PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Whipping Punishment Milf Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
    11:38
    Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around with the boys
    Mrs Samantha
    33.8K views
    The Story of Kt 2 by Mistress April
    11:12
    The Story of Kt 2 by Mistress April
    Loyalfans
    16.3K views
    Walking in the grocery store
    02:41
    Walking in the grocery store
    Sissy Michelle MTF
    8.7K views
    No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
    04:44
    No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
    Derek6699
    266.7K views
    A Sexy Sissy Deer Is Hardcore Fucked by Santa, Deep Throat, Cum on Face, Whipping of a Naughty Girl Turned Into a Cute Reindeer
    00:46
    A Sexy Sissy Deer Is Hardcore Fucked by Santa, Deep Throat, Cum on Face, Whipping of a Naughty Girl Turned Into a Cute Reindeer
    Disciplinater
    35K views
    Pathetic Maid Apology Riding Crop Self Punishment
    13:17
    Pathetic Maid Apology Riding Crop Self Punishment
    JessicaLynn15
    2.3K views
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    27.7K views
    Please Don't Tell Countess!
    08:58
    Please Don't Tell Countess!
    Marcy Bathory
    16.9K views
    BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam
    10:57
    BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam
    fermerino
    14.8K views
    POV Mistress Mara Dominates Her Slave
    02:44
    POV Mistress Mara Dominates Her Slave
    MJ
    14.7K views
    Trans pet girl Samus Slapping her tits and Sucking Dick after Jerks a Dildo with her Armpits
    07:06
    Trans pet girl Samus Slapping her tits and Sucking Dick after Jerks a Dildo with her Armpits
    fermerino
    1.3K views
    FtM boy punished for being lazy
    05:10
    FtM boy punished for being lazy
    4.7K views
    FtMbonusToy punished for stealing orgasms
    08:13
    FtMbonusToy punished for stealing orgasms
    1.6K views
    (Preview) Franziska's Pleasure Whip
    00:26
    (Preview) Franziska's Pleasure Whip
    Neuro_Nakakuma
    3.2K views
    He Wanted Me to Spank the Ass (valeria Toro)
    13:32
    He Wanted Me to Spank the Ass (valeria Toro)
    Valera Toro
    81.1K views
    Mistress loves the Cock between her legs
    10:02
    Mistress loves the Cock between her legs
    Tranny Bizarre
    106.9K views
    Master whipping me as I suck his cock
    04:12
    Master whipping me as I suck his cock
    49.4K views
    Cruel sadistic Nun whipping a slave very hard
    14:48
    Cruel sadistic Nun whipping a slave very hard
    59.2K views
    Flogged To Pleasure By T-Girl Mistress Catriona
    06:05
    Flogged To Pleasure By T-Girl Mistress Catriona
    SkylerSquirt
    41.6K views
    Spanish Shemale Whore Flagellates Her Cock
    12:07
    Spanish Shemale Whore Flagellates Her Cock
    Carlatx
    1.5K views
    TS Love Attention
    19:10
    TS Love Attention
    Dark Films Trans
    3K views

    Relevant Short videos

    Thrilling moment from "Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around"
    Thrilling moment from "Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around"
    Mrs Samantha
    564 views
    Powerful moment from "Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around"
    Powerful moment from "Blonde trans schoolgirl Daphne is being punished by head mistress Mrs Samantha for playing around"
    Mrs Samantha
    540 views
    Key moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
    Key moment from "BDSM Pretty Sissy boy Punished, Spanked Balls and Ass, Shemale Whipped so Hard on Webcam"
    fermerino
    631 views
    Whip My Clit, I'm a horny trans boy who can't stop touching myself and I need to be punished
    Whip My Clit, I'm a horny trans boy who can't stop touching myself and I need to be punished
    GregoreErotic
