PornPorn Transgender • US
  • 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
    • 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
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Whipping Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Shemale Fucking Machines - 8
    02:39
    Shemale Fucking Machines - 8
    391.1K views
    Belle the Showoff can't stop squirting on sex machine
    03:20
    Belle the Showoff can't stop squirting on sex machine
    Belle the Showoff
    58.6K views
    Self-tightening Hog Tie Machine..
    01:18
    Self-tightening Hog Tie Machine..
    Twistedrama
    35.7K views
    Sitting on the Sex Machine and Being Fucked to Squirt
    01:28
    Sitting on the Sex Machine and Being Fucked to Squirt
    FapHouse
    23.8K views
    Grade a Lena Vesper Goon Fuel
    00:45
    Grade a Lena Vesper Goon Fuel
    FapHouse
    34.6K views
    Guy Watches Tgirl Alice Marques Masturbate Then Gives Her a Handjob
    12:05
    Guy Watches Tgirl Alice Marques Masturbate Then Gives Her a Handjob
    Dream Tranny
    68.2K views
    Sissy Whore Training 3
    19:43
    Sissy Whore Training 3
    cdCrystal
    18K views
    Cute femboy with big ass rides a big dildo
    11:41
    Cute femboy with big ass rides a big dildo
    Liza Femb
    11.1K views
    Paula Rainbow takes her first spin on a fucking machine
    07:06
    Paula Rainbow takes her first spin on a fucking machine
    Many Vids
    14.2K views
    Sissy Whore Transformation Machine
    04:30
    Sissy Whore Transformation Machine
    627.9K views
    trans girl gets railed by even BIGGER Hankey’s Toys XXXCALIBUR with fuck machine
    02:30
    trans girl gets railed by even BIGGER Hankey’s Toys XXXCALIBUR with fuck machine
    amyy_babyy_x
    422.7K views
    Crossdresser gets machine fucked with XXL Monster Dildos #4
    51:27
    Crossdresser gets machine fucked with XXL Monster Dildos #4
    Niceguy_1991
    196.6K views
    Ass creaming fucked hard by big dildo fuck machine on cam
    46:42
    Ass creaming fucked hard by big dildo fuck machine on cam
    343.7K views
    Sissy Evolution- A Captioned Compilation
    05:53
    Sissy Evolution- A Captioned Compilation
    Tiffany Cox
    19.4K views
    Size Queen Lena Vesper Standing and Fucking
    00:33
    Size Queen Lena Vesper Standing and Fucking
    FapHouse
    15.9K views
    Sissy Elvi Lynx's asshole EATS massive Dildos
    10:01
    Sissy Elvi Lynx's asshole EATS massive Dildos
    FapHouse
    10.5K views
    Gfe First Machine Fuck
    18:45
    Gfe First Machine Fuck
    FapHouse
    119.1K views
    Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
    02:43
    Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
    Starlightfemboy
    212.6K views
    Chastity Sissy Machine Ballbusting
    01:25
    Chastity Sissy Machine Ballbusting
    suckyoudry76
    26.6K views
    Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
    14:57
    Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
    Sissy Amina
    48.3K views
    Piss Pump Evolution 05
    01:17
    Piss Pump Evolution 05
    FapHouse
    88.7K views
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    10:02
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    MJ
    19.7K views
    Drained by Milking Machine
    05:22
    Drained by Milking Machine
    399.5K views
    Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine
    10:24
    Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine
    Jessica Bloom
    220K views
    Gothic French Sissy
    04:10
    Gothic French Sissy
    FapHouse
    20.2K views
    Gothic femboy in fishnets and lingerie mindlessly machine fucked into oblivion by big black cock BBC dildo
    02:46
