PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Sissy Put Chastity Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Chastity
    Sissy Chastity
    Chastity Sissy
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Gangbang
    Sissy Cuckold
    Sissy Slave
    Sissy Boy
    Sissy Femdom
    Sissy Slut
    Sissy Faggot
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Sissy put on chastity belt
      01:55
      Sissy put on chastity belt
      H Hazey91
      6K 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
      90.9K views
    • Learning to pose (Sissy put on chastity and buttplug)
      02:45
      Learning to pose (Sissy put on chastity and buttplug)
      3.5K views
    • sissy girl gets permanently caged and flushes her keys
      01:29
      sissy girl gets permanently caged and flushes her keys
      jessiesissyadventures
      15.1K views
    • POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you worship her feet.
      07:37
      POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you worship her feet.
      Vane03_siss
      32.5K views
    • Lola Sissification 2 Part 1 - G018
      07:29
      Lola Sissification 2 Part 1 - G018
      Lola Femme
      730.5K views
    • TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
      01:11
      TGirl Puts on Chastity Cage, Locking Away her Tiny Penis
      Princesszoey
      61.9K 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
      265.7K views
    • Man Put in Chastity and Dressed as Maid for Job
      05:17
      Man Put in Chastity and Dressed as Maid for Job
      Bailey Wilde
      32.9K views
    • Sissy Sex Slave
      07:00
      Sissy Sex Slave
      Kapri Sun
      90.5K views
    • Cock Cage Guide -- How to Put on Chastity Device Clit Cage
      08:45
      Cock Cage Guide -- How to Put on Chastity Device Clit Cage
      Jessica Bloom
      127.6K views
    • Sissy Dressup Party with Sasha De sade Goes wrong
      01:10
      Sissy Dressup Party with Sasha De sade Goes wrong
      Sissy Joyce
      137K views
    • SIssy MJ Sissygasms After Putting On Her New Chastity Cage
      01:56
      SIssy MJ Sissygasms After Putting On Her New Chastity Cage
      MJ
      75.7K views
    • Beautiful Sissy in chastity enjoys being fucked
      09:38
      Beautiful Sissy in chastity enjoys being fucked
      755.1K views
    • Sissy Kanisa Put on Cute Fluffy Dress
      07:23
      Sissy Kanisa Put on Cute Fluffy Dress
      SissyKanisa
      12.6K views
    • Caught in the electric penis cage and piss me on my seam stockings with boots
      10:00
      Caught in the electric penis cage and piss me on my seam stockings with boots
      Loreleyadd
      150.5K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      141.4K views
    • Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      07:37
      Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
      MJ
      214K views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      148.9K views
    • Chastity Never Ends
      07:57
      Chastity Never Ends
      Ts Lucy Morningstar
      74.3K views
    • Relevant Short videos

      Sissy Kanisa Put on Cute Fluffy Dress
      Sissy Kanisa Put on Cute Fluffy Dress
      SissyKanisa
      1.4K views
      Must-share moment from "POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you"
      Must-share moment from "POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you"
      Vane03_siss
      956 views
      Cage, precum and  plugged | Clip 1
      Cage, precum and plugged | Clip 1
      Soundgu
      349 views
      Captivating moment from "How to Put on a Chastity Cage and Train Your Ass with a BBC"
      Captivating moment from "How to Put on a Chastity Cage and Train Your Ass with a BBC"
      NAT0NYA
      781 views
      cumming like crazy
      cumming like crazy
      boobyb0y
      255.1K views
      Hardcore negative chastity
      Hardcore negative chastity
      boobyb0y
      268.1K views
    • Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
      17:39
      Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
      Sissy Joyce
      142.4K views
    • Warning : Sissyfication is real - Sissy Joyce's warning
      03:57
      Warning : Sissyfication is real - Sissy Joyce's warning
      Sissy Joyce
      865.2K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      39:24
      Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      alinanightsky
      195.2K views
    • fufu clip sissy anal dildo squirt
      05:56
      fufu clip sissy anal dildo squirt
      Juahlovely
      70.6K 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
      290.2K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • Sissy chastity cage hardcore anal playplay
      02:44
      Sissy chastity cage hardcore anal playplay
      Lexi Faith
      130.5K views
    • Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
      01:17
      Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
      Allmylinks
      19.2K views
    • The Vice Mach 2 chastity cage (prototype) product review!!
      09:16
      The Vice Mach 2 chastity cage (prototype) product review!!
      Sissy Joyce
      45.1K views
    • Sissy Joyce - A real life sissy slave
      01:16
      Sissy Joyce - A real life sissy slave
      Sissy Joyce
      717.4K views
    • She Is a Feminization Academy Graduate
      08:12
      She Is a Feminization Academy Graduate
      Pure Ts
      87.9K views
    • Try to use my new Chasity in restroom
      01:52
      Try to use my new Chasity in restroom
      Miyamizu Mitsuha
      162.1K views
    • ABT250502 Sexy devil in chastity
      03:12
      ABT250502 Sexy devil in chastity
      Abby Kitty
      91.5K views
    • Chastity Sissy Machine Ballbusting
      01:25
      Chastity Sissy Machine Ballbusting
      suckyoudry76
      30.5K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Down the Sissy Rabbit Hole - My Story
      00:44
      Down the Sissy Rabbit Hole - My Story
      Sissy Joyce
      22.8K views
    • My step sister turned me into her trans wife
      05:13
      My step sister turned me into her trans wife
      CutePinkUnicorn
      134.6K views
    • Bound sissy in chastity gets BBC
      07:46
      Bound sissy in chastity gets BBC
      975.3K views
    • How to Put on Flat Chastity Cage Guide (Jessica Bloom)
      06:08
      How to Put on Flat Chastity Cage Guide (Jessica Bloom)
      Jessica Bloom
      37.4K views
    • Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
      01:13
      Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
      Layne Love
      189.3K views
    • Chasity cage
      03:55
      Chasity cage
      NikkyTrav
      156K views
    • Asian Sissy Mastubate in Chastity and Cum
      07:12
      Asian Sissy Mastubate in Chastity and Cum
      CuteAsianSissy
      88.6K views
    • Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
      01:39
      Cute sissy chastity cage try on - 6 different cages for you FULL VID on LayneLovee Manyvids
      Layne Love
      69.4K views
    • Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      05:27
      Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
      ActorFab
      268.1K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Sissy Put Chastity

    Sissy Chastity
    Sissy Locked in Chastity
    Caged Orgasm
    Tiny Penis Cock Cage
    Japanese Crossdresser Slave BDSM Bondage
    Post Op Ladyboy Pussy Creampie
    Femboy Tease
    Femdom Feminization
    Trans Jenika
    Sissy Locked Heels and Chastity
    Pretty Monnica
    Milking Machine BDSM Hentai
    Ladyboy Pussy
    Feminized Husband
    School Skirt
    Transgender Transformation Porn
    Sissy Cumming Chastity
    A Sissy's Purpose
    TS Twerking
    Sexy Shemales Suspenders Garter Belt
    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