PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Sissy Chastity Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Chastity Fisting
    Sissy Chastity Hentai
    Sissy Chastity Captions
    Sissy Chastity Milking
    Shemale Sissy Chastity
    Sissy Chastity Squirt
    Sissy Chastity Dildo
    Sissy Put Chastity
    Sissy Chastity Creampie
    Sissy Chastity Tease
    Chastity Faggot Sissy
    Sissy Chastity Cocksucker
    Chastity Sissy Maid
    Sissy Tumblr Chastity
    Sissy Chastity Panties
    Sissy Chastity Belt
    Sissy Chastity Cum Compilation
    Sissy Husband in Chastity
    Real Sissy Chastity Outdoor
    Chastity Japanese Sissy Crossdress
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Negative Cage hardcore Cumload
      02:12
      Negative Cage hardcore Cumload
      boobyb0y
      105.2K views
    • Sissy Girl getting fucked by BBC Daddy
      02:10
      Sissy Girl getting fucked by BBC Daddy
      Ericka Sprinkle
      10.2K views
    • Flat Chastity Sissy
      21:45
      Flat Chastity Sissy
      Juahlovely
      108.9K views
    • Sissy Academy, Lesson#1 “student Presentation”
      01:04
      Sissy Academy, Lesson#1 “student Presentation”
      Apple00001
      just added
    • Sissy clitty leaking in its flat chastity cage from bareback anal pleasure
      09:30
      Sissy clitty leaking in its flat chastity cage from bareback anal pleasure
      Traviezisha
      105.7K views
    • Anal Fuck While in Chastity Cage, Anal Orgasm of a Sissy Femboy
      07:04
      Anal Fuck While in Chastity Cage, Anal Orgasm of a Sissy Femboy
      SissySimran
      just added
    • Sissy Slave Joyce Update
      05:54
      Sissy Slave Joyce Update
      Sissy Joyce
      45.7K views
    • Trans Mistress Hands Free Chastity Anal Cum
      00:35
      Trans Mistress Hands Free Chastity Anal Cum
      CD Mandi
      just added
    • PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.
      04:42
      PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.
      PorchaeTS
      87.9K views
    • Hot Ass Sissy. Riding Big Long Toy Deep and Good
      02:04
      Hot Ass Sissy. Riding Big Long Toy Deep and Good
      Lisa Rhea Deville
      just added
    • Bound sissy in chastity gets BBC
      07:46
      Bound sissy in chastity gets BBC
      937.5K views
    • real sissy full in chastity
      13:34
      real sissy full in chastity
      632.3K views
    • Sissy chastity training
      08:23
      Sissy chastity training
      224.7K views
    • Sissy Kanisa in Sexy Purple Nightwear Ep2
      04:10
      Sissy Kanisa in Sexy Purple Nightwear Ep2
      SissyKanisa
      just added
    • All sissy should be loked in chastity
      03:26
      All sissy should be loked in chastity
      343.1K views
    • Sissy Jasmine is fucked hard in her favorite dress
      05:23
      Sissy Jasmine is fucked hard in her favorite dress
      Jasmine904x
      just added
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      40.8K views
    • Minnie's tight ass gets worked out by thick dildo
      07:34
      Minnie's tight ass gets worked out by thick dildo
      Jasmine904x
      just added
    • sissies need chastity
      04:49
      sissies need chastity
      171K views
    • Sissy in Chastity Is Allowed to Have a Sissygasm with a Vibrator on Her Clitty After Male Breeding
      01:33
      Sissy in Chastity Is Allowed to Have a Sissygasm with a Vibrator on Her Clitty After Male Breeding
      Traviezisha
      just added
    • sissy clitty chastity
      07:26
      sissy clitty chastity
      522.9K views
    • Full Video - Sissy gets fucked by two HUGE dildos
      10:47
      Full Video - Sissy gets fucked by two HUGE dildos
      Jasmine904x
      just added
    • Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
      01:16
      Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
      TV_Helena
      60.9K views
    • Big ass tranny taking it like a pro and gets creampie
      06:28
      Big ass tranny taking it like a pro and gets creampie
      Trinit Noir
      5.2K views
    • Mistress Lets Sissy Squirt In Cage
