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

    Chastity Spanking Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    Trans and Co
    384.7K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    73K views
    Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
    12:11
    Mamou with Rachelle Karol I Take a Pretty Submissive in Part 3
    Mamou5891
    58.5K 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
    Sissy Maid Spanked and Whipped in Chastity Bondage
    05:25
    Sissy Maid Spanked and Whipped in Chastity Bondage
    Derek6699
    75.7K views
    Mamou with Rachelle Karol I Get Sucked by a Pretty Submissive with Glasses
    12:42
    Mamou with Rachelle Karol I Get Sucked by a Pretty Submissive with Glasses
    Mamou5891
    14.2K views
    Mistress Gives Her Caged Sissy a little Spanking – Obedience and Discipline Lesson
    05:13
    Mistress Gives Her Caged Sissy a little Spanking – Obedience and Discipline Lesson
    Lucy Dee
    9.4K views
    Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid
    14:36
    Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid
    Derek6699
    74.2K views
    Kelli bathroom Deepthroat
    01:25
    Kelli bathroom Deepthroat
    Kelli UK
    29.4K views
    Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
    05:29
    Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana
    Jessica Bloom
    36.1K views
    Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
    01:17
    Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!
    Allmylinks
    1K views
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1
    01:03:39
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1
    Mystrik Eloise
    77.9K views
    Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
    05:12
    Somebody Please tie me up and whip my little caged balls. Over & Over & Over & Over & Over & Over & Over & Over & Over
    MJ
    2.4K views
    Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ass and thick thighs.
    18:52
    Kitsy Me0w. Traditional OTK hand spanking. Sissy transgender with beautiful round ass and thick thighs.
    Kitsy Meow
    26.2K views
    Santa Left Presents Under The Tree For Little Sissy Shelby
    17:47
    Santa Left Presents Under The Tree For Little Sissy Shelby
    Sissy Shelby Kiss
    1.4K views
    Sissy Showing chastity cage and spanking herself
    01:33
    Sissy Showing chastity cage and spanking herself
    Sissy Joyce
    38.6K views
    A Fun Video to Play Along with
    03:41
    A Fun Video to Play Along with
    Kittykisses96
    8.8K views
    Sissy Maids Punishment
    07:53
    Sissy Maids Punishment
    Derek6699
    27.9K views
    Sissy caught riding Big Dildos and caged into chastity - teaser
    01:25
    Sissy caught riding Big Dildos and caged into chastity - teaser
    Sissy Slut Chantal Sweet
    33.1K views
    Waiting for Mistress in Self Bondage - Sissy Maid
    20:27
    Waiting for Mistress in Self Bondage - Sissy Maid
    Derek6699
    22.3K views
    Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!
    06:20
    Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny balls SPANKED, & Turning the Fuck Machine Up to its Max!
    MJ
    21K views
    Thick chubby Femboy needs a BBC
    11:22
    Thick chubby Femboy needs a BBC
    Jackieluvhigh
    5.1K views
    Sissy Schoolgirl Anna Part3: Riding Dildo, Slapping myself, Thanking Daddy, CBT Punishment (It hurt! hihi)
    07:14
    Sissy Schoolgirl Anna Part3: Riding Dildo, Slapping myself, Thanking Daddy, CBT Punishment (It hurt! hihi)
    Sissygurl Anna
    3.2K views
    Sub Cums Between valentinarosa89 and I - Mistress and Shemale Double Top a Sub Slut
    03:12
    Sub Cums Between valentinarosa89 and I - Mistress and Shemale Double Top a Sub Slut
    Jasmine_dlight
    8.4K views
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2
    49:33
    Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2
    Mystrik Eloise
    18.4K views
