PornPorn Transgender • US
  • Straight
  • Gay
  • Transgender
  • 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
    Subscriptions Liked Watch History
    Newest Videos Best Videos Short Videos Top Creators Awards 2025
    • American
    • 4K Porn
    • HD Videos
    • VR Porn
    • Amateur
    • Anal
    • Anal Masturbation
    • Anal Toy
    • Asian
    • Babysitter
    • Bareback
    • BBW
    • BDSM
    • Behind The Scenes
    • Big Ass
    • Big Black Cock
    • Big Cock
    • Big Tits
    • Black
    • Blowjob
    • Bondage
    • Brazilian
    • British
    • Cartoon
    • Chinese
    • Colombian
    • Compilation
    • Couple
    • Creampie
    • Cuckold
    • Cum In Mouth
    • Cumshot
    • Dildo
    • Domination
    • Double Penetration
    • English
    • Fetish
    • FTM
    • Gangbang
    • German
    • Group Sex
    • Guy Fucks Shemale
    • Handjob
    • Hentai
    • Homemade
    • Indian
    • Interracial
    • Japanese
    • Ladyboy
    • Lingerie
    • Massage
    • Masturbation
    • Mature
    • Mexican
    • MILF
    • Outdoor
    • Petite
    • Pissing
    • POV
    • Public
    • Role Play
    • Rough Sex
    • SFW
    • Shemale Fucks Girl
    • Shemale Fucks Guy
    • Shemale Fucks Shemale
    • Sissy
    • Small Cock
    • Small Tits
    • Solo
    • Stockings
    • Teen
    • Thai
    • Threesome
    • Trans Man
    • Trans Woman
    • Transgender
    • Vintage
    • All categories