    Gothic femboy in fishnets and lingerie mindlessly machine fucked into oblivion by big black cock BBC dildo
    Misha Purple
    116.3K views
    Handsfree Pmv Part 1
    03:59
    Handsfree Pmv Part 1
    FapHouse
    11.9K views
    Fucked by Machine and Fucked Hard After
    37:11
    Fucked by Machine and Fucked Hard After
    FapHouse
    76.1K views
    Natalie Needs a Little Practice for Her Wedding Night
    06:10
    Natalie Needs a Little Practice for Her Wedding Night
    Natalie Napoli
    4K views
    Sissy slut spitroast training with my fuck machine and dildos
    03:05
    Sissy slut spitroast training with my fuck machine and dildos
    trixied93
    7.8K views
    Missionary
    02:12
    Missionary
    FapHouse
    12.1K views
    Fuck Machine
    00:45
    Fuck Machine
    boobyb0y
    41.8K views
    Big Cum with jerking machine
    00:48
    Big Cum with jerking machine
    Onlyfans
    445.5K views
    White Sissy Bubble Butt Fucked by Machine and Huge Dildo
    05:55
    White Sissy Bubble Butt Fucked by Machine and Huge Dildo
    NKeyCD
    10.7K views
    Dia de Muertos Mummy Pumps and Punishes her Lactating Nipples with a Vacuum Machine
    12:49
    Dia de Muertos Mummy Pumps and Punishes her Lactating Nipples with a Vacuum Machine
    fermerino
    29.3K views
    Collecting Some Breakfast
    06:24
    Collecting Some Breakfast
    FapHouse
    142.5K views
    One more go with king cobra and fucking machine
    05:41
    One more go with king cobra and fucking machine
    Ylvis88
    223.3K views
    Blondelashes19 in a chair getting fucked by a dildo machine
    16:57
    Blondelashes19 in a chair getting fucked by a dildo machine
    272.3K views
    Nipple needles and machine fuck with electro cum recycling
    06:09
    Nipple needles and machine fuck with electro cum recycling
    381.8K views
    Punish Chair, Let Me Cum to Becoming a Fountain
    03:18
    Punish Chair, Let Me Cum to Becoming a Fountain
    FapHouse
    10.4K views
    machine spit roast chastity fuck in bondage
    05:29
    machine spit roast chastity fuck in bondage
    276.9K views
    X-mas night with huge toys and fucking machine
    01:03:42
    X-mas night with huge toys and fucking machine
    Ylvis88
    61.4K views
    Cum addicted German bukkake sluts, Part 3, Male anal slave + TS
    15:08
    Cum addicted German bukkake sluts, Part 3, Male anal slave + TS
    crazy-isabel
    951.5K views
    BBC Fucking Machine Makes Sissy Cum Hard in Chastity!
    06:47
    BBC Fucking Machine Makes Sissy Cum Hard in Chastity!
    Jessica Bloom
    6K views
    Long fuck machine webcam session with huge toy
    03:01:23
    Long fuck machine webcam session with huge toy
    310.3K views
    Latex Dehumanization and Training a Human Sex Doll
    02:25
    Latex Dehumanization and Training a Human Sex Doll
    Lady Rochester
    46.3K views
    Bunny-butler Reina Hanno Sucking Two Dildos
    08:12
    Bunny-butler Reina Hanno Sucking Two Dildos
    FapHouse
    51.4K views
    • Back
    • 1
    • ...
    • 7
    • 8
    • 9
    • 10
    • 11
    • ...
    • 80
    • Next

    Searches Related to Whipping Machine

    • Sybian machine
    • Sissy-Zusammenstellung
    • Tägliche eruptionen liebe zum kommen
    • Transe doppelt anal
    • Ladyboy-Zusammenstellung
    • Komm auf gesicht des typen
    • Privat und extrem pervers
    • Zusammen wichsen
    • Heiße transfrau
    • Sissy training
    • Großer schwanz wichsen
    • Transen prostata-melken
    • Deutsche bisexuelle männer
    • Melkmaschine
    • Mein krummer penis
    • Male to female transformation
    • Ohne orgasmus
    • Dreier mit ladyboy
    • Crossdresser makeover transformation
    • Ohne gummi orgie
    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