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
    -50%
    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
    -60%
    Dating
    Subscriptions
    • Upload
    EXTRA 14 MONTHS FREE 🎅🎄🔥 Faphouse Christmas SALE
    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
    • Bareback
    • Creampie
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Chastity Cage Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Chastity
    Sissy Chastity
    Chastity Sissy
    Caged Sissies
    Sissy Chastity Cage Compilation
    2 Sissies 1 Chastity Cage
    Extreme Make Sissy Whore Chastity Caged
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Bbc Sissy
    Sissy Husband
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Gangbang
    Best Videos
    By clicking the content you will also see an ad. AD
    How to Put on Flat Chastity Cage Guide (Jessica Bloom)
    06:08
    How to Put on Flat Chastity Cage Guide (Jessica Bloom)
    Jessica Bloom
    27.8K views
    Sissy Chastity Cage Orgasm cuming in my chastity cage
    01:39
    Sissy Chastity Cage Orgasm cuming in my chastity cage
    SissyMindy10
    6.7K views
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    10:16
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    Jessica Bloom
    53.5K views
    Chubby Sissy chastity cage
    09:12
    Chubby Sissy chastity cage
    Xshen Hunk
    2.4K views
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    01:13
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    Layne Love
    165.7K views
    TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS
    00:53
    TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS
    TVRose
    2.7K views
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    07:20
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    Sonechka25
    22K views
    Asian Sissy Chastity Anal Cumshot
    07:41
    Asian Sissy Chastity Anal Cumshot
    CuteAsianSissy
    49.9K 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
    159.7K views
    Sissy Chastity Maid Service Training With Ria Bentley
    07:07
    Sissy Chastity Maid Service Training With Ria Bentley
    Ria_Bentley
    28.5K views
    Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
    07:37
    Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
    MJ
    192.2K views
    Sissy Chastity Sub Goth GF Ball Slapping, Spanking, Cage Cum - full vid on LayneLovee Manyvids
    01:13
    Sissy Chastity Sub Goth GF Ball Slapping, Spanking, Cage Cum - full vid on LayneLovee Manyvids
    Layne Love
    6K views
    TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
    01:19
    TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
    Princesszoey
    65.1K views
    Sissy Chastity Night Walk
    01:56
    Sissy Chastity Night Walk
    ChristineWest120
    4K views
    Anal Sissygasms In The Woods Chastity Slut Jessica Bloom
    05:17
    Anal Sissygasms In The Woods Chastity Slut Jessica Bloom
    Jessica Bloom
    28.9K views
    Sissy chastity enjoys with dildo
    02:26
    Sissy chastity enjoys with dildo
    Sebnem
    16.2K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.7M views
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    07:14
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    Jessica Bloom
    28K views
    Negative Chastity cum with vibrator
    02:12
    Negative Chastity cum with vibrator
    boobyb0y
    114.8K 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
    413.9K views

