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
    • Black
    • Big Cock
    • 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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    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

    Shemale Sissy Chastity 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 Spanked HD
    Old Sissy HD
    Sissy Milking HD
    Goth Sissy HD
    Sissy Gape HD
    Sissy Nylon HD
    Sexy Sissies HD
    Sissy Trained HD
    Sissy Chastity Cage HD
    Strapon Sissies HD
    Sissy Lesbians HD
    White Sissy HD
    Sissy Ladyboy HD
    Sissy Test HD
    Sissy Submission HD
    Sissy Bitch HD
    Sissy Maker HD
    Sissy Hardcore HD
    By clicking the content you will also see an ad. AD
    Chastity Orgasm by Sissy Mindy
    16:05
    Chastity Orgasm by Sissy Mindy
    SissyMindy10
    2K views
    Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy
    14:51
    Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy
    SissyMindy10
    2.4K views
    Chastity E-stimming
    06:53
    Chastity E-stimming
    Cassidy
    4K views
    Sissy in chastity Taking a Dildo Doggy style like a good girl training for daddy
    01:43
    Sissy in chastity Taking a Dildo Doggy style like a good girl training for daddy
    KiraszaSissy
    2.3K views
    Real Sissy Mindy Maid Service cleaning mirrors
    04:27
    Real Sissy Mindy Maid Service cleaning mirrors
    SissyMindy10
    2.7K views
    Caged Sissy Femboy Twerking in Sexy Lingerie
    02:21
    Caged Sissy Femboy Twerking in Sexy Lingerie
    FEMBOIIxFRANKII
    1.8K views
    Sissy Lucy, Double Anal Dildo in Chastity
    05:16
    Sissy Lucy, Double Anal Dildo in Chastity
    Onlyfans
    5.4K views
    I fuck my toy 2
    05:46
    I fuck my toy 2
    Sissy MandyX
    4.6K views
    SissyMindy Sexy Wood Nymph chastity slut
    02:27
    SissyMindy Sexy Wood Nymph chastity slut
    SissyMindy10
    936 views
    Sissy Anal Training
    01:30
    Sissy Anal Training
    SlutyCourtney
    1.6K views
    Hot Blonde Crossdresser Bailey Wilde Photoshoot
    02:02
    Hot Blonde Crossdresser Bailey Wilde Photoshoot
    Onlyfans
    1.6K views
    Real Sissy Maid Service  "Mopping the Floor"
    01:07
    Real Sissy Maid Service "Mopping the Floor"
    SissyMindy10
    2.7K views
    Locked and Load
    13:27
    Locked and Load
    Xshen Hunk
    2.5K views
    I fuck my Toy 2
    04:23
    I fuck my Toy 2
    Sissy MandyX
    2K views
    White Dirty Sissy Slut Fuck by Huge BBC Dildo penetrated while Locked in Chastity
    04:11
    White Dirty Sissy Slut Fuck by Huge BBC Dildo penetrated while Locked in Chastity
    NAT0NYA
    2.5K views
    Trans Chastity Tease
    05:39
    Trans Chastity Tease
    CarmenMelatonin
    4.5K views
    SissyMindy the SissyKat cosplay kitty chastity dance
    05:26
    SissyMindy the SissyKat cosplay kitty chastity dance
    SissyMindy10
    1.4K views
    Sissy Mindy Chastity Cage Vibrations
    02:33
    Sissy Mindy Chastity Cage Vibrations
    SissyMindy10
    1.1K views
    chubby sissy gets to wand in chastity
    02:28
    chubby sissy gets to wand in chastity
    S Subby Sergal
    3.1K views
    Sissy Remove Chastity
    07:37
    Sissy Remove Chastity
    Sissy Sandy 83
    1.6K views
    Sissy Boy Pink Dildo Fuck
    02:03
    Sissy Boy Pink Dildo Fuck
    SissyMindy10
    1.4K views
    Sissy chastity belt and pantyhose
    00:49
    Sissy chastity belt and pantyhose
    5K views
    Sexy Blonde Sissy Bailey Wilde Removes Chastity Then Jerks Off
    06:58
    Sexy Blonde Sissy Bailey Wilde Removes Chastity Then Jerks Off
    Onlyfans
    1.9K views
    Chastity Sissy BBC Dildo Fucking
    02:13
    Chastity Sissy BBC Dildo Fucking
    FEMBOIIxFRANKII
    1.2K views
    Destruction Anal
