PornPorn Gay • 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
    • Old & Young
    • Daddy
    • Amateur
    • Bear
    • All categories
    Live Sex
    Categories
    • Big Cock
    • Bareback
    • Crossdresser
    • Daddy
    • Black
    • 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
    • Twink
    • Young
    • Bareback
    • Ass
    • Bear
    • 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
    • African
    • Amateur
    • Anal
    • Arab
    • Asian
    • Ass Licking
    • Bareback
    • BBC
    • BDSM
    • Bear
    • Big Ass
    • Big Cock
    • Black
    • Blowjob
    • Bukkake
    • Cartoon
    • Chinese
    • Chubby
    • College
    • Compilation
    • Couple
    • Creampie
    • Crossdresser
    • Cum In Mouth
    • Cum Swallowing
    • Cum Tribute
    • Cumshot
    • Daddy
    • Dildo
    • DILF
    • Domination
    • English
    • Fat
    • Femboy
    • First time
    • Fisting
    • Gangbang
    • German
    • Glory Hole
    • Grandpa
    • Group Sex
    • Hairy
    • Handjob
    • Homemade
    • Hunk
    • Indian
    • Interracial
    • Japanese
    • Latino
    • Locker Room
    • Man
    • Massage
    • Masturbation
    • Mature
    • Mexican
    • Middle-Aged
    • Military
    • Muscular
    • Nigerian
    • Nude
    • Old
    • Old & Young
    • Outdoor
    • Public
    • Rough Sex
    • SFW
    • Sissy
    • Skinny
    • Small Cock
    • Solo
    • Straight Guy
    • Teen
    • Threesome
    • Twink
    • All categories

