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

    Sissy Chastity Orgasm Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Chastity
    Orgasm
    Sissy Chastity
    Chastity Sissy
    Chastity Sissy Having Anal Orgasm
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    Submissive Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 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
      174.4K views
    • Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut
      07:27
      Jessica Bloom Plapping - Ball Busting Chastity Orgasm Sissy Cumslut
      Jessica Bloom
      26.1K views
    • Best Caged Only orgasms compilation
      06:42
      Best Caged Only orgasms compilation
      boobyb0y
      112.8K views
    • F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth
      07:23
      F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth
      Jessica Bloom
      31.1K views
    • handz free shemale cumming while getting fucked
      13:40
      handz free shemale cumming while getting fucked
      2.4M views
    • SissyMindy Sissy Anal toying chastity orgasm and cum eating
      05:26
      SissyMindy Sissy Anal toying chastity orgasm and cum eating
      SissyMindy10
      2.1K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Sissy Holly Sph Chastity Orgasm
      03:01
      Sissy Holly Sph Chastity Orgasm
      slinnkee
      1.5K views
    • Sissy Accidentally cums while rubbing her clit in the little chastity cage
      01:41
      Sissy Accidentally cums while rubbing her clit in the little chastity cage
      KiraszaSissy
      165.1K views
    • Chastity Orgasm
      05:59
      Chastity Orgasm
      4.2K views
    • TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      01:19
      TGirl in Chastiy has Anal Orgasm Sissygasm🏳️‍⚧️
      Princesszoey
      74.9K views
    • Webcam humiliation Reginaferguson in chastity orgasm
      01:49
      Webcam humiliation Reginaferguson in chastity orgasm
      1.8K views
    • Hands Free Sissy Orgasms Vol 5
      14:52
      Hands Free Sissy Orgasms Vol 5
      406.3K views
    • Chastity Orgasm by Sissy Mindy
      16:05
      Chastity Orgasm by Sissy Mindy
      SissyMindy10
      2K 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
      65.1K views
    • anal plugged sissy chastity vibrator cum
      10:10
      anal plugged sissy chastity vibrator cum
      Juahlovely
      15K views
    • Compilation: Trannies Cum While they get Fucked
      13:29
      Compilation: Trannies Cum While they get Fucked
      3.8M views
    • Sissy Chastity JOI - Unlock and Ruin your Orgasm with Me
      01:34
      Sissy Chastity JOI - Unlock and Ruin your Orgasm with Me
      Layne Love
      11.6K views
    • sissygasm caged Compilation
      03:17
      sissygasm caged Compilation
      boobyb0y
      265.7K views
    • Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom
      10:11
      Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom
      Jessica Bloom
      28K views
    • Handsfree Sissygasm Compilation Vol. 3
      15:12
      Handsfree Sissygasm Compilation Vol. 3
      551.2K views
    • Skyler Storm sissy chastity dildo machine
      04:25
      Skyler Storm sissy chastity dildo machine
      2.2K views
    • The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      07:20
      The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      Sonechka25
      29.5K views
    • Sissy Chastity Cage Orgasm cuming in my chastity cage
      01:39
      Sissy Chastity Cage Orgasm cuming in my chastity cage
      SissyMindy10
      6.8K views
    • Tranny Babe in Chasity Cage Gets Fucked by large Dildo
      11:37
      Tranny Babe in Chasity Cage Gets Fucked by large Dildo
      944.2K views
    • How I've made my boyfriend into a anal slut
      04:39
      How I've made my boyfriend into a anal slut
      Trinit Noir
      55K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.1M views
    • Standing Squirt
      02:43
      Standing Squirt
      XiangYan
      69.5K 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
      298.2K 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
      586.3K views
    • Hands Free Sissy Orgasms Vol 2
      15:20
      Hands Free Sissy Orgasms Vol 2
      312.6K 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
      90K views
    • Anal orgasm, Cumming while fucked, Sissygasm
      12:49
      Anal orgasm, Cumming while fucked, Sissygasm
      1.2M 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
      74.3K views
    • SissyJoyce Sissygasm
      01:25
      SissyJoyce Sissygasm
      Sissy Joyce
      57.1K views
    • Trans Girl Forced Orgasm
      08:12
      Trans Girl Forced Orgasm
      Mistress Jodie May
      105K views
    • Mistress Lets Sissy Squirt In Cage
      01:52
      Mistress Lets Sissy Squirt In Cage
      Devotion1986
      11.4K views
    • Chastity ass pounded sissy
      03:43
      Chastity ass pounded sissy
      Lockedupunicorn
      55.6K views
    • chastity cum and squirt and cum again
      05:09
      chastity cum and squirt and cum again
      Juahlovely
      42.6K views
    • Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
      06:54
      Stepdaddies Little Chastity Slut - Fucking Machine Cumshot
      Jessica Bloom
      5K views
    • cum handsfree while fucked by bbc
      00:38
      cum handsfree while fucked by bbc
      3M views
    • Crazy fetish trannys! Chastity sex with a live rubber doll!
      01:16
      Crazy fetish trannys! Chastity sex with a live rubber doll!
      TV_Helena
      74K views
    • fufu clip sissy anal dildo squirt
      05:56
      fufu clip sissy anal dildo squirt
      Juahlovely
      58.7K views
    • Locked, Submissive Trans Sissy in Long Machine Play
      13:58
      Locked, Submissive Trans Sissy in Long Machine Play
      Paula Rainbow
      7.3K views
    • chastity sissy slut vibrator cum
      08:16
      chastity sissy slut vibrator cum
      Juahlovely
      153.1K views
    • Ass to Mouth With Over 100 Loads of CUM! Frozen Cum Play Sissy Jessica Bloom
      10:20
      Ass to Mouth With Over 100 Loads of CUM! Frozen Cum Play Sissy Jessica Bloom
      Jessica Bloom
      15.9K views
    • slutty sissygasm compilation
      05:18
      slutty sissygasm compilation
      107.1K 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 Chastity Orgasm

    • Sissy Prostate Orgasm
    • Chastity Cum
    • Beautiful Shemale Can T Stop Cumming
    • Fainting Orgasms
    • Sissygasm Sex
    • Uncontrollable Intense Shaking Orgasm
    • Caged Anal
    • Cum in Chastity Cage
    • Sissy Cums While Being Fucked
    • Fucking Machine Bondage
    • Handcuffed Crossdresser
    • Prostate Orgasm
    • Cums While Getting Fucked
    • Cuming Hands Free
    • First Sissygasm
    • Cumming When Tied up
    • Extreme Milking
    • Trans Girl Jerks off and Quietly
    • Japanese Shemales Uncensored Ejaculation
    • Femboy Squirt
    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