    Anal Fingering, Spanking, and Monster Cock Riding for Sissy
    08:05
    Anal Fingering, Spanking, and Monster Cock Riding for Sissy
    Layne Love
    9.1K views
    Hot Sissy Sluts Grind, Spank and Frot While In Chastity Cage
    01:48
    Hot Sissy Sluts Grind, Spank and Frot While In Chastity Cage
    Scarlett Williams
    42.8K views
    Sissy slut slaps her ass with whip and paddle
    06:04
    Sissy slut slaps her ass with whip and paddle
    SlimsissyJessica
    9.3K views
    Sissy Shelby Punishment
    01:12
    Sissy Shelby Punishment
    Sissy Shelby Kiss
    914 views
    BDSM Sissy Slut in Chastity Spankings and Sissygasm Riding Dildo
    10:26
    BDSM Sissy Slut in Chastity Spankings and Sissygasm Riding Dildo
    Joanna CD
    8.5K views
    CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing
    37:50
    CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing
    Rose Jenny
    23.7K views
    Sissy Chastity Sub Goth GF Ball Slapping, Spanking, Cage Cum - full vid on LayneLovee Manyvids
    01:13
    Sissy Chastity Sub Goth GF Ball Slapping, Spanking, Cage Cum - full vid on LayneLovee Manyvids
    Layne Love
    6.3K views
    Pink Sissy Bondage Slut Poses for the Camera
    01:20
    Pink Sissy Bondage Slut Poses for the Camera
    Sissy Shelby Kiss
    just added
    Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
    00:50
    Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
    SissyKanisa
    3.7K views
    Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory
    32:07
    Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory
    Mystrik Eloise
    16.2K views
    Faggot sissy Lauren tries out her new dildo
    03:46
    Faggot sissy Lauren tries out her new dildo
    Lauren green
    2.4K views
    Sissy Anna in Self Bondage: Anal, Suck, Spank & Nippleplay - Amateur Porn
    09:57
    Sissy Anna in Self Bondage: Anal, Suck, Spank & Nippleplay - Amateur Porn
    Sissygurl Anna
    1.8K views
    Wax play with chastity for locktober
    13:58
    Wax play with chastity for locktober
    Crystal Phoenix
    6K views
    Self ballbusting with a spatula for Ballbusting Stacey
    06:22
    Self ballbusting with a spatula for Ballbusting Stacey
    Kelli UK
    1.9K views
    Sissy Slut Kandi Dance Music Video
    18:37
    Sissy Slut Kandi Dance Music Video
    kandiKane
    1.4K views
    Gina in chastity, pleased and spanked
    06:25
    Gina in chastity, pleased and spanked
    51.9K views
    Sissy Slave spanks her ass for Daddy
    01:28
    Sissy Slave spanks her ass for Daddy
    Sissy Dani
    2.9K views
    Spanked Sissy with blue bound balls and Chastity riding hard
    02:09
    Spanked Sissy with blue bound balls and Chastity riding hard
    6.3K views
    Chastity Slave Fucks Rainbow Dildo Up Ass & Plugs With Vibrating Butt Plug
    07:45
    Chastity Slave Fucks Rainbow Dildo Up Ass & Plugs With Vibrating Butt Plug
    Kaylee Winterfall
    5.6K views
    Chastity hoe hits her clitty
    01:45
    Chastity hoe hits her clitty
    Audrey Love
    1.6K views
    Sissy Anna: Spanking and Whipping herself
    05:29
    Sissy Anna: Spanking and Whipping herself
    Sissygurl Anna
    1.2K views
    Sissy Femboy Riding Dildo untill Sissygasm Cum in Chastity
    08:26
    Sissy Femboy Riding Dildo untill Sissygasm Cum in Chastity
    Joanna CD
    2.8K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Chastity Spanking

    • Rough Hardcore Punishment
    • Chastity Pegging
    • Forced Orgasm Bondage
    • Sissy Slave BDSM
    • Crossdresser Spanking
    • Femboy Domination and Tortured
    • Caged Sissies
    • Submissive Transvestite Training
    • Leather Shemale Dominatrix
    • Extreme Anal Fisting
    • Family Rules
    • Dominant Woman
    • Secret Sissyboy
    • Cuckold Humiliation
    • Crossdressing Homemade
    • Tied up Handjob
    • Dildo Sissygasm
    • Ladyboy Punished
    • Begging to Be Fucked
    • The Sissy's Future
    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