PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Aggressive Sissy Anal Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the gay section?
    Sissy
    Anal
    Aggressive
    Sissy Anal
    Anal Sissy
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Sissy Husband
    Sissy Chastity
    Young Sissy
    Sissy Fucked
    Sissy Compilation
    Amateur Sissy
    Sissy Blowjob
    Sissy Slave
    Sissy Cuckold
    Submissive Sissy
    Sissy Gangbang
    Best Videos
    By clicking the content you will also see an ad. AD
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    2M views
    How to Self Fuck And Creampie Your Sissy Anal Pussy Hole
    10:06
    How to Self Fuck And Creampie Your Sissy Anal Pussy Hole
    KinkySky
    136.6K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.5M views
    sissy anal games, fisting, pissing, extreme anal collection
    05:11
    sissy anal games, fisting, pissing, extreme anal collection
    Sissy_Sasha_Q
    15.9K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    2M views
    Sissy Anal depth training with a long dildo
    06:28
    Sissy Anal depth training with a long dildo
    KiraszaSissy
    1.2K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    FapHouse
    2.6M views
    Blonde Sissy Anal Pleasure
    06:03
    Blonde Sissy Anal Pleasure
    Sissycdxenia
    1.5K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    366.3K views
    How I Self Fuck And Creampie My Own Sissy Anal
    05:07
    How I Self Fuck And Creampie My Own Sissy Anal
    KinkySky
    45.7K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.2M views
    Self Fuck Gaping My Sissy Anal Pussy - Extreme Anal Insertion
    09:03
    Self Fuck Gaping My Sissy Anal Pussy - Extreme Anal Insertion
    KinkySky
    11.2K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Bam 13" Dildo destroyed femboy pussy   Sissy Anal Destruction
    08:33
    Bam 13" Dildo destroyed femboy pussy Sissy Anal Destruction
    Kitty Catskull
    16.3K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    FapHouse
    851.2K views
    Bandana Sissy Anal Gape Farts
    01:03
    Bandana Sissy Anal Gape Farts
    FapHouse
    1.6K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.9M views
    Femboy Sissy Anal Gape in Nature
    05:30
    Femboy Sissy Anal Gape in Nature
    FapHouse
    1.5K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.7M views
    Sexy Indian Sissy Anal Streching
    05:20
    Sexy Indian Sissy Anal Streching
    Your Toy
    5.6K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    FapHouse
    2.2M views
    Sissy anal fun in toe heels
    05:38
    Sissy anal fun in toe heels
    MajaCumSlut
    7.7K 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
    Cute Femboy Sissy, Anal Gape Training with Huge Buttplug and Dildo
    01:28
    Cute Femboy Sissy, Anal Gape Training with Huge Buttplug and Dildo
    FapHouse
    3.1K 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_
    798.1K views
    Sissy anal solo sex machines
    01:25
    Sissy anal solo sex machines
    Sasha Earth
    3.1K views
    Anal Domination: Double Penetration Big Cock for French Trans
    01:00:27
    Anal Domination: Double Penetration Big Cock for French Trans
    FapHouse
    636.5K views
    Shemale twink sissy anal gape dildo with rough play
    57:53
    Shemale twink sissy anal gape dildo with rough play
    Assexploringmachin
    2.6K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    Sissy anal solo
    13:07
    Sissy anal solo
    Sasha Earth
    4K views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    2M views
    Jasmin Sissy Anal Fun with Home Made BIG Dildo Toy
    08:19
    Jasmin Sissy Anal Fun with Home Made BIG Dildo Toy
    FapHouse
    2.1K views
    She loves to be my favorite fucktoy in bareback
    05:36
    She loves to be my favorite fucktoy in bareback
    MrNastyXavier
    2.1M views
    Cuck sissy anal dildo fingering done brutal
    06:26
    Cuck sissy anal dildo fingering done brutal
    Assexploringmachin
    2K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    FapHouse
    287.4K views
    Sissy anal gape solo with toy
    03:53
    Sissy anal gape solo with toy
    Sasha Earth
    6.2K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    FapHouse
    2.2M views
    Sissy anal solo show ass on cam fucking big dildo
    14:25
    Sissy anal solo show ass on cam fucking big dildo
    Sasha Earth
    4.1K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    660.2K views
    Sissy Anal Masturbation and Cumming
    08:35
    Sissy Anal Masturbation and Cumming
    Aaaxoa
    2.7K views
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    05:45
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    missangell_
    706.5K views
    Sissy anal hot solo
    05:04
    Sissy anal hot solo
    Sasha Earth
    1.5K views
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    05:59
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    Rozebella
    191.8K views
    Trans Chastity Fuck Doll - deep and rough anal fucking
    11:04
    Trans Chastity Fuck Doll - deep and rough anal fucking
    Gray Perrier
    50.3K views
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    01:13:48
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    FapHouse
    227.1K views
    My Neighbor Fuck Me in Bedroom
    08:12
    My Neighbor Fuck Me in Bedroom
    FapHouse
    358.8K views
    I Sodomize Morgane Marks Intensely and Deeply Part 2
    13:58
    I Sodomize Morgane Marks Intensely and Deeply Part 2
    Mamou5891
    101.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Aggressive Sissy Anal

    • Sissy Maid Anal
    • Submissive Crossdresser Fucked Hard
    • Intense Sissy Anal
    • Tranny Extreme Rough Brutal Gangbang
    • Cd Femboy Fucked
    • Sissy Faggot Humiliating Anal
    • Dirty Crossdressers Slut
    • Traps Femboys and Sissys
    • Extreme Rough Sex Brutal Hardcore
    • Cumming in Ass
    • Sissyslut
    • White Boy Becomes Bitch for BBC
    • Limp Sissygasm
    • Slutty Butt
    • Mature Transvestite Cum Dump Whore
    • Trap Trans XXX
    • Transvestites Sissies
    • Cumming in Tranny Ass
    • Dirty Asshole Licking
    • Submissive Crossdresser
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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