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

    Dildo Hero Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Dildo
    Hero
    Sissy Dildo
    Sissy Hero
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    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
    • My wife told me to play this
      11:13
      My wife told me to play this
      961.5K views
    • ANAL DILDO HERO SISSY SCHOOL EPISODE 1
      18:46
      ANAL DILDO HERO SISSY SCHOOL EPISODE 1
      87.7K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      655.9K views
    • ass training sissy dildo hero
      25:06
      ass training sissy dildo hero
      168.3K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)
      05:21
      Sissy CD Dildo Hero (Slut Like That) - Jaime Isabella (DripPMV)
      Jaime Isabella
      7.6K views
    • sissy training
      39:53
      sissy training
      133.3K views
    • Sissy Hope playing dildo hero and eats cum
      47:47
      Sissy Hope playing dildo hero and eats cum
      Sissy Hope
      8.6K 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
      70.6K views
    • Cum Farts Transvestite Blonde Samus Cosplay
      08:30
      Cum Farts Transvestite Blonde Samus Cosplay
      fermerino
      30.5K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Sissy hero!
      05:46
      Sissy hero!
      Sissy Skylar
      1.8K views
    • Sissy training instructional
      17:12
      Sissy training instructional
      229.6K views
    • Shemale dildo hero - Try not to cum with pure anal pleasure
      54:39
      Shemale dildo hero - Try not to cum with pure anal pleasure
      1.1M views
    • Anal training for experienced anal sluts
      27:27
      Anal training for experienced anal sluts
      230.1K views
    • shemale dildo hero - edging challenge
      34:53
      shemale dildo hero - edging challenge
      152.7K views
    • anal orgasm training
      10:17
      anal orgasm training
      154.4K views
    • Lunaslut hot dildo hero
      32:20
      Lunaslut hot dildo hero
      5K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia get fucked
      04:30
      Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia get fucked
      Haru
      80.3K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Kellystar518 - Super Sexy Wonder Woman
      03:37
      Kellystar518 - Super Sexy Wonder Woman
      Kellystar518
      17.3K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia part.10
      04:09
      Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia part.10
      Haru
      15.2K views
    • SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      07:22
      SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      706.6K views
    • Jerk To The Beat 1.0 Cock Hero JOI Teaser
      01:06
      Jerk To The Beat 1.0 Cock Hero JOI Teaser
      April Bee
      7.5K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      745.4K views
    • My Hero Academia, Toga himiko Japanese Cosplayer Get fucked, cosplay licking ass
      04:57
      My Hero Academia, Toga himiko Japanese Cosplayer Get fucked, cosplay licking ass
      Haru
      13K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      864.4K views
    • Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia get fucked part.3
      05:04
      Toga himiko Japanese Cosplayer deepthroat oral sex sucking dick, My Hero Academia get fucked part.3
      Haru
      12.3K views
    • The Sissy Test
      17:18
      The Sissy Test
      513.2K views
    • Boku No Hero Yaoi - Deku Caught Fucking in a Bathhouse - Sissy Crossdress Japanese Asian Manga Anime Film Game Porn
      05:31
      Boku No Hero Yaoi - Deku Caught Fucking in a Bathhouse - Sissy Crossdress Japanese Asian Manga Anime Film Game Porn
      Yaoitube
      1K views
    • ANAL TRAINER (FOR MALE SISSY TS) - DOMINO PRESLEY ROLEPLAY
      21:28
      ANAL TRAINER (FOR MALE SISSY TS) - DOMINO PRESLEY ROLEPLAY
      118.8K views
    • Cock hero and webcam bitch masturbates  like a true sissy
      07:53
      Cock hero and webcam bitch masturbates like a true sissy
      2.1K views
    • anal trainer
      17:02
      anal trainer
      211.1K views
    • My Hero Academia Futa Plays a Fun Cum Game, Hard Futa Cock Widowmaker Fucks a Thicc Futa Sex Toy
      07:40
      My Hero Academia Futa Plays a Fun Cum Game, Hard Futa Cock Widowmaker Fucks a Thicc Futa Sex Toy
      GoodNewsMedia
      9.2K views
    • sissy Shemale Dildo Trainer
      34:16
      sissy Shemale Dildo Trainer
      508K views
    • Yesterdays hero todays failure its a fine line between both
      03:44
      Yesterdays hero todays failure its a fine line between both
      Lizzaali
      2.6K views
    • Sissygasm Guide & How A Good Slut Cleans Up Jessica Bloom
      12:23
      Sissygasm Guide & How A Good Slut Cleans Up Jessica Bloom
      Jessica Bloom
      468.3K views
    • Life of Heroes - I Like 2
      00:40
      Life of Heroes - I Like 2
      525.7K views
    • GENDERXFILMS - Kasey Kei’s Roadside Rescue Turns Into Balls-Deep Gratitude Fuck With Hung Hero
      15:05
      GENDERXFILMS - Kasey Kei’s Roadside Rescue Turns Into Balls-Deep Gratitude Fuck With Hung Hero
      GenderX
      10.9K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Latex Shemale Hero
      41:43
      Latex Shemale Hero
      281.3K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      286.8K views
    • Silver villain ties Silver hero
      15:09
      Silver villain ties Silver hero
      75K views
    • Sissy Compilation
      26:22
      Sissy Compilation
      1.6M views
    • Guide To Anal Training
      10:59
      Guide To Anal Training
      247.3K 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 Dildo Hero Sissy

    • Shemale Dildo Hero
    • Extreme Orgasm
    • Sissy Cock Trainer
    • Cute Femboy Cums While Riding Dick
    • Trans Sex Toy
    • Submissive Crossdresser Fucked Hard
    • Ladyboy Machine
    • Secret Sissyboy
    • First Time Dildo
    • A Sissy's Purpose
    • Uncontrollable Intense Shaking Orgasm
    • Femboy Riding
    • Condom Breaks
    • Shemale Addiction
    • Extreme Insertion
    • Transboy Ftm Big Clit Masturbation
    • Ball Busting
    • The Ultimate Sissy Trainer
    • Fainting Orgasms
    • Sissygasm Training
    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