PornPorn Transgender β€’ 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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Chastity Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Trans Chastity
    Chastity Slave
    Femdom Chastity
    Chastity BBC
    Anal Machine
    Inverted Chastity
    Bbc Chastity
    Chastity Orgasm
    Flat Chastity
    Dildo Machine
    Chastity Creampie
    Fleshlight Machine
    Ladyboy Chastity
    Asian Chastity
    Chastity Strapon
    Latex Chastity
    Chastity Anal
    Machine Fuck
    Cuckold Chastity
    Chastity Training
    Best Videos
    By clicking the content you will also see an ad. AD
    Maid standing orgasm
    10:52
    Maid standing orgasm
    XiangYan
    475.6K views
    Dumb Sissy Doll
    03:53
    Dumb Sissy Doll
    Nikki Pinkz
    42.6K views
    Nicole machine fuck and electro cum
    04:30
    Nicole machine fuck and electro cum
    402.5K views
    Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid
    14:36
    Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid
    Derek6699
    74.2K views
    sissy orgasm on a fucking machine ! your trap rides a dildo and cums in the chastity belt!
    09:09
    sissy orgasm on a fucking machine ! your trap rides a dildo and cums in the chastity belt!
    yourprettykate
    35.7K views
    Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
    07:21
    Asian Sissy Femboy Slave Squirt During Anal Training Session With Machine While Tied Up And Using Chastity Cage
    MaureenNadh
    8.9K views
    Self-tightening Hog Tie Machine..
    01:18
    Self-tightening Hog Tie Machine..
    Twistedrama
    33.2K views
    Horny Sissy Crossdresser gets blasted by fuck machine
    10:05
    Horny Sissy Crossdresser gets blasted by fuck machine
    Sissy Marissa
    26.7K views
    Squeeze Milk
    05:06
    Squeeze Milk
    XiangYan
    231.4K views
    Squeeze All Milk
    02:30
    Squeeze All Milk
    XiangYan
    24.7K views
    Fuck Machine Sissygasm
    01:30
    Fuck Machine Sissygasm
    boobyb0y
    203.9K views
    White CD Sissy Whore's Ass Destroyed by Massive black dildo
    05:55
    White CD Sissy Whore's Ass Destroyed by Massive black dildo
    NKeyCD
    4.2K views
    Fucking machine
    01:13
    Fucking machine
    282K views
    This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    08:13
    This is How You Learn to Love Cock Down Your Throat More then Breathing - Training
    MJ
    31.4K views
    Best Caged Only orgasms compilation
    06:42
    Best Caged Only orgasms compilation
    boobyb0y
    115K views
    Crossdresser gets machine fucked with XXL Monster Dildos #5
    24:42
    Crossdresser gets machine fucked with XXL Monster Dildos #5
    Niceguy_1991
    38.4K 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
    9.7K views
    bound Bimbo
    02:10
    bound Bimbo
    Nikki Pinkz
    93.7K 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
    Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!
    01:08:51
    Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!
    SissyGoddessNatasha
    85.3K views

