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

    Chastity Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Gangbang
    Amateur Sissy
    Sissy Femdom
    Sissy Slut
    Sissy Boy
    Sissy Faggot
    Submissive Sissy
    Sissy Cum
    Sissy Anal
    Sissy Humiliation
    Asian Sissy
    Sissy Trainer
    Homemade Sissy
    Sissy JOI
    Sissy BDSM
    Sissy Pegging
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Maid standing orgasm
      10:52
      Maid standing orgasm
      FapHouse
      482.4K views
    • sam_cdsissy sissy crossdresser cums on cam
      24:49
      sam_cdsissy sissy crossdresser cums on cam
      S Sam_cdsissy
      28.1K views
    • Sissyfication
      43:09
      Sissyfication
      1.1M views
    • No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
      04:44
      No Escaping Bondage - Sissy Maid Punishment - Steel Rigid Ankle-Wrist Spreader
      Derek6699
      272.1K views
    • The sissy gets ruined by a BBC bull
      01:59
      The sissy gets ruined by a BBC bull
      252.2K views
    • real sissy full in chastity
      13:34
      real sissy full in chastity
      639.6K views
    • The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      02:55
      The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
      XiangYan
      319.8K views
    • 2 sexy slutty sissies and 1 BBC
      03:32
      2 sexy slutty sissies and 1 BBC
      Ericka Sprinkle
      175.8K views
    • Fucking my CAGED little tranny toy and CUMMING on her ass
      03:59
      Fucking my CAGED little tranny toy and CUMMING on her ass
      Freya Frostnymph
      114K views
    • sissy shemale chastity poppertrainer
      18:18
      sissy shemale chastity poppertrainer
      213.6K views
    • Granny tranny Holly riding a BBC dildo and cums in her chastity cage
      03:22
      Granny tranny Holly riding a BBC dildo and cums in her chastity cage
      Hollycd1
      90K views
    • Two sissy sluts sharing the same BBC
      04:29
      Two sissy sluts sharing the same BBC
      Ericka Sprinkle
      193.5K views
    • BNWO Sissy Bride Gooning
      12:06
      BNWO Sissy Bride Gooning
      Natalie Napoli
      37.4K views
    • Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      23:36
      Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
      Sissy Candy
      33.7K views
    • chastity cum and squirt and cum again
      05:09
      chastity cum and squirt and cum again
      Juahlovely
      47.9K views
    • Chastity cage and fuck machine makes perfect cum
      14:09
      Chastity cage and fuck machine makes perfect cum
      yourprettykate
      21.8K views
    • Kinky sissy slut with huge tits bangs her hole
      09:49
      Kinky sissy slut with huge tits bangs her hole
      Sissy Slut Chantal Sweet
      16.9K views
    • Trans Chastity Beauties Tease With Toys
      11:09
      Trans Chastity Beauties Tease With Toys
      hothotfilms
      43.8K views
    • Milky TGirl in Chastity has Handsfree Sissygasm + Shows her Lactating Tits
      01:38
      Milky TGirl in Chastity has Handsfree Sissygasm + Shows her Lactating Tits
      Princesszoey
      96.1K views
    • Tranny Girl PUBLIC with a dominant guy! After facial cumshot she continues walking through the city!
      00:43
      Tranny Girl PUBLIC with a dominant guy! After facial cumshot she continues walking through the city!
      TV_Helena
      593.9K views
    • Young Trans Sissy Is Used Relentlessly
      11:34
      Young Trans Sissy Is Used Relentlessly
      41.8K views
    • Maid Victoria Chastity Belt Electrics 1
      08:08
      Maid Victoria Chastity Belt Electrics 1
      289.1K 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
      FapHouse
      163.1K views
    • Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
      10:50
      Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
      Derek6699
      65.1K views
    • Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf
      06:12
      Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf
      Ria_Bentley
      7.5K views
    • Fucking after Halloween party with a sissy bitch
      14:12
      Fucking after Halloween party with a sissy bitch
      Saranji
      201.9K views
    • Together in a life of chastity
      09:44
      Together in a life of chastity
      Katie Fox
      141.5K views
    • Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
      02:43
      Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
      Starlightfemboy
      211.2K views
    • Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
      14:57
      Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
      Sissy Amina
      47.1K views
    • Everything a sissy needs .... give it to her
      09:46
      Everything a sissy needs .... give it to her
      kinkydanielle
      14.3K views
    • AB2509 Locked three months Cute femboy cum in flashlight with e-plug
      02:54
      AB2509 Locked three months Cute femboy cum in flashlight with e-plug
      Abby Kitty
      37.8K views
    • SISSYBOI FEMBOI WITH CHASTITY CAGE  RIDING INTERRACIAL BBC HARD
      01:35
      SISSYBOI FEMBOI WITH CHASTITY CAGE RIDING INTERRACIAL BBC HARD
      Alesissyboi
      180.5K views
    • My Butthole LooksSo Good Being Stretched Out in the Sunlight
      05:21
      My Butthole LooksSo Good Being Stretched Out in the Sunlight
      MJ
      33.2K views
    • TGirl in Chastity with Lactating Tits has Anal Orgasm Hands Free Sissygasm
      01:59
      TGirl in Chastity with Lactating Tits has Anal Orgasm Hands Free Sissygasm
      Princesszoey
      78.6K views
    • 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
      Mydirtyhobby
      64.3K views
    • Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
      07:28
      Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
      linktree
      59.8K views
    • Sexy Blond Sissy Bimbo Style Doll
      06:42
      Sexy Blond Sissy Bimbo Style Doll
      Letany Ponny
      138.2K views
    • Cumming after a day in negative chastity
      02:15
      Cumming after a day in negative chastity
      boobyb0y
      375.6K views
    • crossdresser slut
      43:24
      crossdresser slut
      violet_bisex
      12.7K views
    • At Her Mercy: Hot Trans Domme Trains You
      11:12
      At Her Mercy: Hot Trans Domme Trains You
      Many Vids
      42.9K views
    • Chastity Never Ends
      07:57
      Chastity Never Ends
      Ts Lucy Morningstar
      71.8K views
    • Trans Girl Forced Orgasm
      08:12
      Trans Girl Forced Orgasm
      Mistress Jodie May
      108.2K views
    • 2 slutty sissies making out while riding a BBC
      00:57
      2 slutty sissies making out while riding a BBC
      Ericka Sprinkle
      108.5K views
    • BBC pouding Sissy femboy in chastity missionary
      03:10
      BBC pouding Sissy femboy in chastity missionary
      Alesissyboi
      115K views
    • Negative Chastity cum with vibrator
      02:12
      Negative Chastity cum with vibrator
      boobyb0y
      121.3K views
    • Sissy slut spitroast training with my fuck machine and dildos
      03:05
      Sissy slut spitroast training with my fuck machine and dildos
      trixied93
      6.3K views
    • Fufu chastity clip
      07:44
      Fufu chastity clip
      Lexa Styles
      17.7K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 3
    4. 4
    5. 5
    6. 6
    7. 7
    8. ...
    9. 43
    10. ...
    11. 80
    80

    Searches Related to Chastity Sissy

    • Sloppy Seconds
    • Pretty Pretty Pretty
    • Cash Twins
    • Your-Sissyslut
    • Bad Mommy
    • Orgasm Denial
    • Boypussy
    • Fuck Me Fuck Me Fuck Me
    • Oooo Xxxx Xxxx Oooo
    • Tgirl BDSM
    • Karley Sonata Cums
    • Bound Sluts
    • Sisy Boy
    • Double Penetration
    • Sadistic Mistress
    • Strict Bondage
    • So Deep He Came so Much
    • Ladyboy Femdom
    • Pegging With Huge Dildo
    • White Whore for Black Pimp
    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