      01:52
      Mistress Lets Sissy Squirt In Cage
      Devotion1986
      11.4K views
    • Practice makes perfect
      01:46
      Practice makes perfect
      cross_bi
      just added
    • 2 Sissies 1 Chastity Cage
      01:09
      2 Sissies 1 Chastity Cage
      Sissy Joyce
      262.1K views
    • Fucking Mtf Chastity Charlie 2
      08:12
      Fucking Mtf Chastity Charlie 2
      Jason With Women - Masculine Jason
      24.9K views
    • Anal Sissygasms In The Woods Chastity Slut Jessica Bloom
      05:17
      Anal Sissygasms In The Woods Chastity Slut Jessica Bloom
      Jessica Bloom
      31.1K views
    • Sissygasm Chastity Vibrator Machine Dildo Fucked Pulpyboy69
      07:50
      Sissygasm Chastity Vibrator Machine Dildo Fucked Pulpyboy69
      P Pulpyboy69
      just added
    • 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
      301.3K views
    • Full Video - POV Assfucking with Sissy Maid
      09:58
      Full Video - POV Assfucking with Sissy Maid
      Jasmine904x
      just added
    • Fucking my ass while caged and wearing heels - Summer Rayne
      03:57
      Fucking my ass while caged and wearing heels - Summer Rayne
      Summer Rayne
      66.7K views
    • Let's Dance Have a Great Mood Everyone My Beloved
      01:44
      Let's Dance Have a Great Mood Everyone My Beloved
      violet_bisex
      just added
    • Linzy19's Guide To Chastity
      51:23
      Linzy19's Guide To Chastity
      Linzy19
      85.4K views
    • ABT250502 Sexy devil in chastity
      03:12
      ABT250502 Sexy devil in chastity
      Abby Kitty
      82K views
    • SissyJoyce Sissygasm
      01:25
      SissyJoyce Sissygasm
      Sissy Joyce
      57.1K views
    • Horny whore wants more dick in her asspussy
      05:10
      Horny whore wants more dick in her asspussy
      Sunaxfemiknulla
      just added
    • Tranny with chastity cage fucked deep
      02:28
      Tranny with chastity cage fucked deep
      LittleVixenSlut
      24.1K views
    • Beautiful Sissy in chastity enjoys being fucked
      09:38
      Beautiful Sissy in chastity enjoys being fucked
      741.5K views
    • Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
      10:56
      Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
      Traviezisha
      130.4K views
    • Skitty&M&L in Our first fun Together
      21:22
      Skitty&M&L in Our first fun Together
      Skitty
      83.1K views
    • Chastity Sissy Machine Ballbusting
      01:25
      Chastity Sissy Machine Ballbusting
      suckyoudry76
      20.3K views
    • sissy in chastity swallow cum
      19:06
      sissy in chastity swallow cum
      428.5K views
    • TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
      01:11
      TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
      Princesszoey
      57.2K views
    • Young sissy sucking and getting fucked by Daddys BBC in pink mesh dress
      03:47
      Young sissy sucking and getting fucked by Daddys BBC in pink mesh dress
      Ericka Sprinkle
      160.7K views
    • Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      08:11
      Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      Jessica Bloom
      116.1K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 29
    9. ...
    10. 55
    55

    Searches Related to Sissy Chastity

    • Sissy Cuckold Chastity
    • Prostate Orgasm Tutorial
    • Crossdressers in Pretty Dresses
    • Feminine Trap
    • Extreme BDSM
    • Ladyboy Punished
    • Crossboy With Mommy Clothes
    • Hardcore Rough Sex
    • Sissy-Virgin
    • Early Hormone Treatment Results
    • Sissykanisa
    • Japanese Femboy Breeding Slave
    • Man Transformed Into Woman
    • Feminization
    • Made to Crossdress
    • Permanent Sissification
    • Bareback Creampie
    • Pussy Torture
    • Free Use
    • Trash Kitten
    Monetize your content
    Become a creator

    xHamster

    • About us
    • 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

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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