PornPorn US
    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
    -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
    • Mature
    • Amateur
    • Homemade
    • 18 Year Old
    • American
    • Anal
    • Indian
    • Mom
    • Japanese
    • Granny
    • BBW
    • Indonesian
    • Lesbian
    • MILF
    • Creampie
    • Asian
    • Blowjob
    • Cuckold
    • Old & Young
    • Big Ass
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissification Workout Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    DILDOGAME. DAY1.PART 2. JOB INTERVIEW
    47:04
    DILDOGAME. DAY1.PART 2. JOB INTERVIEW
    108.3K views
    sissy popper pillow humping
    11:44
    sissy popper pillow humping
    149.9K views
    STRAPON STEPMOM COMPARES COCKS WITH YOU. JEWISH MILF WITH A PERFECT ASSHOLE.
    07:37
    STRAPON STEPMOM COMPARES COCKS WITH YOU. JEWISH MILF WITH A PERFECT ASSHOLE.
    VibeWithMommy
    52.9K views
    Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!
    00:34
    Sissy Husband Dressed in Pink, Pegged & Fed Him Own Cum!
    MistressKara04
    6.6K views
    Simply Sensual Sex in Vintage Lingerie
    43:02
    Simply Sensual Sex in Vintage Lingerie
    Michael Ernandes
    82.3K views
    Loving Futa Wife Watches You Turn Into a Woman and POV Sex
    02:53
    Loving Futa Wife Watches You Turn Into a Woman and POV Sex
    Veggiebabyy
    2.1K views
    Dick Sucking Sissy Husband Humiliation
    03:28
    Dick Sucking Sissy Husband Humiliation
    Jessica Dynamic
    27.9K views
    BBC femdom pegging
    04:49
    BBC femdom pegging
    DominaFireOfficial
    9.4K views
    MILF Gives Ruined Handjob To Twink
    14:05
    MILF Gives Ruined Handjob To Twink
    KinkyHome
    12.4K views
    Brought Home to Be Seduced and Sissified
    01:47
    Brought Home to Be Seduced and Sissified
    Freya Reign
    48.3K views
    bitch gets sissified and his boi pussy pegged & destroyed
    01:58
    bitch gets sissified and his boi pussy pegged & destroyed
    MistressKara04
    20.6K views
    Take this fucking test and see if you're a sissy (FEMINIZATION ROLEPLAY - AI GENERATED)
    05:13
    Take this fucking test and see if you're a sissy (FEMINIZATION ROLEPLAY - AI GENERATED)
    Melissa Wet Tales
    29.2K views
    Sissy Trained and Humiliated by DominaFire
    06:28
    Sissy Trained and Humiliated by DominaFire
    DominaFireOfficial
    68.5K views
    Mistress turns you into one of her bunny girls and lets you suck your first client (FEMDOM ROLEPLAY - AI GENERATED)
    07:28
    Mistress turns you into one of her bunny girls and lets you suck your first client (FEMDOM ROLEPLAY - AI GENERATED)
    Melissa Wet Tales
    21.1K views
    SISSY TRAINING SESSION: TRANSFORMED MY BOYFRIEND INTO MY GIRLFRIEND
    01:39
    SISSY TRAINING SESSION: TRANSFORMED MY BOYFRIEND INTO MY GIRLFRIEND
    Mulberry212
    11.7K views
    Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED
    06:46
    Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED
    Melissa Wet Tales
    16.3K views
    Girlfriend Dresses You up for Halloween: Feminization, Chastity, Bi-encouragement and Lots of Dirty Talk
    06:06
    Girlfriend Dresses You up for Halloween: Feminization, Chastity, Bi-encouragement and Lots of Dirty Talk
    Freya Reign
    31.3K views
    Double Gagging In Ropes!
    03:13
    Double Gagging In Ropes!
