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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Chelsea Von Chastity Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Victoria Lynn (Chelsea)
    Victoria Lynn (Chelsea)
    Subscribe
    1K
    Chelsea Romero (Chelsea)
    Chelsea Romero (Chelsea)
    Subscribe
    586
    Kiki Devine (Chelsea)
    Kiki Devine (Chelsea)
    Subscribe
    437
    Haley Crush (Chelsea)
    Haley Crush (Chelsea)
    Subscribe
    177
    Jayma Ried (Chelsea)
    Subscribe
    11
    Chastity
    Chelsea
    Sissy Chastity
    Chastity Cum
    Shemale Chastity
    Chastity Sissy
    Chastity Cage
    In Chastity
    Crossdresser Chastity
    Chastity Gangbang
    Permanent Chastity
    Chastity Pegging
    Chastity Bondage
    Trans Chastity
    Chastity Slave
    Femdom Chastity
    Chastity BBC
    Inverted Chastity
    Bbc Chastity
    Chastity Orgasm
    Best Videos
    By clicking the content you will also see an ad. AD
    Sissy Dressup Party with Sasha De sade Goes wrong
    01:10
    Sissy Dressup Party with Sasha De sade Goes wrong
    Sissy Joyce
    112.5K views
    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    06:12
    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    Kink TS
    3.9K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Chelsea fucking herself in chastity
    01:19
    Chelsea fucking herself in chastity
    3.3K views
    Asian Sissy Mastubate in Chastity and Cum
    07:12
    Asian Sissy Mastubate in Chastity and Cum
    CuteAsianSissy
    80.5K views
    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    06:12
    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    Kink TS
    just added
    Cute tranny fucked in tiny chastity bareback
    02:11
    Cute tranny fucked in tiny chastity bareback
    Trinit Noir
    41.6K views
    Chelsea Smiles fucks herself in chastity pt 2
    00:36
    Chelsea Smiles fucks herself in chastity pt 2
    2.9K views
    2 Sissies 1 Chastity Cage
    01:09
    2 Sissies 1 Chastity Cage
    Sissy Joyce
    269.3K views
    Busty MILF banged by TS Chelsea Marie and Kayleigh Coxx
    09:24
    Busty MILF banged by TS Chelsea Marie and Kayleigh Coxx
    Chelsea Marie
    2M views
    Caged Trans Rachael Belle Takes BBC with Joy
    08:12
    Caged Trans Rachael Belle Takes BBC with Joy
    Trans Roommates
    188.9K views
    Chelsea Smiles riding Daddy dick
    04:07
    Chelsea Smiles riding Daddy dick
    395.1K views
    Down the Sissy Rabbit Hole - My Story
    00:44
    Down the Sissy Rabbit Hole - My Story
    Sissy Joyce
    16.2K views
    Sexy Trans Chelsea Marie Takes Bare Cock From A Fan
    11:10
    Sexy Trans Chelsea Marie Takes Bare Cock From A Fan
    hothotfilms
    108.3K views
    Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
    05:27
    Handcuffed Kitty Rose Fucked in Caged for Great Facial Cumshot
    ActorFab
    236.1K views
    TS Chelsea Marie & TS Morena Black's Long Hanging Dicks
    12:20
    TS Chelsea Marie & TS Morena Black's Long Hanging Dicks
    All Girls
    595.4K views
    Sissy Joyce - A real life sissy slave
    01:16
    Sissy Joyce - A real life sissy slave
    Sissy Joyce
    691.4K views
    Mz Berlin fucks Chelsea Poe with a strapon
    04:50
    Mz Berlin fucks Chelsea Poe with a strapon
    Transsensual
    452.8K views
    Sissy Hailey Doll gets her holes ruined by BBC😈
    02:05
    Sissy Hailey Doll gets her holes ruined by BBC😈
    Sissy Haileydoll
    666K views
    Horny College Trans Chelsea Marie & Kayleigh Coxx In Wild Anal Action!
    10:05
    Horny College Trans Chelsea Marie & Kayleigh Coxx In Wild Anal Action!
    Trans Erotica
    14.6K views