    Relevant Short videos

    Sissy Chastity Cage Hardcore Anal Playplay
    Sissy Chastity Cage Hardcore Anal Playplay
    Lexi Faith
    3.2K views
    Asian Sissy Chastity Anal Cumshot
    Asian Sissy Chastity Anal Cumshot
    CuteAsianSissy
    474 views
    micro chastity cage big penis sissy
    micro chastity cage big penis sissy
    boobyb0y
    94.5K views
    Audrey Tgirl in chastity cage walks in public
    Audrey Tgirl in chastity cage walks in public
    Audrey Tgirl
    19.1K views
    Hands free anal cum in chastity cage vladasexytrans
    Hands free anal cum in chastity cage vladasexytrans
    Vladasexytrans
    9.1K views
    trans girl rides giant dildo with chastity cage
    trans girl rides giant dildo with chastity cage
    boobyb0y
    13.4K views
    sissygasm caged Compilation
    03:17
    sissygasm caged Compilation
    boobyb0y
    261.3K views
    Granny tranny Holly riding a BBC dildo and cums in her chastity cage
    03:22
    Granny tranny Holly riding a BBC dildo and cums in her chastity cage
    Hollycd1
    77.6K views
    fufu clip sissy anal dildo squirt
    05:56
    fufu clip sissy anal dildo squirt
    Juahlovely
    53.5K views
    SISSYBOI FEMBOI WITH CHASTITY CAGE  RIDING INTERRACIAL BBC HARD
    01:35
    SISSYBOI FEMBOI WITH CHASTITY CAGE RIDING INTERRACIAL BBC HARD
    Alesissyboi
    173.6K views
    Negative Cage hardcore Cumload
    02:12
    Negative Cage hardcore Cumload
    boobyb0y
    101.3K views
    Sissy locks her tiny Clitty in inverted Chastity Cage and rides her big Qutoys Dildo
    09:19
    Sissy locks her tiny Clitty in inverted Chastity Cage and rides her big Qutoys Dildo
    Sissy Slut Chantal Sweet
    4.3K views
    Chastity Never Ends
    07:57
    Chastity Never Ends
    Ts Lucy Morningstar
    66.4K views
    Fat NB unlocks inverted chastity cage for cleaning and plays with dick and foreskin
    03:06
    Fat NB unlocks inverted chastity cage for cleaning and plays with dick and foreskin
    Chubby Sissy Dani
    6.2K views
    My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment
    03:56
    My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment
    MJ
    96K views
    Sissy cuckold in chastity cage watching her girlfriend getting fucked by her lover. Part 2
    08:23
    Sissy cuckold in chastity cage watching her girlfriend getting fucked by her lover. Part 2
    Traviezisha
    3.4K views
    Urethral Tube Stimulation with Chastity Cage
    07:00
    Urethral Tube Stimulation with Chastity Cage
    Reina Hanno
    33.2K views
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    18:39
    Spiked Chastity Cage Torment - Sissy Maids Self Bondage
    Derek6699
    99.1K views
    The Vice Mach 2 chastity cage (prototype) product review!!
    09:16
    The Vice Mach 2 chastity cage (prototype) product review!!
    Sissy Joyce
    27K views
    Audrey Tgirl with huge sextoys and her chastity cage
    01:55
    Audrey Tgirl with huge sextoys and her chastity cage
    Audrey Tgirl
    55.3K views
    Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
    01:39
    Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
    Layne Love
    62.4K views
    Sisk Release Her Clit From Chastity Cage
    10:11
    Sisk Release Her Clit From Chastity Cage
    SissyKanisa
    18.6K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2M views
    Sissy taniax in small chastity cage and riding huge black dildo
    09:52
    Sissy taniax in small chastity cage and riding huge black dildo
    Taniaxtorres
    44K views
    TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
    01:11
    TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
    Princesszoey
    54.2K 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
    83.5K views
    Fufu Fucked: My New Clitty Hole Gets Violated
    01:11
    Fufu Fucked: My New Clitty Hole Gets Violated
    MJ
    27.8K views
    Futanari Mistress Shows you How to Use a Chastity Cage!
    10:17
    Futanari Mistress Shows you How to Use a Chastity Cage!
    fermerino
    5.9K views
    Best Caged Only orgasms compilation
    06:42
    Best Caged Only orgasms compilation
    boobyb0y
    106.4K views
    Prepare my hole for fisting with inflatable buttplug and chastity cage
    03:05
    Prepare my hole for fisting with inflatable buttplug and chastity cage
    Edison Mazda
    116.8K views
    Chastity Sissy Machine Ballbusting
    01:25
    Chastity Sissy Machine Ballbusting
    suckyoudry76
    15.5K views
    Olivia Puts Chastity Cage on My Cock
    05:23
    Olivia Puts Chastity Cage on My Cock
    Asura
    3.1K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    665.1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Chastity Cage

    • Sissy Chastity
    • Caged Sissies
    • Chasity Cage
    • Sissy Chastity Cuckold
    • Femboy Locked
    • Feminized Husband Turned Into Slave
    • Sissycdmish
    • What Does a Sissygasm Feel Like
    • Feminization Bondage
    • Permanent Sissification
    • Shemales BDSM Domination
    • Femdom Feminization
    • Sissy Cuckold Chastity
    • Caged Cock
    • Caged Trans
    • Crossdresser Hubby Fucked
    • Post Operation Transsexual
    • White Femboys Are so Submissive
    • Cum While Riding Dildo
    • Caught Crossdressing Wife

    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 - 2025, 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