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 Locked In Chastity Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Chastity
    Locked
    Sissy Chastity
    Chastity Sissy
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    Sissy Femdom
    Best Videos
    By clicking the content you will also see an ad. AD
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Sissy locked in chastity and fucks her self hard trying to cum.
    06:27
    Sissy locked in chastity and fucks her self hard trying to cum.
    Lexa Styles
    10.5K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Sissy locked in chastity while in a humbler
    01:30
    Sissy locked in chastity while in a humbler
    4.7K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.1M 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
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.9M views
    Sissy Locked in Chastity and in Bondage on Her Post with a Huge Dildo
    11:34
    Sissy Locked in Chastity and in Bondage on Her Post with a Huge Dildo
    Sissy Candy
    just added
    Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
    05:27
    Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
    ActorFab
    231.9K views
    Sissy locked in chastity taking Mr. Hankey Tubesteak
    00:50
    Sissy locked in chastity taking Mr. Hankey Tubesteak
    Lockedupunicorn
    3.7K views
    Daddy loves to wreck my asshole in chastity
    06:24
    Daddy loves to wreck my asshole in chastity
    missangell_
    475.7K views
    rubber sissy locked in chastity being fucked in the ass by a fuck machine
    02:02
    rubber sissy locked in chastity being fucked in the ass by a fuck machine
    RubberPiglet
    509 views
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    217.2K views
    Sissy locked in Chastity Cage
    02:22
    Sissy locked in Chastity Cage
    4.9K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    687.7K views
    Sissy locked in chastity fucking her ass with a dildo
    01:23
    Sissy locked in chastity fucking her ass with a dildo
    SissyMichelle6
    1.6K views
    Sissy Sex Slave
    07:00
    Sissy Sex Slave
    Kapri Sun
    48.7K views
    Sissy locked in chastity teasing
    01:13
    Sissy locked in chastity teasing
    Brooke Bottoms
    2.1K 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
    70.6K views
    Sissy locked in chastity
    00:46
    Sissy locked in chastity
    3.7K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Sissy locked in permanent chastity
    02:07
    Sissy locked in permanent chastity
    81.5K views
    2032 - the Bwno Future
    15:06
    2032 - the Bwno Future
    ChristineWest120
    112.7K views
    Extreme Anal Training of cute sissy locked in flat metal Chastity Cage riding big BBC dildo!
    05:54
    Extreme Anal Training of cute sissy locked in flat metal Chastity Cage riding big BBC dildo!
    NAT0NYA
    4.4K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Cute Latex Sissy Locked In Negative Chastity Cage
    00:48
    Cute Latex Sissy Locked In Negative Chastity Cage
    Vocalz_i7
    53.7K views
    I can't believe i'm posting this! BBC Fucks Sissy
    00:50
    I can't believe i'm posting this! BBC Fucks Sissy
    Sissy Joyce
    440.7K views
    Sissy locked in PVC Diaper and Chastity
    01:33
    Sissy locked in PVC Diaper and Chastity
    Sissy Steffi
    22.4K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    777.1K views
    Shemale Sissy Locked in Metal Chastity Fuck
    02:20
    Shemale Sissy Locked in Metal Chastity Fuck
    NAT0NYA
    3.8K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
    13:54
    Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm
    Sissy Candy
    39.6K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    Locked in Chastity and Using a Vibrator to Make My Girldick Cum
    06:16
    Locked in Chastity and Using a Vibrator to Make My Girldick Cum
    Gray Perrier
    3K views
    Sissy Dressup Party with Sasha De sade Goes wrong
    01:10
    Sissy Dressup Party with Sasha De sade Goes wrong
    Sissy Joyce
    109.8K views
    Sissy Maid Candy Fucks Some of Her Dildos While Locked in Chastity
    09:33
    Sissy Maid Candy Fucks Some of Her Dildos While Locked in Chastity
    Sissy Candy
    10K views
    Bound sissy in chastity gets BBC
    07:46
    Bound sissy in chastity gets BBC
    944.5K views
    sissy princess gets locked in chastity cage and destroys by bbc toy
    03:04
    sissy princess gets locked in chastity cage and destroys by bbc toy
    jessiesissyadventures
    7.8K views
    Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
    05:11
    Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
    Jessica Bloom
    275.9K views
    Love Tasting My Own Ass Juices, Especially While Locked in Chastity
    06:25
    Love Tasting My Own Ass Juices, Especially While Locked in Chastity
    MJ
    9.8K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    327.5K views
    Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity
    01:42
    Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity
    Scarlett Williams
    42.6K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    68.3K views
    MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School
    03:03
    MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School
    MaureenNadh
    12.9K views
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    Trans and Co
    376.9K views
    Niqab shemail locked in chastity and fucking dildo
    07:17
    Niqab shemail locked in chastity and fucking dildo
    Mango49x
    7.9K views
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    11:20
    Degraded and bound Alina learns that her pleasure is on the secon place during exhausting bdsm session
    alinanightsky
    306.1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Locked In Chastity

    • Turning My Husband Into a Sissy Cuckold
    • Femboy Fucked
    • Caught Crossdressing by Mom
    • Traps Femboys and Sissys
    • 2 Sissies 1 Chastity Cage
    • Bdsm Gangbang With Crossdresser
    • Cum in You Panties Sissy
    • Two Shemales Using Their Male Sex Slave
    • Young Ladyboy First Anal
    • Femdom Milking Machine Torture
    • Forced Orgasm Bondage
    • Chastity Release
    • The Sissy's Future
    • Trans Step Sis XXX
    • Femboy Getting Fucked
    • Cock Peeking Out of Her Skirt Dress
    • Male to Female Transformation Fantasy
    • Stepbro Analed His Horny TS Stepsister
    • Beautiful Femboys
    • Extreme Small Teen

    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