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
    • Black
    • Big Cock
    • 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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • 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

    Sissy Anal Destruction Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Anal
    Destruction
    Sissy Anal
    Anal Sissy
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Sissy Slave
    Sissy Gangbang
    Amateur Sissy
    Sissy Cuckold
    Sissy Femdom
    Sissy Slut
    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
    Sissy anal destruction with huge dildo fucking machine
    04:11
    Sissy anal destruction with huge dildo fucking machine
    AngelSissyWhore
    2.1K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Bam 13" Dildo destroyed femboy pussy   Sissy Anal Destruction
    08:33
    Bam 13" Dildo destroyed femboy pussy Sissy Anal Destruction
    Kitty Catskull
    16.1K views
    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
    Sissy Anal Destruction
    11:19
    Sissy Anal Destruction
    Alinatgirl
    683 views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Rough anal destruction and faceslapping for maso cunt
    11:12
    Rough anal destruction and faceslapping for maso cunt
    ActorFab
    218.5K 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
    Anal Destruction for Human Ashtray Loren Aprile
    02:22
    Anal Destruction for Human Ashtray Loren Aprile
    Loren Aprile
    120.2K views
    You Are Just a Hole - Variety Itsol
    10:46
    You Are Just a Hole - Variety Itsol
    Rodrigo Amor
    1.9M views
    Full Session of Extreme Anal Destruction
    12:50
    Full Session of Extreme Anal Destruction
    Branquinha Large
    23.2K 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
    Melody Stuffs Her Slutty Hole with Giant Anal Beads - Cumshot - Anal Destruction
    14:35
    Melody Stuffs Her Slutty Hole with Giant Anal Beads - Cumshot - Anal Destruction
    Melodyfluffington
    8.3K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    341.3K views
    Spandexfemboy - Anal Destruction Part 2 BBC Dildo
    35:11
    Spandexfemboy - Anal Destruction Part 2 BBC Dildo
    13.5K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Sophie - rambone anal destruction
    17:08
    Sophie - rambone anal destruction
    72.7K views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    1.9M views
    Self Fisting and Anal destruction for trans whore Loren Aprile
    02:19
    Self Fisting and Anal destruction for trans whore Loren Aprile
    Loren Aprile
    49.7K views
    Anal Domination: Double Penetration Big Cock for French Trans
    01:00:27
    Anal Domination: Double Penetration Big Cock for French Trans
    Trans and Co
    608.3K views
    Spandexfemboy - Part 1 Anal Destruction Thong and Anal Play
    28:55
    Spandexfemboy - Part 1 Anal Destruction Thong and Anal Play
    3.8K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    798.4K views
    Spandexfemboy - Anal Destruction with Huge BBC
    08:12
    Spandexfemboy - Anal Destruction with Huge BBC
    483 views
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    01:11
    Lena Vesper Gets Fisted & Milked by MILF Bane Jane
    Snake_0rgy
    154.6K views
    Trans CD Queen Anal Destruction with Huge Dildo - Sissygasm
    01:36
    Trans CD Queen Anal Destruction with Huge Dildo - Sissygasm
    Coldlover69
    just added
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3.1M views
    Dick slut enjoy anal destruction with horn dildo
    03:11
    Dick slut enjoy anal destruction with horn dildo
    Biguy6999
    245 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
    Trans Girl's Christmas Gift was ANAL Destruction
    01:27
    Trans Girl's Christmas Gift was ANAL Destruction
    CaliFauna
    11K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    271.7K views
    More hot man pussy anal destruction sitting on monster extreme dildo used cum dump
    02:52
    More hot man pussy anal destruction sitting on monster extreme dildo used cum dump
    Willy1981
    4.7K views
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    01:06
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    Snake_0rgy
    160.9K views
    Huge ass shemale anal destruction
    05:14
    Huge ass shemale anal destruction
    Lucas Nathan King
    5.6K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Russian Shemale Anal Destruction
    12:46
    Russian Shemale Anal Destruction
    Alinatgirl
    930 views
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    01:30
    Gorgeous T-girl Get's Her Asshole Destroyed - A2M, Creampie
    Melodyfluffington
    710.2K views
    More anal destruction. Big toy in Sissy ass long thick smooth pleasures
    07:29
    More anal destruction. Big toy in Sissy ass long thick smooth pleasures
    Willy1981
    2.8K 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_
    680.2K views
    NikolHasty playing  with huge buttplug monster toy anal destruction BG
    02:11
    NikolHasty playing with huge buttplug monster toy anal destruction BG
    Nikolhasty
    5.3K views
    I Sodomize Morgane Marks Intensely and Deeply Part 2
    13:58
    I Sodomize Morgane Marks Intensely and Deeply Part 2
    Mamou5891
    92.2K views
    The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
    15:05
    The destruction of Jodie - MILF Lisa and TGirl Lucy anal fucking and pegging Jodie
    Spike Essex
    227.1K views
    Compilation: Trannies Cum While they get Fucked
    13:29
    Compilation: Trannies Cum While they get Fucked
    3.8M views
    the slut getting the Goliath 4xl
    11:19
    the slut getting the Goliath 4xl
    kinkylatex cd
    34.3K 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_
    776.1K views
    Chastity fox ninja cosplay and huge anal dildo destruction
    15:35
    Chastity fox ninja cosplay and huge anal dildo destruction
    AngelSissyWhore
    11.6K views
    Showing off My Prolapse While Riding My Hankeys Xxxl
    00:40
    Showing off My Prolapse While Riding My Hankeys Xxxl
    Snake_0rgy
    339.8K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Anal Destruction

    • Extreme Shemale Destruction Anal
    • Ass Sissy Destroyed
    • Femboy Getting Fucked
    • Turning Him Into a Complete Bitch
    • Rough Hardcore Punishment
    • Stop Please Stop Dick Too Big
    • Brutal BBC Fucks CD
    • Rectal Prolapse
    • White Femboys Are so Submissive
    • Tgirl Destroying and Gaping Guys Asshole
    • Secret Sissyboy
    • Amateur Painal Homemade
    • Dirty Nasty Filthy Pigs
    • Tied up Gangbang
    • Be My Hole
    • Crossdresser Screaming
    • Very Aggressive
    • Pinned Against Wall
    • Relentless Pounding
    • Real Prison Thug Breeding
    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