PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Anal Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Anal
    Sissy Anal
    Sissy Anal Training
    Sissy BBC Anal
    Sissy Chastity Anal
    Sissy Anal Orgasm
    Sissy Anal Creampie
    Sissy Anal Compilation
    Sissy Homemade Anal
    Sissy Anal Pmv
    Sissy Double Anal
    Sissy Anal Cum
    Sissy Painful Anal
    Sissy Anal Gangbang
    Sissy Anal Instructions
    Sissy First Anal
    Sissy Anal JOI
    Sissy Anal Destruction
    Sissy Mature Anal
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Self Fuck until she Creampies her own Anal sissy hole - Hot Nympho Goth Trans Girl Cum Addicted Slut
      07:58
      Self Fuck until she Creampies her own Anal sissy hole - Hot Nympho Goth Trans Girl Cum Addicted Slut
      KinkySky
      83.9K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • Anal Sissy Sleepover With TS Ria Bentley & Lola Crystals
      07:06
      Anal Sissy Sleepover With TS Ria Bentley & Lola Crystals
      Ria_Bentley
      122.3K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • tranny ass up face down breeding Creampie bareback cum fuck Anal sissy sub Krystal
      01:11
      tranny ass up face down breeding Creampie bareback cum fuck Anal sissy sub Krystal
      SissySubKrystal
      60.4K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan
      08:12
      Spandexfemboy - Huge BBC Anal Sissy Fuck Music and Groan
      Spandexlover89
      1.5K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      327.5K views
    • Anal sissy slut peeing in a glass
      05:16
      Anal sissy slut peeing in a glass
      Julie Shine
      4.4K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Spandexfembox - Fucking My Lovely Dildos Anal Sissy
      07:28
      Spandexfembox - Fucking My Lovely Dildos Anal Sissy
      Spandexlover89
      1.4K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      777.1K views
    • How to Self Fuck Like This Goth Slut And Creampie Your Anal Sissy Pussy Hole
      05:08
      How to Self Fuck Like This Goth Slut And Creampie Your Anal Sissy Pussy Hole
      KinkySky
      20.4K 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
    • Butt Girl Tiffany Ciskiss Pink Anal Sissy Bondage Whore Straps Sexy Femboy Ass
      04:02
      Butt Girl Tiffany Ciskiss Pink Anal Sissy Bondage Whore Straps Sexy Femboy Ass
      Tiffany Ciskiss
      32.7K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Spandexfemboy - Hot Anal Sissy Slut with Hot Ass and Big Black Dildos
      07:20
      Spandexfemboy - Hot Anal Sissy Slut with Hot Ass and Big Black Dildos
      Spandexlover89
      827 views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Gode xxl anal sissy
      01:48
      Gode xxl anal sissy
      Tinny
      1K views
    • Her ass can fit all my big black cock so good
      06:21
      Her ass can fit all my big black cock so good
      MrNastyXavier
      1.8M views
    • Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom
      10:31
      Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom
      Jessica Bloom
      83.4K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      1.8M views
    • College Girl Anal Sissy Multiple Chastity Cumshots Jessica Bloom
      07:34
      College Girl Anal Sissy Multiple Chastity Cumshots Jessica Bloom
      Jessica Bloom
      14.5K views
    • He filled my ass with it, his drips a lot
      07:53
      He filled my ass with it, his drips a lot
      Piou_Sissy
      243.3K views
    • Butt Girl Tiffany Ciskiss Pink Anal Sissy Bondage Whore Straps Sexy Femboy Ass
      18:45
      Butt Girl Tiffany Ciskiss Pink Anal Sissy Bondage Whore Straps Sexy Femboy Ass
      Tiffany Ciskiss
      22.4K views
    • Sissy Femboy Fucked From Behind
      05:20
      Sissy Femboy Fucked From Behind
      2.7M views
    • Anal Sissy
      03:33
      Anal Sissy
      Transetka22xyz
      604 views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      745.4K views
    • Anal Sissy Milking With Glass of Cum
      10:16
      Anal Sissy Milking With Glass of Cum
      Jessica Bloom
      25.9K views
    • Your little bitch wants hot cum inside her tight and dirty asshole
      06:50
      Your little bitch wants hot cum inside her tight and dirty asshole
      missangell_
      762K views
    • Crossdresser in public with - My First Tattoo - Anal Sissy Crossdresser Femboy
      06:20
      Crossdresser in public with - My First Tattoo - Anal Sissy Crossdresser Femboy
      EmiliaTrap
      8.4K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Long Sexy Moaning Close Up Dildo Anal Sissy Transexual Slut
      17:13
      Long Sexy Moaning Close Up Dildo Anal Sissy Transexual Slut
      CindieLove
      13.7K views
    • Fucking like a little bitch
      15:52
      Fucking like a little bitch
      Piou_Sissy
      121.8K views
    • SissyDoll Anal Sissy Hypno
      01:37
      SissyDoll Anal Sissy Hypno
      26.7K 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
      308.6K views
    • Amateur CD takes interracial BBC deep anal sissy raw ass
      01:31
      Amateur CD takes interracial BBC deep anal sissy raw ass
      15.4K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Anal sissy
      09:55
      Anal sissy
      63.1K views
    • Lena Vesper's Milking & Gooning Session
      08:12
      Lena Vesper's Milking & Gooning Session
      Snake_0rgy
      180.4K views
    • Lesbian Anal Sissy Milking & Fisting Polieana And Jessica Bloom
      06:29
      Lesbian Anal Sissy Milking & Fisting Polieana And Jessica Bloom
      Jessica Bloom
      14.3K views
    • Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      01:11
      Lena Vesper Gets Fisted & Milked by MILF Bane Jane
      Snake_0rgy
      148.3K views
    • Anal Sissy
      01:58
      Anal Sissy
      Transetka22xyz
      just added
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Kira anal sissy whore
      00:37
      Kira anal sissy whore
      KiraTransFetish
      23.3K views
    • Gangbang and double anal for a slutty trans
      01:00:27
      Gangbang and double anal for a slutty trans
      parisjango
      1.9M 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 Anal Sissy

    • Femboy Anal
    • Ass Sissy Destroyed
    • Submissive Crossdresser Fucked Hard
    • Secret Sissyboy
    • Traps Femboys and Sissys
    • Femboy Anal Orgasm
    • Teen Sissy Boy
    • Shemale Trap
    • Dirty Crossdressers Slut
    • Homemade Crossdresser Fucked
    • Tight Asshole
    • Hardcore Bareback
    • 2 Sissies
    • Cute Femboy Anal
    • Cum Inside Me
    • Deep Missionary Creampie
    • Sissy-Virgin
    • Please Fuck My Ass
    • Feminine Boys
    • A Sissy's Purpose
    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