    Full-Length Sissy Chastity Trans Porn Videos

    All Short videos
    Trending
    Newest
    Best Videos
    Premium Videos
    Quality
    • All
    • 720p+
    • 1080p+
    • 2160p+
    FPS
    • All
    • 30 FPS
    • 60 FPS
    Full Video
    • All
    • 0~2 min
    • 2~5 min
    • 5~10 min
    • 10~30 min
    • 30+ min
    • Full Video
    Production
    • All
    • Producers
    • xHamster Creators
    Clear filters
    Sissy
    Sissy Chastity Anal
    Sissies in Chastity
    Sissy Chastity Cage
    Sissy Chastity Sissygasm
    Shemale Sissy Chastity
    Sissy Chastity Bbc
    Sissy Chastity Dildo
    Sissy Chastity Cum
    Sissy Chastity Fucked
    Sissy Chastity Training
    Sissy Chastity Slave
    Sissy Maid Chastity
    Sissy Chastity Fucked BBC
    Young Sissy
    Sissy Feminization
    Amateur Sissy
    Sissy Crossdresser
    By clicking the content you will also see an ad. AD
    Webcam Broadcast Cock Flashing on Camer
    08:16
    Webcam Broadcast Cock Flashing on Camer
    FapHouse
    just added
    Anal make me Squirt in chastity
    07:05
    Anal make me Squirt in chastity
    Mariana Taylor
    just added
    Sissy gets fucked by fuckmachine
    10:48
    Sissy gets fucked by fuckmachine
    Sunaxfemiknulla
    just added
    Sissy slut loves getting fucked hard
    23:34
    Sissy slut loves getting fucked hard
    Onlyfans
    just added
    Sissy maid takes big dildo during camshow
    34:27
    Sissy maid takes big dildo during camshow
    Onlyfans
    just added
    Big dildo for hot femboy
    27:08
    Big dildo for hot femboy
    Onlyfans
    just added
    Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity
    31:41
    Lingerie Sissy Gets Locked Onto Her Dildo Pole and Tries to Cum in Chastity
    Sissy Candy
    just added
    Sissy is fucked fast and deep by her machine
    15:07
    Sissy is fucked fast and deep by her machine
    Jasmine904x
    just added
    Fuck machine makes sissy squirt
    17:00
    Fuck machine makes sissy squirt
    Jasmine904x
    just added
    Im a cd top bottom Desi ladyboy  sissy apni gand ki chhed ko malish Kiya
    05:44
    Im a cd top bottom Desi ladyboy sissy apni gand ki chhed ko malish Kiya
    Bengaliauntykichut
    1K views
    Sissy gets hard ass fucking from her machine
    14:33
    Sissy gets hard ass fucking from her machine
    Jasmine904x
    just added
    This sissy loves her fuck machine
    08:33
    This sissy loves her fuck machine
    Jasmine904x
    610 views
    Jasmine gets stretched by a THICK dildo and squirts!
    15:30
    Jasmine gets stretched by a THICK dildo and squirts!
    Jasmine904x
    505 views
    Full Video - Sissy gets fucked by two HUGE dildos
    10:47
    Full Video - Sissy gets fucked by two HUGE dildos
    Jasmine904x
    541 views
    Sissy Jasmine compilation 2025
    09:25
    Sissy Jasmine compilation 2025
    Jasmine904x
    757 views
    Full Video - Jasmine's ass is stretched and fucked hard by thick toy
    13:29
    Full Video - Jasmine's ass is stretched and fucked hard by thick toy
    Jasmine904x
    549 views
    Anal cd slut fucked by machine til asspussy is drooling
    06:01
    Anal cd slut fucked by machine til asspussy is drooling
    Sunaxfemiknulla
    371 views
    Full Video - Sissy Jasmines tight ass takes a big cock
    05:18
    Full Video - Sissy Jasmines tight ass takes a big cock
    Jasmine904x
    573 views
    Getting fucked on my back by this machine is amazing. Made me clentch up so hard i pushed it up and nearly squirted
    11:03
    Getting fucked on my back by this machine is amazing. Made me clentch up so hard i pushed it up and nearly squirted
    Ellie Ego
    608 views
    Cd ass fucked by horny terminator!
    05:42
    Cd ass fucked by horny terminator!
    Sunaxfemiknulla
    470 views
    I love getting slowly fucked by this machine on my side and back
    05:49
    I love getting slowly fucked by this machine on my side and back
    Ellie Ego
    398 views
    Just a Merry Chrismas, using a dildo to pleasure my ass
    09:53
    Just a Merry Chrismas, using a dildo to pleasure my ass
    JustCutieMia
    1.3K views
    Xmas Stocking feet fetish ONLY
    06:24
    Xmas Stocking feet fetish ONLY
    Juahlovely
    2.5K views
    Sissy Anal depth training with a long dildo
    06:28
    Sissy Anal depth training with a long dildo
    KiraszaSissy