    92.7K views
    New Step-mom Dresses You Like a Girl: POV Sissification and Feminization
    01:24
    New Step-mom Dresses You Like a Girl: POV Sissification and Feminization
    Freya Reign
    7.2K views
    Sissification Audio 4 Pack Be Gay for Dicks
    26:56
    Sissification Audio 4 Pack Be Gay for Dicks
    Campsissyboi
    8.9K views
    Sissy Summer Camp with Elle Eros
    12:55
    Sissy Summer Camp with Elle Eros
    ElleEros
    17.9K views
    Sissy tied up & sounding by 2 asian dominatrix
    05:18
    Sissy tied up & sounding by 2 asian dominatrix
    DominaFireOfficial
    69.6K views
    Sissification 7 (Animation)
    02:12
    Sissification 7 (Animation)
    96.6K views
    Closed Captions Anal Training for Sissies
    11:43
    Closed Captions Anal Training for Sissies
    Campsissyboi
    22.5K views
    Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros
    08:23
    Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros
    ElleEros
    21.4K views
    Drink all my cum! Sissy training from milf mistress in heels solo
    12:38
    Drink all my cum! Sissy training from milf mistress in heels solo
    Polly Sweet
    20.2K views
    MOMMY TURNS YOUB INTO A SISSY WHORE
    02:50
    MOMMY TURNS YOUB INTO A SISSY WHORE
    SecretHornyMilf
    4.5K views
    loving futa wife watches you turn into a woman and pov sex - full video on Veggiebabyy Manyvids
    01:10
    loving futa wife watches you turn into a woman and pov sex - full video on Veggiebabyy Manyvids
    Veggiebabyy
    1.1K views
    Sissified and strapon fucked
    06:12
    Sissified and strapon fucked
    DominaFireOfficial
    9.1K views
    anal slut training middle
    16:35
    anal slut training middle
    99.3K views
    Husband gets sissified and his ass pegged
    01:20
    Husband gets sissified and his ass pegged
    MistressKara04
    18.7K views
    Hiding Your Little Sissy Cock in White Tights
    08:11
    Hiding Your Little Sissy Cock in White Tights
    SophiaSmithUK
    53.4K views
    Cuck Losers Jerk To Objects
    01:02
    Cuck Losers Jerk To Objects
    VenusVids
    21.4K views
    Mistress makes him cum during hottest ccck massage!
    06:05
    Mistress makes him cum during hottest ccck massage!
    KinkyHome
    11.5K views
    Sissy bitches tiny clit cock disappears whilst her pussy gets pegged
    01:17
    Sissy bitches tiny clit cock disappears whilst her pussy gets pegged
    MistressKara04
    16.8K views
    mementomori
    Online
    mementomori
    Red Lipstick for Sissy
    05:16
    Red Lipstick for Sissy
    FinDom Goaldigger
    49.8K views
    Becoming a Sissy Cocksucking Prospect for Big Bubbas Biker Club Take the Tests
    09:54
    Becoming a Sissy Cocksucking Prospect for Big Bubbas Biker Club Take the Tests
    Campsissyboi
    15.5K views
    Mistress is fantasizing about stretching your tight fucking boypussy (FEMINIZATION ROLEPLAY - AI GENERATED)
    06:25
    Mistress is fantasizing about stretching your tight fucking boypussy (FEMINIZATION ROLEPLAY - AI GENERATED)
    Melissa Wet Tales
    11.6K views
    Pegging My Good Girl: Made to Cross Dress, Chastity, Rope, Femdom and Strapon-pov
    00:59
    Pegging My Good Girl: Made to Cross Dress, Chastity, Rope, Femdom and Strapon-pov
    Freya Reign
    9.9K views
    anal slut training end
    14:44
    anal slut training end
    112.3K views
    Embrace your inadequacies, white boy
    06:20
    Embrace your inadequacies, white boy
    45.6K views
    A Very English Sissy
    10:09
    A Very English Sissy
    SophiaSmithUK
    44.7K views
    3 Way Strap on
    08:12
    3 Way Strap on
    CALLIE ROKS
    2.1K views
    SISSY ANAL TRAINER - GINA VALENTINA ROLEPLAY
    20:17
    SISSY ANAL TRAINER - GINA VALENTINA ROLEPLAY
    129.7K views
    Sissy Cum Slut Bukkake Hypno
    19:46
    Sissy Cum Slut Bukkake Hypno
    152.6K views
    Sissification 36 (Animation)
    07:00
    Sissification 36 (Animation)
    30.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissification Workout

    • Teaching and Explaining
    • 2 Hours
    • You Do What I Say
    • Fast Time Shsbnd
    • Cuck Dominated by Encouraging Words
    • Lesson Earphone Please
    • Siesta Key
    • Site Www Times Sg
    • Plteen Daughter
    • T Xxx19
    • Beat Bangers Fapzone
    • Wearing Panties Encouragement
    • Wanna Be Prsgnancnbr
    • How on Device Encryption Works
    • Humble Sex [Deactivated]
    • Jerk off Buddy Encouragement
    • Mp3 Clip Edition
    • Porn Preperation
    • Humiliation Step
    • Fukin Pussy Jos Gaming

    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