOI - ASMR
    EllieMasonCheats
    80.1K views
    German domina and slave crossdresser in BDSM session
    16:37
    German domina and slave crossdresser in BDSM session
    BDSM Von Nebenan
    35.2K views
    Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!
    00:34
    Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!
    MistressKara04
    7.6K views
    On the beach, I dominate my husband
    05:39
    On the beach, I dominate my husband
    Kmarcouple
    20.8K views
    Mistress gives Sissy a Ruined Orgasm in Chastity Cage – Massive Load of Cum Rubbed on Mask and Fed to Her
    08:44
    Mistress gives Sissy a Ruined Orgasm in Chastity Cage – Massive Load of Cum Rubbed on Mask and Fed to Her
    Lucy Dee
    61.7K views
    He doesn't have a dick. Just watch me masturbate!
    06:51
    He doesn't have a dick. Just watch me masturbate!
    KinkyHome
    29.2K views
    Sissy Wife Eats Her Cum Out of Her Panties - Clara Dee JOI
    07:29
    Sissy Wife Eats Her Cum Out of Her Panties - Clara Dee JOI
    Clara Dee
    71.2K views
    Gonna Be My Sissy Bitch Butt Slut? - Shannon Heels
    10:17
    Gonna Be My Sissy Bitch Butt Slut? - Shannon Heels
    linktree
    81.4K views
    Sissygasm Tutorial - Sissification with the Lady of Feminization
    20:48
    Sissygasm Tutorial - Sissification with the Lady of Feminization
    Lady Julina
    56.6K views
    Vends-ta-culotte - Anal training instructions for submissive men by an experienced dominatrix
    10:31
    Vends-ta-culotte - Anal training instructions for submissive men by an experienced dominatrix
    Vends-ta-culotte
    6.8K views
    Two dominating girlfriends and fucking a common sissy slut
    10:10
    Two dominating girlfriends and fucking a common sissy slut
    Kelly Aerick
    56.7K views
    French Cuckold Wife And Lesbian Anal Sissy
    05:08
    French Cuckold Wife And Lesbian Anal Sissy
    Stepmom Susan
    100.8K views
    Stop! Feminine sissies do not jerk their cock - sissy training and feminization with Lady Julina
    20:51
    Stop! Feminine sissies do not jerk their cock - sissy training and feminization with Lady Julina
    Lady Julina
    38.3K views
    Breathplay and hard spanking from a perfect Princess
    09:01
    Breathplay and hard spanking from a perfect Princess
    Sissy Sophie Marshall
    3.6K views
    anal dildo trainer
    15:17
    anal dildo trainer
    86.3K views
    SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
    11:10
    SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
    Fetish Explorers
    26.4K views
    Sissy Training Session Part 4 of 4 - October 12.2023
    06:11
    Sissy Training Session Part 4 of 4 - October 12.2023
    Drift3-4
    9.9K views
    Apocalust - Ep 38 - Inches From My Love Hole By RedLady2K
    05:58
    Apocalust - Ep 38 - Inches From My Love Hole By RedLady2K
    MissKitty2k
    118.7K views
    ALL ABOUT COCK COMPILATION – BIG FAT JUICY DICK WORSHIP
    04:15
    ALL ABOUT COCK COMPILATION – BIG FAT JUICY DICK WORSHIP
    173.4K views
    Extrem 40 Inch Green Dildo Snake for Sissy D - Part 1 of 2
    08:02
    Extrem 40 Inch Green Dildo Snake for Sissy D - Part 1 of 2
    Drift3-4
    61.7K views
    Sissy Training Session with Huge Strapon
    02:41
    Sissy Training Session with Huge Strapon
    DominaFireOfficial
    16.2K views
    Cuckold Femdom Cum Feeding after fuck, facesitting, piss in mouth, human toilet
    07:08
    Cuckold Femdom Cum Feeding after fuck, facesitting, piss in mouth, human toilet
    Sexy Cheating Mommy
    294.7K views
    Sissy Wife Anal JOI in Chastity
    06:46
    Sissy Wife Anal JOI in Chastity
    Clara Dee
    60K views
    Hottest Femdom Prostate Cock Milking Orgasm
    06:05
    Hottest Femdom Prostate Cock Milking Orgasm
    FapHouse
    8.8K views
    Real cuckold wife wants to suck cock together !!!
    06:05
    Real cuckold wife wants to suck cock together !!!
    Stepmom Susan
    34.9K views
    Apocalust - Ep 29 - We Will Get Through This By RedLady2K
    05:21
    Apocalust - Ep 29 - We Will Get Through This By RedLady2K
    MissKitty2k
    13.7K views
    Sissification FemDom POV video: sexy MILF dirty talk and humiliation (Arya Grander) training sissy
    15:02
    Sissification FemDom POV video: sexy MILF dirty talk and humiliation (Arya Grander) training sissy
    Lusty Curve Queen
    11.5K views
    Vends-ta-culotte - Bossy dominatrix woman wants to feminize you and train you to enjoy cock in your ass
    10:29
    Vends-ta-culotte - Bossy dominatrix woman wants to feminize you and train you to enjoy cock in your ass
    Vends-ta-culotte
    28.8K views
    She came home from work early and caught me in her pantyhose
    07:03
    She came home from work early and caught me in her pantyhose
    GreatLateDate
    20.8K views
    Valeria
    Online
    Valeria
    Sissies' Anal Competition: Who'll Stay in the Cage? Who'll Go in the Basement? Mistress Julia
    04:53
    Sissies' Anal Competition: Who'll Stay in the Cage? Who'll Go in the Basement? Mistress Julia
    DeesseJulia
    14.4K views
    Blowjob and Cumkiss for Sissy Husband
    11:53
    Blowjob and Cumkiss for Sissy Husband
    FapHouse
    38.8K views
    Extremely stretched sissy ass cunt P1 / 2
    12:56
    Extremely stretched sissy ass cunt P1 / 2
    Drift3-4
    9.8K views
    Tied up femboy twink milking and cumming like a whore
    06:05
    Tied up femboy twink milking and cumming like a whore
    KinkyHome
    65.2K views
    It's ok to be a pussy free, white boy!
    06:46
    It's ok to be a pussy free, white boy!
    143.9K views
    From Man to Humiliated Sissy with Blackmail-fantasy
    00:35
    From Man to Humiliated Sissy with Blackmail-fantasy
    Princess Monica
    2.2K views
    She planned it all out..
    20:54
    She planned it all out..
    Polly Sweet
    14.3K views
    Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89
    05:28
    Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89
    COLDANIVE
    2.8K views
    Sissy Channel - Der Styling Check
    07:04
    Sissy Channel - Der Styling Check
    Beauty-of-pain
    5.1K views
    CBT I Fuck His Dick in Close up
    28:39
    CBT I Fuck His Dick in Close up
    indecentlovers
    37K views
    6th part - mommy turns you into a sissy
    03:07
    6th part - mommy turns you into a sissy
    SecretHornyMilf
    11.6K views
    Back
    1
    1. 1
    2. ...
    3. 8
    4. ...
    5. 14
    6. 15
    7. 16
    8. 17
    9. 18
    10. ...
    11. 32
    12. ...
    13. 48
    48
    Next

    Categories Related to Sissy Training

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

    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