    14:06
    Destruction Anal
    Sissy MandyX
    3.6K views
    Masked Chastity Sissy Outside
    02:03
    Masked Chastity Sissy Outside
    8.2K views
    Sissy Remove Chastity 02
    02:55
    Sissy Remove Chastity 02
    Sissy Sandy 83
    1.5K views
    Caged Sissy Femboy Fucked Hard By Dildo Fuck Machine
    01:28
    Caged Sissy Femboy Fucked Hard By Dildo Fuck Machine
    FEMBOIIxFRANKII
    1.9K views
    Sissymindy as SissyKat using a vibrator on her chastity cage
    02:54
    Sissymindy as SissyKat using a vibrator on her chastity cage
    SissyMindy10
    1.6K views
    SssyMindy anal vibrator show in red lingerie
    03:12
    SssyMindy anal vibrator show in red lingerie
    SissyMindy10
    1.2K views
    Chastity Shemale Fucks a BBC
    02:00
    Chastity Shemale Fucks a BBC
    FEMBOIIxFRANKII
    1.9K views
    Caged Sissy Femboy Fucking a BBC Dildo
    04:06
    Caged Sissy Femboy Fucking a BBC Dildo
    FEMBOIIxFRANKII
    1.5K views
    Shemale in Chastity Gets Ass Fucked By BBC Dildo
    01:51
    Shemale in Chastity Gets Ass Fucked By BBC Dildo
    FEMBOIIxFRANKII
    1.5K views
    Sissy chastity
    00:47
    Sissy chastity
    1.1K views
    Teen Sissy in Chastity Rides a Massive BBC
    02:31
    Teen Sissy in Chastity Rides a Massive BBC
    FEMBOIIxFRANKII
    2.4K views
    slutty tgirl rides a bbc sex doll
    01:47
    slutty tgirl rides a bbc sex doll
    FEMBOIIxFRANKII
    1.4K views
    BBC Dildo Fucking For Chastity Tgirl Sissy
    02:36
    BBC Dildo Fucking For Chastity Tgirl Sissy
    FEMBOIIxFRANKII
    1.1K views
    Improvised Glass Chastity Sissy
    00:25
    Improvised Glass Chastity Sissy
    NAT0NYA
    767 views
    Chastity Sissy Gapes Ass with Massive Dildo
    02:16
    Chastity Sissy Gapes Ass with Massive Dildo
    FapHouse
    1.4K views
    Slutty Sissy Pirate Cage Dance by Sissy Mindy
    05:34
    Slutty Sissy Pirate Cage Dance by Sissy Mindy
    SissyMindy10
    1.7K views
    Elmo Fucks Transgender in Chastity
    01:27
    Elmo Fucks Transgender in Chastity
    Jake Grand
    2K views
    Caged Sissy Fucked By a Dildo Fuck Machine
    02:00
    Caged Sissy Fucked By a Dildo Fuck Machine
    FEMBOIIxFRANKII
    1.1K views
    Limp Ladyboy Slut Anally Destroys Her Sexy Ass
    02:39
    Limp Ladyboy Slut Anally Destroys Her Sexy Ass
    NAT0NYA
    2.3K views
    Sissy Femboy Twerking Ass and Chastity Striptease
    01:25
    Sissy Femboy Twerking Ass and Chastity Striptease
    FEMBOIIxFRANKII
    1K views
    Sexy Shemale Gets Fucked Hard By Dildo Fucking Machine
    01:42
    Sexy Shemale Gets Fucked Hard By Dildo Fucking Machine
    FEMBOIIxFRANKII
    989 views
    Caged Sissy Twerking Fat Ass For BBC
    01:39
    Caged Sissy Twerking Fat Ass For BBC
    FEMBOIIxFRANKII
    1.5K views
    Caged Sissy Femboy Having Sex with a DIldo Thrusting Machine Fuck
    01:22
    Caged Sissy Femboy Having Sex with a DIldo Thrusting Machine Fuck
    FEMBOIIxFRANKII
    1.3K views
    Back
    1
    1. 1
    2. ...
    3. 3
    4. 4
    5. 5
    6. 6
    Next

    Categories Related to Shemale Sissy Chastity

    • Curvy Shemale HD
    • Granny Tranny HD
    • Crossdresser Maid HD
    • Femdom Sissy Training HD
    • Cumming While Fucked HD
    • Big Tits Masturbation HD
    • Beautiful Shemale Fuck Girl HD
    • Femboy Slut HD
    • Sex with Stepmom HD
    • Teen Sissy Boy HD

    Searches Related to Shemale Sissy Chastity

    • Crossdresser Severe Punishment
    • British Amateur Dogging
    • Pervert Italian Family Complete Film
    • Egyptian Femboy
    • Femboys and Sissys
    • Sissygasm Training
    • Bus Sri Lanka XXX
    • Sissy Aniya
    • Sexy Wife Blows Crossdressing Husband
    • Saray Isis Amay
    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