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

    Sissy Keuschheit Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Locked in Chastity and Using a Vibrator to Make My Girldick Cum
    06:16
    Locked in Chastity and Using a Vibrator to Make My Girldick Cum
    Gray Perrier
    3K views
    Sissy Sex Slave
    07:00
    Sissy Sex Slave
    Kapri Sun
    50.5K views
    sam_cdsissy sissy crossdresser cums on cam
    24:49
    sam_cdsissy sissy crossdresser cums on cam
    S Sam_cdsissy
    15.7K views
    Sissy Bride in Chastity
    05:48
    Sissy Bride in Chastity
    Pure Ts
    6.7K views
    Sissys in chastity
    03:40
    Sissys in chastity
    772.4K views
    Sissy Snowbunny Inspection
    01:25
    Sissy Snowbunny Inspection
    crystal_bellini
    just added
    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
    sissy clitty chastity
    07:26
    sissy clitty chastity
    527.2K views
    real sissy full in chastity
    13:34
    real sissy full in chastity
    637.2K views
    2032 - the Bwno Future
    15:06
    2032 - the Bwno Future
    ChristineWest120
    112.7K views
    Sissy Hailey Doll gets her holes ruined by BBC😈
    02:05
    Sissy Hailey Doll gets her holes ruined by BBC😈
    Sissy Haileydoll
    665K views
    Sissy Girl getting fucked by BBC Daddy
    02:10
    Sissy Girl getting fucked by BBC Daddy
    Ericka Sprinkle
    16.1K views
    Total Sissy Amnesia
    13:20
    Total Sissy Amnesia
    Natalie Napoli
    27.1K views
    Chastity sissy instructions
    06:15
    Chastity sissy instructions
    217.8K views
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    10:16
    Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
    Jessica Bloom
    71.8K views
    Big ass tranny fucks guy in tiny chastity
    03:52
    Big ass tranny fucks guy in tiny chastity
    Trinit Noir
    1K views
    Riding an 8 inch BBC all the way fully caged
    01:20
    Riding an 8 inch BBC all the way fully caged
    Ericka Sprinkle
    just added
    Machine makes sissy squirt from anal
    17:58
    Machine makes sissy squirt from anal
    Jasmine904x
    just added
    Sissy is fucked fast and deep by her machine
    15:07
    Sissy is fucked fast and deep by her machine
    Jasmine904x
    just added
    Sissy Chastity Maid Service Training With Ria Bentley
    07:07
    Sissy Chastity Maid Service Training With Ria Bentley
    Ria_Bentley
    39.6K views
    Tight Shemale Play
    02:16
    Tight Shemale Play
    Lilly Rosh
    just added

