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

    Chastity Machine Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Trans Machine
    Chastity Plug
    Chastity Husband
    Chastity Encouragement
    Chastity Cuck
    Chastity Vibrator
    Ebony Chastity
    Chastity Slut
    Bdsm Chastity
    Machine Cumshot
    Anal Chastity
    Chastity Bareback
    Fucked in Chastity
    Shemale Fuck Machine
    Sissy Chastity Bondage
    Sissy Chastity Fucked
    Sissy Cumming Chastity
    Sissy Cuckold Chastity
    Sissies in Chastity
    Fuck Machine Cum
    Best Videos
    By clicking the content you will also see an ad. AD
    Electric Shock Prostate and Massage Stick
    02:10
    Electric Shock Prostate and Massage Stick
    XiangYan
    164.6K views
    Tgirl Squirts with Fast Sex machine Anal Sissygasm
    07:18
    Tgirl Squirts with Fast Sex machine Anal Sissygasm
    Mariana Taylor
    5.8K views
    Trans sissy MILF Karolina electro torture
    13:55
    Trans sissy MILF Karolina electro torture
    T Transmilfkarolina
    111K views
    Sissy Jasmine is fucked hard in her favorite dress
    05:23
    Sissy Jasmine is fucked hard in her favorite dress
    Jasmine904x
    just added
    Locked Clit cum
    02:16
    Locked Clit cum
    boobyb0y
    71K views
    Fuck machine makes sissy squirt
    17:00
    Fuck machine makes sissy squirt
    Jasmine904x
    just added
    Trans Chastity Beauties Tease with Toys
    08:12
    Trans Chastity Beauties Tease with Toys
    Trans Roommates
    42.1K views
    Helpless SIssy Has Her Throat Fucked by Dildo Machine
    02:54
    Helpless SIssy Has Her Throat Fucked by Dildo Machine
    MJ
    15.9K views
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    32:34
    Pink Sissy in Self Bondage Gets Locked to Her Doll and Fucked Hard by Machine
    Sissy Candy
    5.6K views
    Sissy BNWO while get fucked by sex maschine
    11:22
    Sissy BNWO while get fucked by sex maschine
    SissyDaniella
    4.1K views
    Sissy Locked in Chastity Fits 11 Inches Down Her Throat
    05:29
    Sissy Locked in Chastity Fits 11 Inches Down Her Throat
    MJ
    23.7K views
    Sissy College Girl in a Short Skirt Is Frantically Fucked by a Big Cock
    03:24
    Sissy College Girl in a Short Skirt Is Frantically Fucked by a Big Cock
    Sonechka25
    2.9K views
    Sissy princess loves thick cock in her ass
    11:14
    Sissy princess loves thick cock in her ass
    Jasmine904x
    just added
    Ruin my Sissy Pussy - High Speed Fuck in Pantyhose and Heels FULL VID on LayneLovee Manyvids
    01:15
    Ruin my Sissy Pussy - High Speed Fuck in Pantyhose and Heels FULL VID on LayneLovee Manyvids
    Layne Love
    12.6K views
    Chastity Slut Shows Us How to Train You Sissy Pussy
    05:10
    Chastity Slut Shows Us How to Train You Sissy Pussy
    MJ
    8.4K views
    Sissy Jasmine compilation 2025
    09:25
    Sissy Jasmine compilation 2025
    Jasmine904x
    just added
    Jasmine loves it fast and deep
    02:15
    Jasmine loves it fast and deep
    Jasmine904x
    621 views
    Dakota Compilation Fucking Machine
    02:14
    Dakota Compilation Fucking Machine
    Tomas Styl
    491 views
    Fucking Machine and Chasity Cumshot Live
    03:32
    Fucking Machine and Chasity Cumshot Live
    JessicaXD
    799 views
    Full Video - Jasmine shows off her round ass and takes a pounding from her fuck machine
    06:22
    Full Video - Jasmine shows off her round ass and takes a pounding from her fuck machine
    Jasmine904x
    just added
    Sissy Fuckdoll Machine Bred
    09:28
    Sissy Fuckdoll Machine Bred
    Gsoqt
    47.8K views
    This sissy loves her fuck machine
    08:33
    This sissy loves her fuck machine
    Jasmine904x
    just added
    Minnie's tight ass gets worked out by thick dildo
    07:34
    Minnie's tight ass gets worked out by thick dildo
    Jasmine904x
    just added
    Sissy Mara Jade Has Sissygasm From Fuck Machine
    05:17
