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

    Sissy Chastity Captions Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Chastity
    Caption
    Sissy Chastity
    Sissy Caption
    Chastity Sissy
    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
      176.1K views
    • Chastity Sissys Desperate Dildo Training Captivating Caption Story
      09:27
      Chastity Sissys Desperate Dildo Training Captivating Caption Story
      KiraszaSissy
      4.7K views
    • Sissy Caption - This is who you are now, sissy.
      01:00
      Sissy Caption - This is who you are now, sissy.
      313.1K views
    • I show you my butt
      02:26
      I show you my butt
      Andreina Naty
      20.8K views
    • Well almost straight?
      00:46
      Well almost straight?
      443.3K views
    • Vladasexytrans leaks from anal
      03:13
      Vladasexytrans leaks from anal
      Vladasexytrans
      15.2K views
    • Sissy Caption - Would you give him an assjob?
      01:00
      Sissy Caption - Would you give him an assjob?
      283.6K views
    • SissyFace Sissy Captions Hypno Compilation
      11:18
      SissyFace Sissy Captions Hypno Compilation
      524.9K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      08:15
      Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      Fiona Fortune
      245.9K 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
      68.5K views
    • Sissy Caption - He's going to pump your ass full of cum.
      01:00
      Sissy Caption - He's going to pump your ass full of cum.
      561.2K views
    • Sissy Caption - Sissy caught by roommate
      01:00
      Sissy Caption - Sissy caught by roommate
      272K views
    • Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
      00:36
      Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
      ClosetPantyBoy
      464.6K views
    • Sissy Caption - Bullied into enjoying his cock.
      01:00
      Sissy Caption - Bullied into enjoying his cock.
      486.2K views
    • Sissy Caption - Reward him for his work, sissy.
      00:58
      Sissy Caption - Reward him for his work, sissy.
      362K views
    • Sissy Caption - Would you let a stranger fuck your ass raw?
      00:55
      Sissy Caption - Would you let a stranger fuck your ass raw?
      454.6K views
    • Sissy Caption - Your friends are horny, sissy.
      01:00
      Sissy Caption - Your friends are horny, sissy.
      233.1K views
    • Help out a friend
      00:26
      Help out a friend
      909.7K views
    • Sissy Captions Story
      08:44
      Sissy Captions Story
      207.6K views
    • Sissy Caption - Why jerk off when you can become a sissy?
      01:00
      Sissy Caption - Why jerk off when you can become a sissy?
      323.9K views
    • Sissy Caption - Feel like helping your straight friend cum?
      01:00
      Sissy Caption - Feel like helping your straight friend cum?
      313.5K views
    • Strange spell
      00:50
      Strange spell
      196.1K views
    • Sissy Evolution- A Captioned Compilation
      05:53
      Sissy Evolution- A Captioned Compilation
      Tiffany Cox
      17.2K 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
      166.9K views
    • Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck
      14:12
      Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck
      Fiona Fortune
      108.6K views
    • Best Caged Only orgasms compilation
      06:42
      Best Caged Only orgasms compilation
      boobyb0y
      112.8K views
    • Sissy Caption - Help him relax by sucking him off, sissy
      01:00
      Sissy Caption - Help him relax by sucking him off, sissy
      158.6K views
    • Strip poker (sissy caption)
      00:53
      Strip poker (sissy caption)
      646.4K views
    • Sissy Captions Priceless
      01:32
      Sissy Captions Priceless
      106.7K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Week 2, Day 4 of Coronavirus Prevention (captioned)
      01:00
      Week 2, Day 4 of Coronavirus Prevention (captioned)
      128.2K views
    • Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
      13:19
      Cum eating instructions hung tgirl eats her own cum to show you how it's done, humiliation feminization JOI
      Holly unt
      73.3K views
    • Sissy Fucked by BBC With Sissy Captions
      00:56
      Sissy Fucked by BBC With Sissy Captions
      249.8K views
    • Cuckold chastity  shemale
      06:15
      Cuckold chastity shemale
      118.2K views
    • magic captions sissy
      14:49
      magic captions sissy
      898.5K 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
      33.2K views
    • Sissy Caption GIF Femsplosion Go Pop
      12:26
      Sissy Caption GIF Femsplosion Go Pop
      212.7K views
    • Fantasy...
      00:53
      Fantasy...
      220K views
    • WISH YOU HAPPY NEW YEAR 2026 GIFT FOR ALL MY FANS
      16:52
      WISH YOU HAPPY NEW YEAR 2026 GIFT FOR ALL MY FANS
      Indiansissychubby
      18.2K views
    • POV housemate finds your panties and feminizes you JOI dominant trans girl
      11:53
      POV housemate finds your panties and feminizes you JOI dominant trans girl
      Holly unt
      163.7K views
    • Tiny Dick Shemales Having a Sissygasm -sissy Captions
      06:20
      Tiny Dick Shemales Having a Sissygasm -sissy Captions
      JenniferStarTS
      28.8K views
    • sissy fantasy manturned in toa sissy slut fuck
      05:21
      sissy fantasy manturned in toa sissy slut fuck
      109.4K views
    • Sissy Caption Story Blackmailed and Exposed Feminized
      02:01
      Sissy Caption Story Blackmailed and Exposed Feminized
      ClosetPantyBoy
      118.5K views
    • Bound sissy in chastity gets BBC
      07:46
      Bound sissy in chastity gets BBC
      941K views
    • F.A.G.S. Sissy Faggot Caption Brainwashing Hypnosis Hypno
      01:52
      F.A.G.S. Sissy Faggot Caption Brainwashing Hypnosis Hypno
      Kara Fetishdol
      84.2K views
    • All sissy should be loked in chastity
      03:26
      All sissy should be loked in chastity
      344.6K 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 Captions

    • Sissy Cuckold Captions
    • Fucked in Chastity
    • Crossdressing Husband Caught by Wife
    • Caption Story
    • Fuck My Ass Please Dirty Talk
    • Crossdresser Humiliation
    • Sissification Process
    • Femboy Transformation
    • Transformed Into a Shemale
    • Tied Trans Drilled Hard BDSM Anal
    • White Boy Becomes Bitch for BBC
    • The Sissy's Future
    • Inverted Chastity Cage
    • Sissy-Virgin
    • Transvestite Spanking Maid
    • Big Saggy Balls Cock Ball Torture
    • Caged Sissies
    • Permanent Sissification
    • Caught Crossdressing Pegging Punishment
    • Crossboy With Mommy Clothes
    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