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

    Sissy Anal Captions Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Anal
    Caption
    Sissy Anal
    Sissy Caption
    Anal Sissy
    Anal Captions
    Sissy Anal Fantasies Captions
    Sissy Caption Story Anal
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • SissyFace Sissy Captions Hypno Compilation
      11:18
      SissyFace Sissy Captions Hypno Compilation
      527.3K 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
    • Sissy Caption - It's not gay if you dress up like a girl
      01:00
      Sissy Caption - It's not gay if you dress up like a girl
      646.7K 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 - Bullied into enjoying his cock.
      01:00
      Sissy Caption - Bullied into enjoying his cock.
      486.2K views
    • Sissy Caption - Pranking your straight roommate
      00:50
      Sissy Caption - Pranking your straight roommate
      515K 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 - Would you give him an assjob?
      01:00
      Sissy Caption - Would you give him an assjob?
      283.6K views
    • Sissy Caption - Sissy caught by roommate
      01:00
      Sissy Caption - Sissy caught by roommate
      272K views
    • Sissy Caption - Reward him for his work, sissy.
      00:58
      Sissy Caption - Reward him for his work, sissy.
      362K views
    • Sissy Caption - This is who you are now, sissy.
      01:00
      Sissy Caption - This is who you are now, sissy.
      313.1K 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
    • Story of when daddy pimped me out. First week. Anal toy.
      08:50
      Story of when daddy pimped me out. First week. Anal toy.
      Sunaxfemiknulla
      18.3K 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.
      234.6K views
    • Strip poker (sissy caption)
      00:53
      Strip poker (sissy caption)
      646.4K views
    • Sissy Caption - Feel like helping your straight friend cum?
      01:00
      Sissy Caption - Feel like helping your straight friend cum?
      313.5K views
    • Sissy Caption - Make him cum all over your fat ass, sissy
      01:00
      Sissy Caption - Make him cum all over your fat ass, sissy
      275.8K views
    • Sissy Evolution- A Captioned Compilation
      05:53
      Sissy Evolution- A Captioned Compilation
      Tiffany Cox
      18.2K 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
    • 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
    • Sissy Caption - Your stepbrother has been horny a lot lately
      01:00
      Sissy Caption - Your stepbrother has been horny a lot lately
      150.1K views
    • Sissy Captions Priceless
      01:32
      Sissy Captions Priceless
      106.7K views
    • Sissy Caption GIF Femsplosion Go Pop
      12:26
      Sissy Caption GIF Femsplosion Go Pop
      212.7K views
    • Small Dick Sissy Playing with a Fuck Machine - Sissy Captions
      05:38
      Small Dick Sissy Playing with a Fuck Machine - Sissy Captions
      JenniferStarTS
      16.2K views
    • Tiny Dick Shemales Having a Sissygasm -sissy Captions
      06:20
      Tiny Dick Shemales Having a Sissygasm -sissy Captions
      JenniferStarTS
      28.8K views
    • Sissy Caption - You'll have to ride his cock if you stare.
      01:00
      Sissy Caption - You'll have to ride his cock if you stare.
      76.7K views
    • Sissy Caption Story Blackmailed and Exposed Feminized
      02:01
      Sissy Caption Story Blackmailed and Exposed Feminized
      ClosetPantyBoy
      118.5K views
    • sissy caption - trying out anal
      01:00
      sissy caption - trying out anal
      83.6K views
    • Sissy caption - your best friend bets her ass can make you cum
      05:42
      Sissy caption - your best friend bets her ass can make you cum
      Midorin Nino
      29.7K views
    • Funny halloween party (sissy caption)
      00:24
      Funny halloween party (sissy caption)
      757.5K views
    • Sissy Caption - Could you keep your eyes off his cock?
      01:00
      Sissy Caption - Could you keep your eyes off his cock?
      80K views
    • PMV - FADED (SISSY TRAINER WITH FEW CAPTIONS) 2019 (reup)
      05:13
      PMV - FADED (SISSY TRAINER WITH FEW CAPTIONS) 2019 (reup)
      106.2K views
    • Sissy Brainwash Femboy Crossdresser Motivation Caption Slut
      03:13
      Sissy Brainwash Femboy Crossdresser Motivation Caption Slut
      ClosetPantyBoy
      53.9K views
    • My Sissy Captions For Feminization Humiliation Brainwash
      01:50
      My Sissy Captions For Feminization Humiliation Brainwash
      ClosetPantyBoy
      51.5K views
    • Sugar Cravsitt Presents: Sissy Captions
      01:57
      Sugar Cravsitt Presents: Sissy Captions
      38.1K views
    • Caption - You put a camera in your femboy friend's room
      07:09
      Caption - You put a camera in your femboy friend's room
      Midorin Nino
      19.3K views
    • Caption - Me riding your thick cock nwn
      06:03
      Caption - Me riding your thick cock nwn
      Midorin Nino
      17.6K views
    • BBC VS SISSY CAPTIONS MMXXI PT4
      01:05
      BBC VS SISSY CAPTIONS MMXXI PT4
      18.6K views
    • Grindr Sissy SissyWave Brainwash Sissy Captions Feminization
      03:30
      Grindr Sissy SissyWave Brainwash Sissy Captions Feminization
      ClosetPantyBoy
      44.5K views
    • Sissy Juvia does some encouraging Sissyfication Training JOI
      10:08
      Sissy Juvia does some encouraging Sissyfication Training JOI
      JuviaJolie
      27K views
    • Chastity Sissys Desperate Dildo Training Captivating Caption Story
      09:27
      Chastity Sissys Desperate Dildo Training Captivating Caption Story
      KiraszaSissy
      4.7K views
    • Cum Like a Sissy Slut - Sissy Captions
      05:13
      Cum Like a Sissy Slut - Sissy Captions
      JenniferStarTS
      8.8K views
    • Small White Cock Sissy creampies fleshlight
      02:53
      Small White Cock Sissy creampies fleshlight
      ItsASmallCockLife
      1.5K views
    • Be Mine Only Mine
      03:24
      Be Mine Only Mine
      Stripchat official
      1K views
    • Vladasexytrans leaks from anal
      03:13
      Vladasexytrans leaks from anal
      Vladasexytrans
      15.5K views
    • Slutt Crossdresser tells bbc cuckold story and plays it out. The bbc fucks his hot white wife
      06:52
      Slutt Crossdresser tells bbc cuckold story and plays it out. The bbc fucks his hot white wife
      MadisonCD2025
      824 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 Anal Captions

    • Anal Captions
    • Slide Your Cock in My Sissy Ass
    • Two Sissies Crossdresser Bondage
    • Anally Destroyed by a Big Dick Shemale
    • Trans Extreme Anal
    • Cum Filled Asshole Gangbang
    • Femboy Bi Slave
    • Sissy Ass Destroying
    • Turning Cuck Husband Into Faggot
    • Hot Tgirl Self Facial While Analed
    • Best Shemales Cumming Compilation
    • Pussy Farts and Queefs
    • Prolapse Sucking
    • Amateur Young Femboys
    • Public Buttplug
    • Thrusting Butt Plug
    • Cd Gangbanged
    • Prostate Orgasms
    • Submissive Bottom
    • Trap Cums Thru Her Panties
    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