    1.3K views
    Pathetic Maid Apology Riding Crop Self Punishment | Clip 1
    Pathetic Maid Apology Riding Crop Self Punishment | Clip 1
    JessicaLynn15
    just added
    Pathetic Maid Apology Riding Crop Self Punishment | Clip 2
    Pathetic Maid Apology Riding Crop Self Punishment | Clip 2
    JessicaLynn15
    just added
    Mistress Katryn Spank and Whip
    12:09
    Mistress Katryn Spank and Whip
    46.6K views
    Whipped and Creamed
    01:47
    Whipped and Creamed
    NaomiPerv
    8.6K views
    Sissy Charlotte gets flogged and Electro stim on her cock
    08:27
    Sissy Charlotte gets flogged and Electro stim on her cock
    Spike Essex
    37.2K views
    Sissy Maid - Pain & Pleasure Bondage
    14:55
    Sissy Maid - Pain & Pleasure Bondage
    Derek6699
    17.1K views
    Whipped old sub
    13:22
    Whipped old sub
    26.6K views
    Slut Whipping Herself
    05:58
    Slut Whipping Herself
    Carlatx
    15.7K views
    Angeles Cid and TaniaQ getting dressed in lingerie when the lighting guy sneeks into the closet and whips his cock out
    05:24
    Angeles Cid and TaniaQ getting dressed in lingerie when the lighting guy sneeks into the closet and whips his cock out
    Angeles Cid
    45.4K views
    red dress anal plug and whipped by Sir
    11:23
    red dress anal plug and whipped by Sir
    19K views
    Mrs Marina spanks Samantha chained to the cross
    05:21
    Mrs Marina spanks Samantha chained to the cross
    Marinasubje
    1.5K views
    Samantha on the Cross
    14:50
    Samantha on the Cross
    Mrs Samantha
    15.3K views
    Happy to be whipped by a shemale
    14:18
    Happy to be whipped by a shemale
    40.1K views
    Mrs Samantha in a Whip, Flog, Vibrator teasing and Fuck session with her slave Tgirl Marina
    16:30
    Mrs Samantha in a Whip, Flog, Vibrator teasing and Fuck session with her slave Tgirl Marina
    Mrs Samantha
    16.6K views
    A compilation of my virtual  creampies, water squirting and pissing clips plus whip cream squirting
    15:17
    A compilation of my virtual creampies, water squirting and pissing clips plus whip cream squirting
    Lizzaali
    4.1K views
    Feed me strawberries, bananas and whip cream!
    09:35
    Feed me strawberries, bananas and whip cream!
    Victoria Lecherri
    3.3K views
    DESSIMA WHIPS AND SMOKES
    06:30
    DESSIMA WHIPS AND SMOKES
    33.4K views
    sado nun is whipping her slave
    06:13
    sado nun is whipping her slave
    18.7K views
    Ass shaving, whipping and dildo for a slave
    22:35
    Ass shaving, whipping and dildo for a slave
    8.9K views
    Taken at the chain and whipped
    04:19
    Taken at the chain and whipped
    66.4K views
    whipping on furbed
    07:00
    whipping on furbed
    3.7K views
    Flogging Session on the Whipping Tree!
    51:23
    Flogging Session on the Whipping Tree!
    8K views
    Whipping shemale slave
    07:48
    Whipping shemale slave
    15.3K views
    Kink Shedevil sissy faggot spreads legs 4 tiny dick whipping
    07:20
    Kink Shedevil sissy faggot spreads legs 4 tiny dick whipping
    5.1K views
    Me and My Toys
    02:45
    Me and My Toys
    b borboleta trans
    2.8K views
    Mrs Samantha teasing and spanking het slave tgirl Marina, arms and legs chained to the bed, and blindfolded
    13:11
    Mrs Samantha teasing and spanking het slave tgirl Marina, arms and legs chained to the bed, and blindfolded
    Marinasubje
    6.9K views
    Whip cream noisy enema squirting
    01:10
    Whip cream noisy enema squirting
    Lizzaali
    4.1K views
    Marina-Teased and Spanked while being chained to the ceiling by her Mrs Samantha
    12:16
    Marina-Teased and Spanked while being chained to the ceiling by her Mrs Samantha
    Mrs Samantha
    6.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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