    Relevant Short videos

    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    New Years Bang: Chelsea Marie Frees Butt Slut From Chastity
    Kink TS
    105 views
    TRANSEROTICA - Dirty Chelsea Marie fed jizz by master
    TRANSEROTICA - Dirty Chelsea Marie fed jizz by master
    Trans Erotica
    2.1K views
    TS Chelsea Marie Fucked Hard Shiri Allwood
    TS Chelsea Marie Fucked Hard Shiri Allwood
    Trans Erotica
    2K views
    Unforgettable moment from "TS SHEMALE CHELSEA MARIE SUPRISE AND CUM WHILE ANAL FUCKED"
    Unforgettable moment from "TS SHEMALE CHELSEA MARIE SUPRISE AND CUM WHILE ANAL FUCKED"
    TightTini
    1.4K views
    Transerotica Inked Trans Chelsea Marie Nailed Hung Jock
    Transerotica Inked Trans Chelsea Marie Nailed Hung Jock
    Trans Erotica
    998 views
    Iconic moment from "TS SHEMALE CHELSEA MARIE SUPRISE AND CUM WHILE ANAL FUCKED"
    Iconic moment from "TS SHEMALE CHELSEA MARIE SUPRISE AND CUM WHILE ANAL FUCKED"
    TightTini
    885 views
    The Vice Mach 2 chastity cage (prototype) product review!!
    09:16
    The Vice Mach 2 chastity cage (prototype) product review!!
    Sissy Joyce
    36.1K views
    TRANSEROTICA Tattooed Trans Chelsea Marie Fucks Hung Jock
    11:00
    TRANSEROTICA Tattooed Trans Chelsea Marie Fucks Hung Jock
    Trans Erotica
    590.3K views
    Together in a life of chastity
    09:44
    Together in a life of chastity
    Katie Fox
    140.4K views
    Chelsea Smiles stepswallows Daddy's fat load
    03:19
    Chelsea Smiles stepswallows Daddy's fat load
    175.1K views
    She Is a Feminization Academy Graduate
    08:12
    She Is a Feminization Academy Graduate
    Pure Ts
    70.6K views
    Redhead TS Chelsea Poe penetrated after sucking cock
    06:15
    Redhead TS Chelsea Poe penetrated after sucking cock
    Transsensual
    136.3K views
    Transgender sissy joyce in chastity shows hormone progress
    05:16
    Transgender sissy joyce in chastity shows hormone progress
    Sissy Joyce
    86.3K views
    Blonde Kayleigh Coxx Pounded By Chelsea Marie
    21:23
    Blonde Kayleigh Coxx Pounded By Chelsea Marie
    Trans Erotica
    90.9K 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
    202.9K views
    Sexy Suzie Spindrift and Chelsea Poe fucking hard for real
    06:15
    Sexy Suzie Spindrift and Chelsea Poe fucking hard for real
    Transsensual
    555.9K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    TS babysitter Chelsea gets nailed roughly by her employer
    06:15
    TS babysitter Chelsea gets nailed roughly by her employer
    Transsensual
    198.4K views
    Paula Rainbow takes her first spin on a fucking machine
    07:06
    Paula Rainbow takes her first spin on a fucking machine
    Paula Rainbow
    9.7K views
    TS Chelsea Marie Fucked Hard Shiri Allwood
    22:21
    TS Chelsea Marie Fucked Hard Shiri Allwood
    Trans Erotica
    50.6K views
    Casey Kisses feeds cum to tranny after fucking her
    08:12
    Casey Kisses feeds cum to tranny after fucking her
    Casey Kisses
    288.8K views
    TRANSEROTICA TS Chelsea Marie Fucked hard Shiri Allwood
    22:21
    TRANSEROTICA TS Chelsea Marie Fucked hard Shiri Allwood
    Trans Erotica
    51.9K views
    Trans Chastity Beauties Tease With Toys
    11:09
    Trans Chastity Beauties Tease With Toys
    hothotfilms
    42.4K views
    Chelsea Smiles and Florida stepDaddy (missionary)
    02:23
    Chelsea Smiles and Florida stepDaddy (missionary)
    280.5K views
    Sissy Slave Joyce Update
    05:54
    Sissy Slave Joyce Update
    Sissy Joyce
    47.3K views
    The best of both worlds, Shemale and Chelsea Charms Tits
    03:00
    The best of both worlds, Shemale and Chelsea Charms Tits
    142K views
    I can't believe i'm posting this! BBC Fucks Sissy
    00:50
    I can't believe i'm posting this! BBC Fucks Sissy
    Sissy Joyce
    443.3K views
    Hottie Chelsea Marie Fucks A Babe
    05:01
    Hottie Chelsea Marie Fucks A Babe
    105.2K views
    Sissy locks her tiny Clitty in inverted Chastity Cage and rides her big Qutoys Dildo
    09:19
    Sissy locks her tiny Clitty in inverted Chastity Cage and rides her big Qutoys Dildo
    Sissy Slut Chantal Sweet
    6.3K views
    Petite redhead Chelsea Poe
    06:05
    Petite redhead Chelsea Poe
    252.3K views
    My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment
    03:56
    My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment
    MJ
    97.7K views
    black shemale chelsea surrenders her stink pipe to BBC
    06:00
    black shemale chelsea surrenders her stink pipe to BBC
    124.8K views
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    01:13
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    Layne Love
    178K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Chelsea Von Chastity

    • Sissy Husband Gets Fucked Chastity
    • Crossdresser Dominated Mistress
    • Husband Sissy Slave for Life Cuckold
    • Bdsm Shemale With Bi Male Slaves
    • Vintage Mature Transvestites Tribute
    • Sexy Femboy Dancing Sisdon
    • Transexual Dominatrix Cock Worship
    • Crossdressers in Pretty Dresses
    • Wife Humiliated
    • Ts Mistresses Dominate
    • Sissy Cuckold Husband
    • Big Titty Shemales High Heels
    • Intense Faggot Verbal Humiliation Tgirl
    • Slutty Nasty Crossdressing Gurl
    • Ladyboy Domination
    • The Day I Turned Into a Cumslut
    • Chastity Maid
    • 2 Sissies 1 Chastity Cage
    • Submissive Crossdresser and Master
    • Zoey 123 Trans Cum Pos T

    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