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
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Chastity Fisting Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissygasm in Chastity
    Natalie Mars Chastity
    Fisting Shemale Prolapse
    Hardcore Negative Chastity
    3D Fisting Anime
    Sissy Permanent Chastity
    Sissy Chastity Slut
    Chastity Permanently Glue
    Putting on Chastity
    Cumming in Chastity
    Shemale Chastity Cum
    Sissy Chastity Hentai
    Sissy Chastity Captions
    Shemale Chastity Slave
    Fucked Machine Chastity
    Sissy Chastity Milking
    Natalie Mars Fisting
    Punished in Chastity
    Sissy Chastity Squirt
    Black Shemale Fisting
    Best Videos
    By clicking the content you will also see an ad. AD
    Young sissy sucking and getting fucked by Daddys BBC in pink mesh dress
    03:47
    Young sissy sucking and getting fucked by Daddys BBC in pink mesh dress
    Ericka Sprinkle
    161.9K views
    Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf
    06:12
    Big Dick Tranny Claus Disciplines Caged Sissy Christmas Elf
    Ria_Bentley
    6.9K views
    sissies need chastity
    04:49
    sissies need chastity
    172.2K views
    Fucking after Halloween party with a sissy bitch
    14:12
    Fucking after Halloween party with a sissy bitch
    Saranji
    200.2K views
    Together in a life of chastity
    09:44
    Together in a life of chastity
    Katie Fox
    140.4K views
    TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld
    12:24
    TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld
    Spike Essex
    461K views
    Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
    02:43
    Sexy tgirl in bodysuit gets fucked by fuckmachine and cums
    Starlightfemboy
    209.5K views
    Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
    14:57
    Sissy gets fucked by BBC in her sexy pink lingerie 🙇🏻‍♀️
    Sissy Amina
    45.7K views
    Everything a sissy needs .... give it to her
    09:46
    Everything a sissy needs .... give it to her
    kinkydanielle
    14.3K views
    JOKER'S XXX FUN: Messy Makeup Fuck With Tgirl Harley ABRIDGED
    12:16
    JOKER'S XXX FUN: Messy Makeup Fuck With Tgirl Harley ABRIDGED
    Adam Castle
    8.4K views
    AB2509 Locked three months Cute femboy cum in flashlight with e-plug
    02:54
    AB2509 Locked three months Cute femboy cum in flashlight with e-plug
    Abby Kitty
    35K views
    SISSYBOI FEMBOI WITH CHASTITY CAGE  RIDING INTERRACIAL BBC HARD
    01:35
    SISSYBOI FEMBOI WITH CHASTITY CAGE RIDING INTERRACIAL BBC HARD
    Alesissyboi
    179.5K views
    Sissy clitty leaking in its flat chastity cage from bareback anal pleasure
    09:30
    Sissy clitty leaking in its flat chastity cage from bareback anal pleasure
    Traviezisha
    108.2K views
    My Butthole LooksSo Good Being Stretched Out in the Sunlight
    05:21
    My Butthole LooksSo Good Being Stretched Out in the Sunlight
    MJ
    32K views
    Try to use my new Chasity in restroom
    01:52
    Try to use my new Chasity in restroom
    Miyamizu Mitsuha
    154.8K views
    TGirl in Chastity with Lactating Tits has Anal Orgasm Hands Free Sissygasm
    01:59
    TGirl in Chastity with Lactating Tits has Anal Orgasm Hands Free Sissygasm
    Princesszoey
    77K views
    machine spit roast chastity fuck in bondage
    05:29
    machine spit roast chastity fuck in bondage
    274.8K views
    Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
    07:28
    Sissy Jessica Bloom Teaches You How To Suck Cock And Swallow Cum
    Jessica Bloom
    59.8K views
    crossdresser slut
    43:24
    crossdresser slut
    violet_bisex
    12.3K views
    Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
    01:16
    Tranny Girl has fun with two small-dick losers! Nasty torture for their tiny cocks! Chastity SPH
    TV_Helena
    63K views