    Sissy Chastity Gay 720p HD Porn Videos

    All HD 4K
    Newest
    Best Videos
    Premium Videos
    By Rating
    • By Rating
    • By Views
    • By Comments
    Date
    • All
    • 1 Day
    • 7 Days
    • 30 Days
    • Year 2026
    • Year 2025
    720p+
    • All
    • 720p+
    • 1080p+
    • 2160p+
    FPS
    • All
    • 30 FPS
    • 60 FPS
    Duration
    • 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 HD
    Sissy Maid Chastity HD
    Sissy Chastity Fucked HD
    Sissy Fucked in Chastity HD
    Sissy Crossdresser Locked Chastity HD
    Sissy Crossdresser HD
    Gay Sissy HD
    Sissy Boys HD
    Sissy Fuck HD
    Amateur Sissy HD
    Sissy Blowjob HD
    Sissy Lingerie HD
    Gay Chastity HD
    Young Sissy HD
    Black Sissy HD
    Sissy Twink HD
    Mature Sissy HD
    Sissy Gangbang HD
    By clicking the content you will also see an ad. AD
    2025.01.10 sailor uniform
    05:19
    2025.01.10 sailor uniform
    pale
    5.1K views
    Sissy Caged And Wearing Cute Lingerie
    06:36
    Sissy Caged And Wearing Cute Lingerie
    Snuskis80
    4.3K views
    I Need It From Both Sides
    02:43
    I Need It From Both Sides
    Bound_Sissy
    1K views
    Chastity slave prepares for his first cuckold session.
    05:25
    Chastity slave prepares for his first cuckold session.
    Chastityrex
    434 views
    LOCKTOBER 2022 DAY 1 - Lockup and Cockbanding
    03:41
    LOCKTOBER 2022 DAY 1 - Lockup and Cockbanding
    Prallo
    16.2K views
    Maid CDAdalyn does more cleaning
    10:42
    Maid CDAdalyn does more cleaning
    NudeGamer
    11.4K views
    Urethral sounding while being in chastity cage
    07:04
    Urethral sounding while being in chastity cage
    Selfspanker
    4.1K views
    Sissy Fuckhole Training
    07:12
    Sissy Fuckhole Training
    cdCrystal
    11.4K views
    Twink faggot in chastity fucked by Dildo.
    02:07
    Twink faggot in chastity fucked by Dildo.
    RubberPiglet
    8K views
    SlutBoyTO in Slutty Schoolgirl Outfit takes on Mr Hankeys 4XL Siswet 🐙Dildo
    07:01
    SlutBoyTO in Slutty Schoolgirl Outfit takes on Mr Hankeys 4XL Siswet 🐙Dildo
    SlutboyTO
    1.6K views
    Anal insertion of the chastity keys
    08:58
    Anal insertion of the chastity keys
    Chastityexposed
    3.5K views
    Vulturif desperately needs to pee and releases it finally in his underwear
    02:17
    Vulturif desperately needs to pee and releases it finally in his underwear
    Vulturif
    7.1K views
    Sissy in Chastity Takes BBC
    03:46
    Sissy in Chastity Takes BBC
    SissyCameron
    55.8K views
    Sissy SlutBoyTO Destroys Ass with Huge Skull Dildo
    06:56
    Sissy SlutBoyTO Destroys Ass with Huge Skull Dildo
    SlutboyTO
    4K views
    Gurl Cum
    04:19
    Gurl Cum
    cdCrystal
    7K views
    Ruined orgasm in nub chastity cage by vibrator
    14:19
    Ruined orgasm in nub chastity cage by vibrator
    Selfspanker
    1.1K views
    Tessa Rivers teases herself while locked up!
    03:41
    Tessa Rivers teases herself while locked up!
    Tessa Rivers
    2.3K views
    How do I put my chastity cage
    02:07
    How do I put my chastity cage
    3.8K views
    Shower and chastity before work
    06:19
    Shower and chastity before work
    Curious Chloe
    9.4K views
    femboy chastity day 3! locked beta
    01:59
    femboy chastity day 3! locked beta
    boywife03
    3.4K views
    2024.10.11 crossdresser ultra multiple sissygasm
    06:50
    2024.10.11 crossdresser ultra multiple sissygasm
    pale
    7.5K views
    Cagged sissygasm
    13:30
    Cagged sissygasm
    Bigcocksissy1985
    4.3K views
    Some sissy training!
    17:47
    Some sissy training!
    Sissy Dae
    876 views
    Chubby man putting on Steel Chastity cage on my cock
    02:06
    Chubby man putting on Steel Chastity cage on my cock
    Pan Aditya
    2.5K views
    Sissy Pig cock locked in chastity cums hands free
    02:11
    Sissy Pig cock locked in chastity cums hands free
    Titten-Sau
    6.1K views
    Putting on my flat cage with fat Innie cylinder
    01:15
    Putting on my flat cage with fat Innie cylinder
    outrummer
    21.3K views
    slave in chastity holy trainer nub and anal plug
    02:12
    slave in chastity holy trainer nub and anal plug
    8.1K views
    Slave Adashah locked in a tiny chastity. Fucked in the ass with a large vibrator and masturbated with small vibrators
    05:17
    Slave Adashah locked in a tiny chastity. Fucked in the ass with a large vibrator and masturbated with small vibrators
    Adashah
    4.5K views
    Ejaculation in the chastity cage
    02:42
    Ejaculation in the chastity cage
    3K views
    Daddys Sissy Pig Nipple Whore
    06:38
    Daddys Sissy Pig Nipple Whore
    Titten-Sau
    6.3K views
    Jackie Israeli Sissy learns (slowly) how to cum with her chastity on
    13:24
    Jackie Israeli Sissy learns (slowly) how to cum with her chastity on
    Jackie Israeli Sissy
    32.2K views
    SlutBoyTO vs Mr Hankey’s Prince Charming: The ass destroying challenge!
    03:14
    SlutBoyTO vs Mr Hankey’s Prince Charming: The ass destroying challenge!
    SlutboyTO
    3.6K views
    Orgasm in chastity
    01:30
    Orgasm in chastity
    Kenofada
    3.5K views
    Sissy in chastity playing with gaping hole in ripped legging.
    02:12
    Sissy in chastity playing with gaping hole in ripped legging.
    Ginger-bread
    5.8K views
    One method of ejaculation without removing the chastity cage
    02:19
    One method of ejaculation without removing the chastity cage
    10.2K views
    Outdoor micro chasttiy cage release
    06:02
    Outdoor micro chasttiy cage release
    Selfspanker
    1.4K views
    Sissy Playing With A Black Dildo
    07:16
    Sissy Playing With A Black Dildo
    Snuskis80
    7.9K views
    Ass fisting and failed edging session after that
    05:12
    Ass fisting and failed edging session after that
    3.6K views
    Sissy Crossdresser takes huge Big Daddy Dildo and Stretches Ass
    19:26
    Sissy Crossdresser takes huge Big Daddy Dildo and Stretches Ass
    Da Boss
    17.5K views
    Sissy cums in chastity while grinding on a chair
    02:07
    Sissy cums in chastity while grinding on a chair
    22.1K views
    Sissy Piss and Cum Dumb
    06:10
    Sissy Piss and Cum Dumb
    Bound_Sissy
    945 views
    Putting on my chastity cage
    01:43
    Putting on my chastity cage
    Jason Coxe
    2.6K views
    Caged pisser
    01:12
    Caged pisser
    Edge All Night
    466 views
    Ruined in urethral chastity
    04:46
    Ruined in urethral chastity
    Sissy Steph
    3.4K views
    Chastity Sissygasm
    01:20
    Chastity Sissygasm
    ACuck
    3K views
    Castity Sissy gets intens fuck by machine
    22:51
    Castity Sissy gets intens fuck by machine
    One2chris
    3.2K views
    Cumming in chastity with a vibrator
    01:03
    Cumming in chastity with a vibrator
    Matty Smith
    2.7K views
    Back
    1
    1. 1
    2. ...
    3. 5
    4. 6
    5. 7
    6. 8
    7. 9
    8. 10
    Next

    Categories Related to Sissy Chastity

    • Watch Me Masturbate HD
    • Nipple Worship HD
    • Solo Male Cum HD
    • 12 Inch Cock HD
    • Circle Jerking HD
    • Wearing Bra HD
    • Crossdresser Mini Skirt HD
    • Kuwaiti HD
    • Maids HD
    • Jordanian HD

    Searches Related to Sissy Chastity

    • Sissychristine
    • Little Bitch
    • Uncensored Anime
    • Feminize
    • Panty Wearing Husband Caught
    • Wife Dogging
    • Feminized Slave
    • Sissyfalls
    • Oiled Femboy
    • Crossdresser Doggy Style
    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