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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Sissy Boy
    Sissy Slut
    Sissy Faggot
    Sissy Cum
    Sissy Creampie
    Sissy Humiliation
    Best Videos
    By clicking the content you will also see an ad. AD
    Gfe First Machine Fuck
    18:45
    Gfe First Machine Fuck
    PrincessKitti3
    115.6K views
    Electric Shock Prostate and Massage Stick
    02:10
    Electric Shock Prostate and Massage Stick
    XiangYan
    164.6K views
    Piss Pump Evolution 05
    01:17
    Piss Pump Evolution 05
    Twistedrama
    84.1K views
    Slut with a big ass rides a big dildo
    07:46
    Slut with a big ass rides a big dildo
    Liza Femb
    14.2K views
    fuck machine handsfree cum 20240421
    06:48
    fuck machine handsfree cum 20240421
    WDJRYBB
    99.3K views
    Collecting Some Breakfast
    06:24
    Collecting Some Breakfast
    Lilly Disgrace
    139K views
    Fucked by Machine and Fucked Hard After
    37:11
    Fucked by Machine and Fucked Hard After
    PrincessKitti3
    72.9K views
    Bunny-butler Reina Hanno Sucking Two Dildos
    08:12
    Bunny-butler Reina Hanno Sucking Two Dildos
    Reina Hanno
    46.2K views
    Fuck Machine
    00:45
    Fuck Machine
    boobyb0y
    37.6K views
    Paula Rainbow takes her first spin on a fucking machine
    07:06
    Paula Rainbow takes her first spin on a fucking machine
    Paula Rainbow
    8.3K views
    Handsfree Pmv Part 1
    03:59
    Handsfree Pmv Part 1
    cd_vv
    7.4K views
    Sissy slut spitroast training with my fuck machine and dildos
    03:05
    Sissy slut spitroast training with my fuck machine and dildos
    trixied93
    5.3K views
    Cock Milking Machine Makes me Squirt HUGE Load of Cum - Jessica Bloom Cumswallow
    10:22
    Cock Milking Machine Makes me Squirt HUGE Load of Cum - Jessica Bloom Cumswallow
    Jessica Bloom
    197.2K views
    Stacxxxs Presents: Lexi Bunni Sex Machine Fun Cum
    03:59
    Stacxxxs Presents: Lexi Bunni Sex Machine Fun Cum
    StacXXXs
    30.4K views
    X-mas night with huge toys and fucking machine
    01:03:42
    X-mas night with huge toys and fucking machine
    Ylvis88
    57.5K views
    Sissy Elvi Lynx's asshole EATS massive Dildos
    10:01
    Sissy Elvi Lynx's asshole EATS massive Dildos
    Elvi Lynx
    5.7K views
    Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
    07:12
    Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
    Jessica Bloom
    200.2K views
    Sissy in chastity and monster fuck machine
    07:41
    Sissy in chastity and monster fuck machine
    yourprettykate
    37.5K 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
    17.3K views
    One more go with king cobra and fucking machine
    05:41
    One more go with king cobra and fucking machine
    Ylvis88
    218.7K views
    "i Work in the Seventh Heaven Bar." "you Are a Waiter?" "no I'm a Milk Maker.
    03:01
    "i Work in the Seventh Heaven Bar." "you Are a Waiter?" "no I'm a Milk Maker.
    XiangYan
    53K views
    Cow Slut Gets Milked
    01:05
    Cow Slut Gets Milked
    Roxie Black
    204.9K views
    Chastity ass pounded sissy
    03:43
    Chastity ass pounded sissy
    Lockedupunicorn
    55.6K views
    Devil May Play
    03:18
    Devil May Play
    XiangYan
    27.7K views
    blonde femboy fuck machine sissy training!
    13:20
    blonde femboy fuck machine sissy training!
