PornPorn Transgender • US
    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
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Buttplug Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Bukkake
    Sissy POV
    Chastity Sissy
    Sissy Public
    Cute Sissy
    French Sissy
    Sissy Orgasm
    Sissy Spanking
    Sissy Moaning
    Sissy Orgy
    Sissy School
    Sissy Mistress
    Sissy Swallow
    Little Sissy
    Sissy Bnwo
    Sissy Story
    Sissy Fisting
    Japanese Sissy
    Sissy Trap
    Sissy Punishment
    Best Videos
    By clicking the content you will also see an ad. AD
    Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
    17:39
    Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce
    Sissy Joyce
    135.7K views
    Joselynne Cd In Mini Bikini And Heels Using Anal Buttplug Show Part Two
    17:05
    Joselynne Cd In Mini Bikini And Heels Using Anal Buttplug Show Part Two
    JoselynneCd
    1.7K views
    Asian Sissy Mastubate in Chastity and Cum
    07:12
    Asian Sissy Mastubate in Chastity and Cum
    CuteAsianSissy
    78.5K views
    Joselynne Crossdresser In Tight Dress And Heels No Panties Using Buttplug Another Cam Last Part
    07:17
    Joselynne Crossdresser In Tight Dress And Heels No Panties Using Buttplug Another Cam Last Part
    JoselynneCd
    78 views
    All in Black Sissygasm
    01:21
    All in Black Sissygasm
    boobyb0y
    81.2K views
    Sissy chastity with a huge and buttplug deep in your ass
    03:31
    Sissy chastity with a huge and buttplug deep in your ass
    Gihcrossdresser
    12.1K views
    Sexy legs with silver dress and heels
    08:10
    Sexy legs with silver dress and heels
    Queen Sibel
    192K views
    Sissy Karoline shows her Buttplug in Public
    00:59
    Sissy Karoline shows her Buttplug in Public
    SissyKaroline
    6K views
    So Strongly Fucked That I Was Wet Myself
    02:44
    So Strongly Fucked That I Was Wet Myself
    XiangYan
    78.5K views
    shemale sissy in chastity takes a buttplug
    02:15
    shemale sissy in chastity takes a buttplug
    5.1K views
    Golden Shower and Piss Enema in the Garden for the Anal Slut
    01:18
    Golden Shower and Piss Enema in the Garden for the Anal Slut
    Loren Aprile
    377.4K views
    Sissy Red Rabbit & 3 Buttplugs
    08:12
    Sissy Red Rabbit & 3 Buttplugs
    AveloraVioleta
    2.9K views
    10 reasons why Shemales are just better
    04:53
    10 reasons why Shemales are just better
    847.7K views
    Crazy HOT Sissy Takes Dildo & Buttplug at the SAME TIME cd
    09:09
    Crazy HOT Sissy Takes Dildo & Buttplug at the SAME TIME cd
    CindieLove
    5.3K views
    Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
    07:37
    Inverted Chastity Off, Itty Bitty Clitty Gets Sounded, Pushed Back in & Locked up Again!
    MJ
    201.2K views
    HOT PUBLIC BUTTPLUG dangling SCHOOLGIRL SKIRT SISSY SHOW OFF
    03:13
    HOT PUBLIC BUTTPLUG dangling SCHOOLGIRL SKIRT SISSY SHOW OFF
    CindieLove
    5.5K views
    Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.1M views
    Sexy Sissy Pretty Pink Buttplug, Tight Jeans, Camel Toe, Ts
    02:34
    Sexy Sissy Pretty Pink Buttplug, Tight Jeans, Camel Toe, Ts
    CindieLove
    4.6K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    763.8K views
    NikolHasty playing  with huge buttplug monster toy anal destruction BG
    02:11
    NikolHasty playing with huge buttplug monster toy anal destruction BG
    Nikolhasty
    5.2K views
    Fuck Machine Sissygasm
    01:30
    Fuck Machine Sissygasm
    boobyb0y
    199.1K views
    LaraSukkuba Episode 55 - Just Chatting - Big Ass Shemale In Nylon Pantyhose Encasement With Buttplug And Shoes
    05:50
    LaraSukkuba Episode 55 - Just Chatting - Big Ass Shemale In Nylon Pantyhose Encasement With Buttplug And Shoes
    Lara Sukkuba
    1.7K views
    Catgirl rides a dick, fists and cums
    08:03
    Catgirl rides a dick, fists and cums
    Starlightfemboy
    444.7K views
    Lara Sukkuba Episode 44 - Chatting & Jerking - Big Ass Shemale in Pantyhose Nylon Feet Encasement with Buttplug Masturbation
    01:00
    Lara Sukkuba Episode 44 - Chatting & Jerking - Big Ass Shemale in Pantyhose Nylon Feet Encasement with Buttplug Masturbation