    Relevant Short videos

    squirting from anal caged
    squirting from anal caged
    boobyb0y
    14K views
    squirting loads from anal
    squirting loads from anal
    boobyb0y
    10.2K views
    Emotional moment from "Vladasexytrans anal play and big anal plug"
    Emotional moment from "Vladasexytrans anal play and big anal plug"
    Vladasexytrans
    866 views
    Thrilling moment from "vlada cute sissy in chastity and her big hole"
    Thrilling moment from "vlada cute sissy in chastity and her big hole"
    Vladasexytrans
    866 views
    Epic moment from "vlada cute sissy in chastity and her big hole"
    Epic moment from "vlada cute sissy in chastity and her big hole"
    Vladasexytrans
    982 views
    Blonde Trans Fisting Silicone Pussy
    Blonde Trans Fisting Silicone Pussy
    Nicole Nicolette
    596 views
    Sexy Blond Sissy Bimbo Style Doll
    06:42
    Sexy Blond Sissy Bimbo Style Doll
    Letany Ponny
    136.9K views
    At Her Mercy: Hot Trans Domme Trains You
    11:12
    At Her Mercy: Hot Trans Domme Trains You
    Melissa Masters
    41.6K views
    Chastity Never Ends
    07:57
    Chastity Never Ends
    Ts Lucy Morningstar
    70.6K views
    Trans girl is locked up in chastity, but still giving ass - Emily Adaire ts
    10:34
    Trans girl is locked up in chastity, but still giving ass - Emily Adaire ts
    Emily Adaire
    102K views
    2 slutty sissies making out while riding a BBC
    00:57
    2 slutty sissies making out while riding a BBC
    Ericka Sprinkle
    107.2K views
    Trans Girl Forced Orgasm
    08:12
    Trans Girl Forced Orgasm
    Mistress Jodie May
    107K views
    BBC pouding Sissy femboy in chastity missionary
    03:10
    BBC pouding Sissy femboy in chastity missionary
    Alesissyboi
    113.6K views
    Negative Chastity cum with vibrator
    02:12
    Negative Chastity cum with vibrator
    boobyb0y
    120.2K views
    Fufu chastity clip
    07:44
    Fufu chastity clip
    Lexa Styles
    16.3K views
    Sissy slut spitroast training with my fuck machine and dildos
    03:05
    Sissy slut spitroast training with my fuck machine and dildos
    trixied93
    6.3K views
    Andreina Sexy Tanned MILF
    02:09
    Andreina Sexy Tanned MILF
    Andreina Naty
    38.8K views
    Sissys Breast Pumping Session Enlarging my boobs
    09:46
    Sissys Breast Pumping Session Enlarging my boobs
    KiraszaSissy
    6.1K views
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    10:02
    Trans Slut Fits Two Huge Dicks, Balls Deep in Her Holes at the Same Time
    MJ
    18.3K views
    Blonde Sissy Kitten Maddy Jones Oiling Up Her Ass And Stuffing A Big Dildo In Her Holes
    16:42
    Blonde Sissy Kitten Maddy Jones Oiling Up Her Ass And Stuffing A Big Dildo In Her Holes
    Maddy Jones
    8.6K views
    Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
    02:19
    Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
    Princesszoey
    94.8K views
    Big tranny cock fucks locked sub
    01:01
    Big tranny cock fucks locked sub
    217.1K views
    Tranny with chastity cage fucked deep
    02:28
    Tranny with chastity cage fucked deep
    LittleVixenSlut
    24.1K views
    Cuck slave worships Trans Cock featuring Goddess Obsidian
    01:37
    Cuck slave worships Trans Cock featuring Goddess Obsidian
    RealCuckolding
    102.9K views
    Bondage machine fuck with electro chastity
    11:53
    Bondage machine fuck with electro chastity
    256.4K views
    Bunny-butler Reina Serving Her Creamy Produce
    08:59
    Bunny-butler Reina Serving Her Creamy Produce
    Reina Hanno
    27.9K views
    sissy girl gets permanently caged and flushes her keys
    01:29
    sissy girl gets permanently caged and flushes her keys
    jessiesissyadventures
    7.1K views
    Ride Dildo Challenges 2
    02:46
    Ride Dildo Challenges 2
    XiangYan
    47.9K views
    Sissy in chastity and monster fuck machine
    07:41
    Sissy in chastity and monster fuck machine
    yourprettykate
    38.5K views
    Fufu Fucked: My New Clitty Hole Gets Violated
    01:11
    Fufu Fucked: My New Clitty Hole Gets Violated
    MJ
    31.7K views
    ABT250502 Sexy devil in chastity
    03:12
    ABT250502 Sexy devil in chastity
    Abby Kitty
    84.6K views
    Cumming after a week in chastity
    05:03
    Cumming after a week in chastity
    Kymmy Harper
    282.2K views
    Sissy locked in chastity and fucks her self hard trying to cum.
    06:27
    Sissy locked in chastity and fucks her self hard trying to cum.
    Lexa Styles
    10.5K views
    • Back
    • 1
    • ...
    • 4
    • 5
    • 6
    • 7
    • 8
    • ...
    • 80
    • Next

    Searches Related to Chastity Fisting

    • Tranny Rimming
    • Big Poop Holes
    • Nipple Clamps
    • Cuckold Humiliation
    • Massaged to Climax
    • Held Down and Fucked
    • Ballbusting
    • Suck Her Nasty Smelly Cock
    • Extreme Gape
    • Fist
    • Inflatable Butt Plug
    • Sissy Locked
    • Kinky
    • Fingerings
    • Fucking Machine Bondage
    • Belting
    • Ruined
    • Belly Bulge
    • Finger in Ass Blowjob
    • Crossdressing Husband Wear Lingerie

    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