    Cassie Coyote
    94.9K views
    Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting
    01:22:28
    Just a horny day and sissy driving huge toys in her pussy, double penetration, fisting
    Ylvis88
    161.4K views
    Femboy slut and big black dildo
    06:38
    Femboy slut and big black dildo
    Liza Femb
    8.7K views
    Trans on a Fuckmachine for Her Neighbor
    06:44
    Trans on a Fuckmachine for Her Neighbor
    Emmy Angeles
    26.1K views
    Merciless Strappado Machine
    01:09
    Merciless Strappado Machine
    Twistedrama
    114.7K views
    Valda's spurting anal juices
    02:07
    Valda's spurting anal juices
    Lady Valda
    145.2K views
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    06:54
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    Jessica Bloom
    5K views
    Finally all in with 15 inch King Cock dildo
    43:06
    Finally all in with 15 inch King Cock dildo
    Ylvis88
    6.6K views
    A Femboy Is Cuming,and There Are the Changes of His Feet.
    03:19
    A Femboy Is Cuming,and There Are the Changes of His Feet.
    XiangYan
    12.5K views
    Fuck Machine - Anal disassembly
    09:12
    Fuck Machine - Anal disassembly
    LaurelineTV
    72.4K views
    Sissy Fuck Machine Training
    07:39
    Sissy Fuck Machine Training
    Mistress Jodie May
    79.9K views
    Fucking Machine And Cock Milking Machine Drains Transgirl Balls - Jessica Bloom
    08:29
    Fucking Machine And Cock Milking Machine Drains Transgirl Balls - Jessica Bloom
    Jessica Bloom
    45.1K views
    Bad Dragon XL Pedro fully in me
    16:11
    Bad Dragon XL Pedro fully in me
    Ylvis88
    7.9K views
    Punish Chair, Let Me Cum to Becoming a Fountain
    03:18
    Punish Chair, Let Me Cum to Becoming a Fountain
    XiangYan
    6.2K views
    Sissy fucked with some monster dildos
    42:25
    Sissy fucked with some monster dildos
    Niceguy_1991
    319.5K views
    Sissy slut Sasha Q anal orgasm compilation collection
    07:09
    Sissy slut Sasha Q anal orgasm compilation collection
    Sissy_Sasha_Q
    101K views
    Locked, Submissive Trans Sissy in Long Machine Play
    13:58
    Locked, Submissive Trans Sissy in Long Machine Play
    Paula Rainbow
    7.3K views
    Blonde Trans Fisting Silicone Pussy
    06:22
    Blonde Trans Fisting Silicone Pussy
    Nicole Nicolette
    10.7K views
    Tranny femdom! Slave gets tranny doms piss and ist fucked by her and fucking machine!
    00:43
    Tranny femdom! Slave gets tranny doms piss and ist fucked by her and fucking machine!
    TV_Helena
    148.7K views
    Trans Christmas Sissy Elf Milked by Fucking Machine With Huge Dildo! - Jessica Bloom
    08:42
    Trans Christmas Sissy Elf Milked by Fucking Machine With Huge Dildo! - Jessica Bloom
    Jessica Bloom
    71.5K views
    Double Electric Shock Cum
    02:05
    Double Electric Shock Cum
    XiangYan
    18.3K views
    Riding My Fuck Machines Big Black Dildo and It Destroys My Tight Trans Ass!!
    08:41
    Riding My Fuck Machines Big Black Dildo and It Destroys My Tight Trans Ass!!
    PrincessKitti3
    16.6K views
    Fuck Machine Sissygasm Milking Jessica Bloom Cums Multiple Times
    10:08
    Fuck Machine Sissygasm Milking Jessica Bloom Cums Multiple Times
    Jessica Bloom
    157.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Machine

    • Bareback Creampie Gangbang
    • Full X X X V Ideo HD
    • Huge Dildo in My Ass
    • Sissykaroline
    • Femboi Trap
    • Tied to Bed
    • Femdom Milking
    • Sissy Fem
    • Monster Dildos
    • Prostate Toy
    • High Heels Naked
    • Handsfree Ejaculation
    • Ball Torture
    • Chasity Cage
    • Pretty Monnica
    • Sissysimran
    • Crossdressers Hardcore
    • Trash Kitten
    • Mr 18 Inch Cock With Tranny
    • What Is a Sissygasm

    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