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
    • 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 Butt Plug Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Femdom
    Sissy Slut
    Sissy Boy
    Sissy Faggot
    Submissive Sissy
    Sissy Cum
    Sissy Creampie
    Sissy Anal
    Sissy Humiliation
    Sissy Caption
    Asian Sissy
    Sissy Trainer
    Sissy Bondage
    Homemade Sissy
    Sissy JOI
    Sissy BDSM
    Sissy Pegging
    Transvestites Sissies
    Sissy Femboy
    Russian Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Fisting Double Sissygasm Cumshots
    01:38
    Fisting Double Sissygasm Cumshots
    Lola Spais
    160.7K views
    White Trans Schoolgirl Butt Plug and Fucked by BBC Until Get Her Asshole Filled with Cum
    12:28
    White Trans Schoolgirl Butt Plug and Fucked by BBC Until Get Her Asshole Filled with Cum
    fermerino
    7.4K views
    Riding my dildo and dripping like a good girl!
    02:53
    Riding my dildo and dripping like a good girl!
    Starlightfemboy
    40K views
    Sissy Gaping Butthole with Massive BBC Butt Plug
    01:46
    Sissy Gaping Butthole with Massive BBC Butt Plug
    Nikki Snowbunny
    7.1K views
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    07:20
    The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
    Sonechka25
    37.4K views
    Playing with my cock with my butt plug in
    05:23
    Playing with my cock with my butt plug in
    Hollycd1
    6.9K views
    Tranny Babe in Chasity Cage Gets Fucked by large Dildo
    11:37
    Tranny Babe in Chasity Cage Gets Fucked by large Dildo
    952.1K views
    Femboy Sissy in Chastity, Anal Gape by Fuckmachine Dildo and Pighole Butt Plug
    10:30
    Femboy Sissy in Chastity, Anal Gape by Fuckmachine Dildo and Pighole Butt Plug
    G8pess
    15.4K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Sissy Hot Anal Butt Plug Stretch Session
    12:32
    Sissy Hot Anal Butt Plug Stretch Session
    G8pess
    1.7K views
    The real gape trainer with 100mm girth
    08:39
    The real gape trainer with 100mm girth
    Ylvis88
    13.4K views
    Black blow up spiked butt plug for my S&M Daddies!
    08:37
    Black blow up spiked butt plug for my S&M Daddies!
    Victoria Lecherri
    43.7K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    869.7K views
    Anal masturbation 06.2022 - Inserting 80mm butt plug 2 -
    05:57
    Anal masturbation 06.2022 - Inserting 80mm butt plug 2 -
    Magnum-dildo
    15.2K views
    Catgirl rides a dick, fists and cums
    08:03
    Catgirl rides a dick, fists and cums
    Starlightfemboy
    448.1K views
    HA59Shameful butt plug exposed outdoors! Cum secretly!
    01:21
    HA59Shameful butt plug exposed outdoors! Cum secretly!
    Shinoda hakumi
    14.4K 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
    Pink maid and butt plug
    02:06
    Pink maid and butt plug
    JessicaXD
    830 views
    Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
    15:58
    Trans Girl Bimbo Slut Riding 10-inch BBC while on a Phone Call
    CaliFauna
    1.8M views
    CD Crossdresser playing with butt plug for the 1st time.
    03:29
    CD Crossdresser playing with butt plug for the 1st time.
    AmandaStar
    1.8K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    341.3K views
    SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo
    10:55
    SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo
    SissyCDMish
    8.8K views
    Lena Vesper & Rina Kitty's Fuck Machines
    01:30
    Lena Vesper & Rina Kitty's Fuck Machines
    Snake_0rgy
    50.5K views
    Leather,Satin and fur on the outside,no panties and butt plug underneath
    09:50
    Leather,Satin and fur on the outside,no panties and butt plug underneath
    Victoria Lecherri
    8.4K views
    Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
    07:12
    Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum
    Jessica Bloom
    201.2K views
    The huge butt plug was so nice to enter my warm asshole
    10:51
    The huge butt plug was so nice to enter my warm asshole
    hc9547
    3.8K views
    Sissy Dreams 3
    26:07
    Sissy Dreams 3
    1.2M views
    Sissy Training 26 - Wear Butt Plug
    05:27
    Sissy Training 26 - Wear Butt Plug
    JenniferStarTS
    1.1K views
    Male to female gender transformation smoking whore
    16:00
    Male to female gender transformation smoking whore
    696.3K views
    Butt Plug Dildo Gives me Multiple Prostate Sissygasms
    06:51
    Butt Plug Dildo Gives me Multiple Prostate Sissygasms
    Jessica Bloom
    42.7K views
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
    06:00
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings BBC Fucked Hard Doggy Style Catgirl Tranny Trans
    TSMerve
    127.6K views
    Big Butt Plug Training
    05:52
    Big Butt Plug Training
    SlutDebraTG
    9.8K views
    Fuck Machine Sissygasm
    01:30
    Fuck Machine Sissygasm
    boobyb0y
    205.6K views
    Vibrating Butt Plug Makes Me Cum in 1 minute
    01:42
    Vibrating Butt Plug Makes Me Cum in 1 minute
    Vocalz_i7
    34.2K views
    Extreme Cock for Sissy Hole!!
    05:24
    Extreme Cock for Sissy Hole!!
    Lola Spais
    280.4K views
    stretching my lil ass more with an inflatable butt plug once again
    15:19
    stretching my lil ass more with an inflatable butt plug once again
    13.6K views
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    510.2K views
    Blonde sissy with butt plug and big cum finish.
    05:12
    Blonde sissy with butt plug and big cum finish.
    Lexa Styles
    8.1K 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
    Showing off Her Tan Lines and Playing with a Butt Plug.
    05:36
    Showing off Her Tan Lines and Playing with a Butt Plug.
    cdzinhafx
    680 views
    Sissy Compilation
    26:22
    Sissy Compilation
    1.6M views
    Butt Plug Can Barely Fit In Subby Kim’s Tight Ass
    03:43
    Butt Plug Can Barely Fit In Subby Kim’s Tight Ass
    Subby Kim
    15.9K views
    Trans girl anal taking octopus toy
    07:17
    Trans girl anal taking octopus toy
    muasshole
    63.4K views
    Testing the speeds of my fucking machine, hitting the back of my throat whilst wearing a vibrating butt plug, tight black satin
    03:11
    Testing the speeds of my fucking machine, hitting the back of my throat whilst wearing a vibrating butt plug, tight black satin
    JessicaXD
    693 views
    Showing off My Prolapse While Riding My Hankeys Xxxl
    00:40
    Showing off My Prolapse While Riding My Hankeys Xxxl
    Snake_0rgy
    332.3K views
    Beautiful ass with butt plug
    09:27
    Beautiful ass with butt plug
    JenniferStarTS
    747 views
    Lena Vesper Rides Her Fuck Machine
    01:13
    Lena Vesper Rides Her Fuck Machine
    Snake_0rgy
    96.7K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Butt Plug

    • First Sissygasm
    • Prostate Vibrator
    • Ruined
    • Short Skirt No Panties
    • Permanent Sissification
    • Husband Pegged in Front of Wife
    • Sissypink Boy
    • Bathroom Gloryhole
    • Sissyslut Harley
    • Asshole Stretching
    • Caught Crossdressing Pegging Punishment
    • Gaping Pussy
    • Panty Tease
    • Ladyboy Leather
    • Destroyed by BBC
    • Caged Sissies
    • Monster Dildos
    • Tight Pants
    • So Deep He Came so Much
    • Leaking
    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