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
    ICE MELTING SALE — 50% OFF 🧊🔥 Limited-time deal
    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
    Sissy Crossdresser
    Femdom Sissy
    Anal Training
    Sissy Cuckold
    Sissy Transformation
    Sissy Faggot
    Sissy Humiliation
    Sissy Slave
    Amateur Sissy
    BBC Sissy
    By clicking the content you will also see an ad. AD
    Mistress fucks her pussy and her subs tight sissy ass at the same time
    01:45
    Mistress fucks her pussy and her subs tight sissy ass at the same time
    MistressKara04
    8.5K views
    Cock whore husband gets pegged and fed his own cum
    01:54
    Cock whore husband gets pegged and fed his own cum
    MistressKara04
    6.3K views
    Spanish futa JOI. Your mistress want a blowjob.
    09:53
    Spanish futa JOI. Your mistress want a blowjob.
    Patreon
    7.8K views
    Sissy boi get pegged by wife and fed his own cum
    03:22
    Sissy boi get pegged by wife and fed his own cum
    MistressKara04
    9.5K views
    Pegging my worthless slutty hubby whilst making him scream!
    04:42
    Pegging my worthless slutty hubby whilst making him scream!
    MistressKara04
    15.8K views
    Pegging my sissy boi and pulling on his leash
    03:32
    Pegging my sissy boi and pulling on his leash
    MistressKara04
    14.1K views
    Mature Muslim Milf Humiliates Young Boy In Sissy Training
    05:14
    Mature Muslim Milf Humiliates Young Boy In Sissy Training
    Souzan Halabi
    86K views
    Mistress legs sissy husband and feeds him his own cum
    03:49
    Mistress legs sissy husband and feeds him his own cum
    MistressKara04
    4.9K views
    Training a pathetic loser's asshole
    05:11
    Training a pathetic loser's asshole
    Mel Fire
    6.4K views
    Training on my Sissy Boyfriend with my Big Strapon & Chastity. -FEMFORHER-
    09:19
    Training on my Sissy Boyfriend with my Big Strapon & Chastity. -FEMFORHER-
    Onlyfans
    16.8K views
    Sissy Camp Mind Fuck Day 6
    09:06
    Sissy Camp Mind Fuck Day 6
    TheRealKittyD
    2.4K views
    Dominant Girlfriend give no chance to her Bad Behaviour Boyfriend. PART 1
    08:56
    Dominant Girlfriend give no chance to her Bad Behaviour Boyfriend. PART 1
    Onlyfans
    19.8K views
    Miss Dicky celebrates 4th of July
    02:09
    Miss Dicky celebrates 4th of July
    FapHouse
    12.9K views
    wife licks husband's ass and ends up fucking his anus pegging part 1
    05:23
    wife licks husband's ass and ends up fucking his anus pegging part 1
    COLDANIVE
    20.1K views
    Palestinian Hot MILF Aunty with egyptian cuckold neighbor
    05:21
    Palestinian Hot MILF Aunty with egyptian cuckold neighbor
    Onlyfans
    67.1K views
    Plugging my sissy after strapon
    01:35
    Plugging my sissy after strapon
    Onlyfans
    10K views
    man penetrated by woman with her harness the husband's ass enjoys
    06:13
    man penetrated by woman with her harness the husband's ass enjoys
    COLDANIVE
    12.5K views
    girlfriend anal nails boyfriend strapon sissy
    05:59
    girlfriend anal nails boyfriend strapon sissy
    COLDANIVE
    9.5K views
    Hot Pegging & Chastity Training Night on Sissy Boyfriend. FEMFORHER
    06:03
    Hot Pegging & Chastity Training Night on Sissy Boyfriend. FEMFORHER
    FemForHer
    12.7K views
    Bad Behavior Boyfriend deserve a hard Strapon Fuck
    04:38
    Bad Behavior Boyfriend deserve a hard Strapon Fuck
    Onlyfans
    13.9K views
    Hot Milf Strapon Fuck her Handcuffed Boyfriend Hard
    04:23
    Hot Milf Strapon Fuck her Handcuffed Boyfriend Hard
    FemForHer
    26.6K views
    Crushing and Trampling her Cock with my Heels, CBT Training Technique, Mistress Julia
    03:05
    Crushing and Trampling her Cock with my Heels, CBT Training Technique, Mistress Julia
    DeesseJulia
    19.9K views
    Mistress pegs bitch boi husband in doggy until he’s made to eat his own cum
    02:14