    Sissy Mara Jade Has Sissygasm From Fuck Machine
    MJ
    29.1K views
    Full Video - Minnie's ass is destroyed by huge cock
    04:23
    Full Video - Minnie's ass is destroyed by huge cock
    Jasmine904x
    just added
    Fuckmachine torture
    22:08
    Fuckmachine torture
    Niceguy_1991
    21K views
    Pink Pussy Femboy Anal Gape with Buttplug and Huge Fat Dildo
    01:07
    Pink Pussy Femboy Anal Gape with Buttplug and Huge Fat Dildo
    G8pess
    691 views
    Crossdresser gets machine fucked with XXL Monster Dildos #9
    16:14
    Crossdresser gets machine fucked with XXL Monster Dildos #9
    Niceguy_1991
    11.2K views
    Full Video - After school anal workout for Jasmine
    05:34
    Full Video - After school anal workout for Jasmine
    Jasmine904x
    just added
    Sissy gets hard ass fucking from her machine
    14:33
    Sissy gets hard ass fucking from her machine
    Jasmine904x
    just added
    Machine Fucked Sissycum Vibrator Asian Femboy Crossdresser Pulpyboy69
    05:00
    Machine Fucked Sissycum Vibrator Asian Femboy Crossdresser Pulpyboy69
    Pulpyboy69
    813 views
    STRETCHING FUCK MACHINE
    01:11
    STRETCHING FUCK MACHINE
    Julie Shine
    3K views
    Anus gets pounded hard. Cd anal fuckmachine.
    06:44
    Anus gets pounded hard. Cd anal fuckmachine.
    Sunaxfemiknulla
    536 views
    With a Finger in the Ass with a Chastity Belt on Slena Naked Crossdresser Whore for You and Webcam
    05:48
    With a Finger in the Ass with a Chastity Belt on Slena Naked Crossdresser Whore for You and Webcam
    violet_bisex
    492 views
    Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
    01:02
    Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
    G8pess
    927 views
    Chubby Sissy gets fucked by fuck machine and squirts
    06:51
    Chubby Sissy gets fucked by fuck machine and squirts
    Ellie Ego
    999 views
    Chastity clip vs fuck machine equals sissygasm everytime
    09:44
    Chastity clip vs fuck machine equals sissygasm everytime
    Cannagurlshredz
    7.1K views
    JUICY WET PUSSY
    22:29
    JUICY WET PUSSY
    Gsoqt
    12K views
    Good sissy fucked by machine
    05:21
    Good sissy fucked by machine
    Lockedupunicorn
    5.4K views
    Sissy Wash Machine Fun
    01:33
    Sissy Wash Machine Fun
    SissyDaniella
    4.9K views
    This sissy loves her fuck machine
    11:27
    This sissy loves her fuck machine
    Jasmine904x
    just added
    Sissy Lucy in Chastity gets pounded by fucking machine
    12:20
    Sissy Lucy in Chastity gets pounded by fucking machine
    Spike Essex
    104.3K views
    Hardcore Fucking Machine Anal Marathon - full video on LayneLovee Manyvids
    01:11
    Hardcore Fucking Machine Anal Marathon - full video on LayneLovee Manyvids
    Layne Love
    12K views
    After school workout for Sissy Jasmine
    01:12
    After school workout for Sissy Jasmine
    Jasmine904x
    3.4K views
    Jasmine gets stretched by a THICK dildo and squirts!
    15:30
    Jasmine gets stretched by a THICK dildo and squirts!
    Jasmine904x
    just added
    Full Video - Sissy Jasmines tight ass takes a big cock
    05:18
    Full Video - Sissy Jasmines tight ass takes a big cock
    Jasmine904x
    just added
    Sissy Tammy fucks sex machine while in chastity.
    09:39
    Sissy Tammy fucks sex machine while in chastity.
    Sissy_tammy
    18.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Chastity Machine

    • Sissysimran
    • Empty Scrotum
    • Gender Transformation Story
    • White Sissies 4 Black Masters
    • Garter Belt
    • Ball Busting
    • Lactating
    • Monster Dildos
    • Pussy Torture
    • Amateur Cumpilation
    • Mature Pantyhose
    • Sarah N Tuned Naked
    • Pain Slut
    • Ruined Orgasms
    • Domination Gangbang
    • Sissyslut
    • Nylon Crossdressing Fetish
    • Breaking Virginity Porn
    • Tiny Clitty
    • Crossdresser Adult Video Booth

    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