    Relevant Short videos

    Cumming hard with butthole twitching
    Cumming hard with butthole twitching
    Zoeqt
    189K views
    cumming like crazy
    cumming like crazy
    boobyb0y
    252.6K views
    Daddy fucked her sissy hard
    Daddy fucked her sissy hard
    Sebnem
    210.8K views
    Surprise Cumshot
    Surprise Cumshot
    Zoeqt
    283.6K views
    Hardcore negative chastity
    Hardcore negative chastity
    boobyb0y
    266.1K views
    Shemale cums hard outdoors
    Shemale cums hard outdoors
    VladAQueen
    133.9K views
    Chastity sissy shemale self enjoy
    10:32
    Chastity sissy shemale self enjoy
    Lilly Rosh
    just added
    Asian Sissy Femboy Rides Dildo in Chastity Pulpyboy69
    09:00
    Asian Sissy Femboy Rides Dildo in Chastity Pulpyboy69
    Pulpyboy69
    just added
    Im a cd top bottom Desi ladyboy  sissy apni gand ki chhed ko malish Kiya
    05:44
    Im a cd top bottom Desi ladyboy sissy apni gand ki chhed ko malish Kiya
    Bengaliauntykichut
    just added
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    220.2K views
    Pink Sissy Bondage Slut Poses for the Camera
    01:20
    Pink Sissy Bondage Slut Poses for the Camera
    Sissy Shelby Kiss
    just added
    Machine with huge dildo fucks this sissy hard
    11:55
    Machine with huge dildo fucks this sissy hard
    Jasmine904x
    just added
    Sissy Clitty in Chastity Leaking Sissy Milk. Vibrator + Fucking Machine.
    01:36
    Sissy Clitty in Chastity Leaking Sissy Milk. Vibrator + Fucking Machine.
    Traviezisha
    just added
    I sucked his cook so good that he fucked me
    05:17
    I sucked his cook so good that he fucked me
    Trinit Noir
    197.6K views
    sissy cat maid playing with dildos
    17:01
    sissy cat maid playing with dildos
    Alexxa
    just added
    Daddy loves to wreck my asshole in chastity
    06:24
    Daddy loves to wreck my asshole in chastity
    missangell_
    477.3K 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
    202.9K views
    Thick dildo stretches this schoolgirls ass
    17:27
    Thick dildo stretches this schoolgirls ass
    Jasmine904x
    just added
    sissy in chastity swallow cum
    19:06
    sissy in chastity swallow cum
    431K views
    Fuck machine makes sissy squirt
    17:00
    Fuck machine makes sissy squirt
    Jasmine904x
    just added
    rubber slave in chastity being fucked by fucking machine
    01:23
    rubber slave in chastity being fucked by fucking machine
    RubberPiglet
    just added
    Sissy princess loves thick cock in her ass
    11:14
    Sissy princess loves thick cock in her ass
    Jasmine904x
    just added
    Sissy in extreme deepthroat chastity upside down very wet and ruined make-up
    08:41
    Sissy in extreme deepthroat chastity upside down very wet and ruined make-up
    Vane03_siss
    just added
    Kinky sissy slut with huge tits bangs her hole
    09:49
    Kinky sissy slut with huge tits bangs her hole
    Sissy Slut Chantal Sweet
    15.7K views
    2 Sissies 1 Chastity Cage
    01:09
    2 Sissies 1 Chastity Cage
    Sissy Joyce
    268.2K views
    Sissys tight ass is stretched with big toy
    16:07
    Sissys tight ass is stretched with big toy
    Jasmine904x
    just added
    Fucking Mtf Chastity Charlie 2
    08:12
    Fucking Mtf Chastity Charlie 2
    Jason With Women - Masculine Jason
    27K views
    Fucking my CAGED little tranny toy and CUMMING on her ass
    03:59
    Fucking my CAGED little tranny toy and CUMMING on her ass
    Freya Frostnymph
    111.1K views
    Dildo Ride Sissygasm Chastity Femboy Pulpyboy69
    04:57
    Dildo Ride Sissygasm Chastity Femboy Pulpyboy69
    Pulpyboy69
    just added
    Hot sissy in corset gets fucked
    12:25
    Hot sissy in corset gets fucked
    Jasmine904x
    just added
    Beautiful Sissy in chastity enjoys being fucked
    09:38
    Beautiful Sissy in chastity enjoys being fucked
    744K views
    Sissy gets fucked really hard by fuck machine
    18:35
    Sissy gets fucked really hard by fuck machine
    Jasmine904x
    just added
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 55
    • Next

    Searches Related to Sissy Keuschheit

    • Sissy transformation
    • Sissy-Keuschheit
    • Trans natalia fox
    • Sissy-Feminisierung
    • Mtf post op newbie
    • Sissification
    • Young pussy
    • Winzige keuschheit
    • Sybian machine
    • Tslillysophie
    • Sissy-Geschichte
    • Extremes spielzeug
    • Gut bestückte transe fickt typen
    • Keuschheitssex
    • Turned into a girl
    • Sissy-Orgie
    • Cyberpunk 2077
    • Sissy-Dessous
    • Huge prolapse
    • Sissy-Gangbang

    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