    Mistress pegs bitch boi husband in doggy until he’s made to eat his own cum
    MistressKara04
    10.6K views
    Training Your Sissy Clit in Chastity
    00:34
    Training Your Sissy Clit in Chastity
    Claudia Kink
    2.9K views
    Bad Dragon strapon fucking sissy
    00:43
    Bad Dragon strapon fucking sissy
    FapHouse
    4.9K views
    Sissy husband dressed up, bent over and pegged in his worthless ass
    02:51
    Sissy husband dressed up, bent over and pegged in his worthless ass
    MistressKara04
    15.6K views
    Foot Job Leads To Fucking
    02:36
    Foot Job Leads To Fucking
    Mistress Alexxis
    6.9K views
    Sissy boi husband spreads his ass cheeks whilst mistress pegs his tight hole
    02:27
    Sissy boi husband spreads his ass cheeks whilst mistress pegs his tight hole
    MistressKara04
    5.2K views
    Sissy boi folded over and pounded in his ass hole with mistress’s big strapon
    03:12
    Sissy boi folded over and pounded in his ass hole with mistress’s big strapon
    MistressKara04
    7.2K views
    Worthless bitch pegged in his ass hardcore
    02:38
    Worthless bitch pegged in his ass hardcore
    MistressKara04
    4.3K views
    HOT KISSING WITH A SISSY
    04:40
    HOT KISSING WITH A SISSY
    Mistress Alexxis
    26.3K views
    Sissy Girl Playing With Her Hard Clit & Rubbing Her Pink Asshole
    03:08
    Sissy Girl Playing With Her Hard Clit & Rubbing Her Pink Asshole
    Onlyfans
    9.2K views
    A Dominatrix Takes her Bath in Tights and Humiliates her Slave (Fetish ASMR) - Maitresse Julia Teaser
    03:33
    A Dominatrix Takes her Bath in Tights and Humiliates her Slave (Fetish ASMR) - Maitresse Julia Teaser
    DeesseJulia
    13.1K views
    Mistress Edges Her Sissy in Black Latex Glove
    02:29
    Mistress Edges Her Sissy in Black Latex Glove
    Mistress Alexxis
    8.2K views
    PROMO: Cruel Cock Conditioning
    00:30
    PROMO: Cruel Cock Conditioning
    Digital Deity Kuro
    2.5K views
    Mariana
    Online
    Mariana
    Amateur Mrs. Puts Him In The Swing And Pegs Him Hard With Her Huge Strapon
    07:50
    Amateur Mrs. Puts Him In The Swing And Pegs Him Hard With Her Huge Strapon
    17K views
    Naked Twerking Lesson For Sissy Slave
    04:22
    Naked Twerking Lesson For Sissy Slave
    PandoraSG
    6K views
    Sissy bitch boi gets his ass pounded with mistress’s strapon
    01:53
    Sissy bitch boi gets his ass pounded with mistress’s strapon
    MistressKara04
    3K views
    A mistress buggers her submissive
    05:21
    A mistress buggers her submissive
    Kmarcouple
    8.9K views
    Sissy Gets Anal Training from DominaFire
    02:18
    Sissy Gets Anal Training from DominaFire
    FapHouse
    11.9K views
    Sissy bitch dressed up like a worthless slave and pegged by his dominating mistress
    01:51
    Sissy bitch dressed up like a worthless slave and pegged by his dominating mistress
    MistressKara04
    8.1K views
    Mistress playing with her titties whilst pegging her pathetic sissy sub
    01:01
    Mistress playing with her titties whilst pegging her pathetic sissy sub
    MistressKara04
    3.9K views
    Husband gets pegged and balls pulled to make him bitch boi moan
    01:53
    Husband gets pegged and balls pulled to make him bitch boi moan
    MistressKara04
    5.3K views
    Naked wife pegs worthless husband to feed him his own cum
    01:37
    Naked wife pegs worthless husband to feed him his own cum
    MistressKara04
    11K views
    Bitch boi husband riding my big black cock whilst spanking his ass
    01:28
    Bitch boi husband riding my big black cock whilst spanking his ass
    MistressKara04
    4.2K views
    Slapping my sissy boi whilst pounding his boi pussy with my big cock
    01:53
    Slapping my sissy boi whilst pounding his boi pussy with my big cock
    MistressKara04
    5.9K views
    Back
    1
    1. 1
    2. ...
    3. 28
    4. ...
    5. 54
    6. 55
    7. 56
    8. 57
    9. 58
    10. 59
    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