    Relevant Short videos

    Stretched Out in Chastity
    Stretched Out in Chastity
    Roxie Black
    10.9K views
    Sissy Maid Finishes, but the Whipping Doesn't
    Sissy Maid Finishes, but the Whipping Doesn't
    Derek6699
    38.6K views
    sissy fuck machine
    sissy fuck machine
    Jade Sissy
    12.1K views
    Chastity Heels and Machine Fucking Part Two!
    Chastity Heels and Machine Fucking Part Two!
    Roxie Black
    5.5K views
    Chastity Heels and Machine Fucking
    Chastity Heels and Machine Fucking
    Roxie Black
    5.6K views
    Sissy Candy has her first sissygasm in chastity on a fucking machine!
    Sissy Candy has her first sissygasm in chastity on a fucking machine!
    Sissy Candy
    3.4K views
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    06:54
    Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
    Jessica Bloom
    5.5K views
    Silicone Bodysuit and Pvc Dress. Sucking Dildo & Fucking My Pussy
    06:27
    Silicone Bodysuit and Pvc Dress. Sucking Dildo & Fucking My Pussy
    Nicole Nicolette
    12.2K views
    sissygasm caged Compilation
    03:17
    sissygasm caged Compilation
    boobyb0y
    267.3K views
    Master fucking and fisting my ass with machine
    01:00:38
    Master fucking and fisting my ass with machine
    Niceguy_1991
    75.1K views
    Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
    17:39
    Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
    Sissy Joyce
    136.8K views
    I Sandwiches Between Two Machines,they Made Me Creampie so Quickly
    02:48
    I Sandwiches Between Two Machines,they Made Me Creampie so Quickly
    XiangYan
    29.5K views
    Down the Sissy Rabbit Hole - My Story
    00:44
    Down the Sissy Rabbit Hole - My Story
    Sissy Joyce
    16.2K views
    Sissy gets anal machine fucked by mistress!!!
    15:21
    Sissy gets anal machine fucked by mistress!!!
    Niceguy_1991
    80K views
    Rubberdoll Milking
    06:41
    Rubberdoll Milking
    Maphia
    63.4K views
    Strapped to Fucking Machine Before Breakfast - Sissy Maid
    19:36
    Strapped to Fucking Machine Before Breakfast - Sissy Maid
    Derek6699
    47.8K views
    Modern AI Milk Machine making this young futanari cum multiple times - 3D Animation
    07:51
    Modern AI Milk Machine making this young futanari cum multiple times - 3D Animation
    T TheHentaiGuy94
    333.7K views
    Sissy CD Femboy in Red Ass Fucked by Machine for 40 minutes
    43:50
    Sissy CD Femboy in Red Ass Fucked by Machine for 40 minutes
    NKeyCD
    2.4K views
    chastity sissy slut vibrator cum
    08:16
    chastity sissy slut vibrator cum
    Juahlovely
    156.2K views
    Jenni uses her fuck machine while in chastity
    06:01
    Jenni uses her fuck machine while in chastity
    Jenni Wallace
    11.5K views
    A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    03:09
    A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    Starlightfemboy
    437K views
    Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
    05:19
    Stepdaughter Skipping School to Get Fucked By Machine And Squirt Cum Like a Sissy Slut
    Jessica Bloom
    8.5K views
    How to Put on Flat Chastity Cage Guide (Jessica Bloom)
    06:08
    How to Put on Flat Chastity Cage Guide (Jessica Bloom)
    Jessica Bloom
    33.6K views
    Sissy Candy Is Fucked by Her Machine While in Chastity and Bondage Until She Has a Sissygasm
    07:45
    Sissy Candy Is Fucked by Her Machine While in Chastity and Bondage Until She Has a Sissygasm
    Sissy Candy
    21.2K views
    Sissy Accidentally cums while rubbing her clit in the little chastity cage
    01:41
    Sissy Accidentally cums while rubbing her clit in the little chastity cage
    KiraszaSissy
    168.5K views
    Crossdresser gets machine fucked with XXL Monster Dildos #7
    10:07
    Crossdresser gets machine fucked with XXL Monster Dildos #7
    Niceguy_1991
    24.1K views
    Milking Her Cum Dry - 3D Animation
    07:17
    Milking Her Cum Dry - 3D Animation
    A AssuringPedro
    104.8K views
    Anal Slut Chained to the Fuck Machine by Her Balls
    06:48
    Anal Slut Chained to the Fuck Machine by Her Balls
    Priscilla Maria
    23.2K views
    Missionary
    02:12
    Missionary
    Twistedrama
    9.3K views
    Sissy Gets Facial From Dildo Machine
    05:43
    Sissy Gets Facial From Dildo Machine
    MJ
    37.9K views
    Sissy gets fucked by BBC in her sexy pink lingerie πŸ™‡πŸ»β€β™€οΈ
    14:57
    Sissy gets fucked by BBC in her sexy pink lingerie πŸ™‡πŸ»β€β™€οΈ
    Sissy Amina
    45.7K views
    Anal fucking with XXL Dildos
    31:22
    Anal fucking with XXL Dildos
    Niceguy_1991
    53K views
    Natalie dripping
    00:33
    Natalie dripping
    1.6M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Chastity Machine

    • Fake Vagina Panties
    • Catheter Bladder Filling
    • Trans Milking
    • Wife Humiliated
    • Secret Sissyboy
    • Ass to Ass Double Dildo
    • Sissy Machine
    • Whipping Submissive Cuckold Husband
    • Early Hormone Treatment Results
    • Transboy Ftm Big Clit Masturbation
    • Cumswallowingboy Leaked
    • Vacuum Pump
    • Tranny Electro Stim
    • Latex Maid
    • Urethral Sounding
    • Chastity Release
    • Femdom Feminization
    • Vibrating Butt Plug
    • The Sissy's Future
    • Master
    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
    • Π‘ontent 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