    791 views
    Sissy Slut Doble Dildo penetration and Sissygasm
    08:30
    Sissy Slut Doble Dildo penetration and Sissygasm
    Mariana Taylor
    2.1K views
    Extreme Iconic Chastity Locked Sissy Plapgasm Anal Dildo Training for BNWO
    06:48
    Extreme Iconic Chastity Locked Sissy Plapgasm Anal Dildo Training for BNWO
    NAT0NYA
    1.6K views
    Wait, Natasha, I Have an Order.
    16:40
    Wait, Natasha, I Have an Order.
    violet_bisex
    1.7K views
    Japanese schoolgirl sissy rides massive dildo while locked clit cage jiggles
    09:12
    Japanese schoolgirl sissy rides massive dildo while locked clit cage jiggles
    Ravelene
    1.3K views
    Humiliated sissy slams massive dildo in her asshole while in chastity leaving it gaped
    09:16
    Humiliated sissy slams massive dildo in her asshole while in chastity leaving it gaped
    Ravelene
    1.1K 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
    Chubby Sissy fingers self and gets fucked by fuck machine
    08:11
    Chubby Sissy fingers self and gets fucked by fuck machine
    Ellie Ego
    928 views
    Japanese Schoolgirl dressed sissy, gaped asshole in chastity by massive dildo
    06:37
    Japanese Schoolgirl dressed sissy, gaped asshole in chastity by massive dildo
    Ravelene
    1.2K views
    Sissy Maid Bathroom Self Bondage
    27:37
    Sissy Maid Bathroom Self Bondage
    Derek6699
    1.3K views
    Armbinder Self Bondage - How To - Sissy Maid
    31:05
    Armbinder Self Bondage - How To - Sissy Maid
    Derek6699
    1.4K views
    Sissy Plays with Dildo in Hotel
    05:24
    Sissy Plays with Dildo in Hotel
    Sissy Skylar
    691 views
    Sissy Anal Compilation
    14:49
    Sissy Anal Compilation
    SissyDaniella
    1.6K views
    Big Balls Sissy in Chastity Cage Massive Cumshot and Masturbating her Small Dick like a Girl
    11:25
    Big Balls Sissy in Chastity Cage Massive Cumshot and Masturbating her Small Dick like a Girl
    fermerino
    2.7K views
    Latina Sissy Sucks Dildo and Fucks her Ass
    10:53
    Latina Sissy Sucks Dildo and Fucks her Ass
    Mariana Taylor
    1.3K views
    Cute sissy in flat metal Chastity Cage ball-busting with a BBC dildo!!
    15:58
    Cute sissy in flat metal Chastity Cage ball-busting with a BBC dildo!!
    NAT0NYA
    2.3K views
    Latina Sissy Dildo Ass to mouth and Double Sissygasm
    08:42
    Latina Sissy Dildo Ass to mouth and Double Sissygasm
    Mariana Taylor
    1.4K views
    Crossdresser in flat chastity has multiple ghost orgasms while watching VR porn and stroking his dildo
    18:57
    Crossdresser in flat chastity has multiple ghost orgasms while watching VR porn and stroking his dildo
    Chris Pathetic
    1.1K views
    All Cum on Me
    05:33
    All Cum on Me
    Ts Lucy Morningstar
    3.2K views
    Indian shemale Masturbation
    05:11
    Indian shemale Masturbation
    ShahinTS
    7.6K views
    Sissy Shemale sucks Dildo and uses Cum as lube to fuck her ass
    09:08
    Sissy Shemale sucks Dildo and uses Cum as lube to fuck her ass
    Mariana Taylor
    3.8K views
    CBT: Chained Sissy Plapping and Busting her Balls for the BNWO
    06:57
    CBT: Chained Sissy Plapping and Busting her Balls for the BNWO
    NAT0NYA
    1.4K views
    Caged fat Enby masturbates and ruins orgasm in cage
    10:14
    Caged fat Enby masturbates and ruins orgasm in cage
    Chubby Sissy Dani
    2.1K views
    Shemale slut Ass to mouth Training
    07:49
    Shemale slut Ass to mouth Training
    Mariana Taylor
    1.6K views
    Back
    1
    1. 1
    2. ...
    3. 10
    4. ...
    5. 18
    6. 19
    7. 20
    8. 21
    9. 22
    10. ...
    11. 25
    25
    Next

    Categories Related to Sissy Chastity

    • Male to Female Transformation
    • First Time With Trans Woman
    • Teen Traps and Sissy Femboys
    • Beautiful Shemales and Girls
    • Shemale Stepmom
    • Fucked in Chastity
    • Tranny Slut
    • Becoming a Sissy
    • Step Mom Sex
    • Israeli

    Searches Related to Sissy Chastity

    • Real Sissy Chastity Outdoor
    • Sissy Public Cum
    • Big Ass Shemale Compilation
    • You Are a Pretty Little Sissy Princess
    • Taboo Movies Full Length
    • Trans Glory Hole XXX
    • Fat Femboy
    • Chubby Sissies Cum and Squirt
    • Sissy-Virgin
    • Sissy Censored
    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