    Lara Sukkuba
    1.5K views
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    08:11
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    Jessica Bloom
    116.1K views
    Sissy caged and tail buttplug
    06:51
    Sissy caged and tail buttplug
    2.4K views
    Natalie Mars - A little vlog style video talking abou
    14:08
    Natalie Mars - A little vlog style video talking abou
    464K views
    Lara Sukkuba Episode 43 - Chatting & Jerking - Big Cock Shemale in Pantyhose Nylon Feet Encasement with Buttplug Masturbation
    01:00
    Lara Sukkuba Episode 43 - Chatting & Jerking - Big Cock Shemale in Pantyhose Nylon Feet Encasement with Buttplug Masturbation
    Lara Sukkuba
    1.6K views
    Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
    10:50
    Sissy Maid Struggling in new Armbinder and Steel Chastity Belt with 7" Dildo Locked inside
    Derek6699
    62K views
    Joselynne Crossdresser Using Buttplug Tail And Fuck My Dildo One
    22:39
    Joselynne Crossdresser Using Buttplug Tail And Fuck My Dildo One
    JoselynneCd
    1.1K views
    Guide To Anal Training
    10:59
    Guide To Anal Training
    247.3K views
    Sissy goes ass to mouth with buttplug and then cums
    03:18
    Sissy goes ass to mouth with buttplug and then cums
    39.2K views
    Tranny in chastity fucking her ass with dildos
    03:42
    Tranny in chastity fucking her ass with dildos
    Trinit Noir
    70K views
    Sissy Slutamy ass to mouth buttplug
    01:32
    Sissy Slutamy ass to mouth buttplug
    4.7K views
    First sissy clip try! My subscriber sent me a huge dildo and fufu clip so I had trouble putting on as it kept getting erect.
    16:20
    First sissy clip try! My subscriber sent me a huge dildo and fufu clip so I had trouble putting on as it kept getting erect.
    Harinni
    52.1K views
    Sissy slut cums from fucking ass with buttplug
    00:48
    Sissy slut cums from fucking ass with buttplug
    2.6K views
    sissygasm caged Compilation
    03:17
    sissygasm caged Compilation
    boobyb0y
    265.7K views
    DOUBLE ANAL, Vibrating Buttplug, Sexy Pink Dildo!  Sissy Ts
    09:09
    DOUBLE ANAL, Vibrating Buttplug, Sexy Pink Dildo! Sissy Ts
    CindieLove
    4.3K views
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    16:50
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    Dominatrix Eva
    637.4K views
    Sissy uses buttplug
    00:33
    Sissy uses buttplug
    Audrey Love
    1.4K views
    Caught in the electric penis cage and piss me on my seam stockings with boots
    10:00
    Caught in the electric penis cage and piss me on my seam stockings with boots
    Loreleyadd
    136.4K views
    Sissy schoolgirl buttplug and deepthroat training
    01:48
    Sissy schoolgirl buttplug and deepthroat training
    AngelSissyWhore
    4.8K views
    Trans Slut Will Receive Anal Training From a Dominant Woman
    03:47
    Trans Slut Will Receive Anal Training From a Dominant Woman
    Emmy Angeles
    15.5K views
    Learning to pose (Sissy put on chastity and buttplug)
    02:45
    Learning to pose (Sissy put on chastity and buttplug)
    3.3K views
    Amateur Tgirls Destroying Their Holes with GIANT Dildos
    22:40
    Amateur Tgirls Destroying Their Holes with GIANT Dildos
    614K views
    Close-Up of Sissy Fucking Her Tight Asshole with Buttplug and Swallowing It Whole
    02:23
    Close-Up of Sissy Fucking Her Tight Asshole with Buttplug and Swallowing It Whole
    Soloregin
    4.6K views
    Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom
    05:53
    Hung Transgirl Deep Anal Prostate Orgasms 11 Inch Dildo Riding Jessica Bloom
    Jessica Bloom
    125.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Buttplug

    • Pushing Out Creampie
    • Pink Hole
    • Tied up Gangbang
    • Enjoying a Vigorous Buttfucking
    • Tgirl BDSM
    • Bimbo
    • Urethral Sounding
    • Femdom Ballbusting
    • Pantyhose Couple
    • Vibrator Orgasm
    • Doggy Style
    • Monster Dildos
    • White Nylon Full Brief Panty
    • Funkylasers
    • Nipple Piercing
    • Slimm Juicy
    • Retro Vintage Lingerie Slips
    • Trans Torso Sex Toy
    • Inserting Large Objects
    • Rock Hard Bottoms

    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