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

    Double Chastity Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Fisting Double Sissygasm Cumshots
    01:38
    Fisting Double Sissygasm Cumshots
    Lola Spais
    160.7K 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
    Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine
    01:30
    Big Ass Sissy In Yellow Lingerie Fucked to Double Sissygasm by Fucking Machine
    NKeyCD
    6.8K views
    Fuck machine and double electric chastity
    05:08
    Fuck machine and double electric chastity
    132.5K views
    Double Machine
    05:36
    Double Machine
    Nikki Pinkz
    106.1K views
    Such a Happy SpitRoasted Sissy Slut, Her Holes So Full
    06:29
    Such a Happy SpitRoasted Sissy Slut, Her Holes So Full
    MJ
    20.5K views
    Sissy Merve Rose Chastity Anal Plug Double Anal Gangbang Big White Cock Tattoo Catgirl Blonde Baby Sexy Stockings Blacked
    05:15
    Sissy Merve Rose Chastity Anal Plug Double Anal Gangbang Big White Cock Tattoo Catgirl Blonde Baby Sexy Stockings Blacked
    TSMerve
    12.4K views
    Anal Double Dong
    02:38
    Anal Double Dong
    AdriaTrans
    19K views
    Sissy Slut Doble Dildo penetration and Sissygasm
    08:30
    Sissy Slut Doble Dildo penetration and Sissygasm
    Mariana Taylor
    2.1K views
    Happy Holidays Ya Filthy Freaks
    08:12
    Happy Holidays Ya Filthy Freaks
    Kittykisses96
    13.9K views
    Sissy Merve Rose School girl chastity belt ride double anal dap hardcore bdsm blonde sexy tgirl tranny trans femboy baby
    05:21
    Sissy Merve Rose School girl chastity belt ride double anal dap hardcore bdsm blonde sexy tgirl tranny trans femboy baby
    TSMerve
    4.1K views
    Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF
    12:45
    Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF
    Spike Essex
    43.3K views
    Sissy Merve Rose Double Anal Penetration Big Cock Tattoo Sexy Blonde Tgirl Femboy Tranny Trans Stockings Ride Chastity Part 5
    05:49
    Sissy Merve Rose Double Anal Penetration Big Cock Tattoo Sexy Blonde Tgirl Femboy Tranny Trans Stockings Ride Chastity Part 5
    TSMerve
    4.7K views
    Pretty Tiny Sissy Princess vs big Bad Dragons
    02:05
    Pretty Tiny Sissy Princess vs big Bad Dragons
    Sissy Slut Chantal Sweet
    39.7K views
    Sissy Merve Rose Chastity Belt Double Anal Tattoo Blonde Sexy Tgirl Femboy Special Stockings Leopard Ride BBC Fucked Hard
    05:07
    Sissy Merve Rose Chastity Belt Double Anal Tattoo Blonde Sexy Tgirl Femboy Special Stockings Leopard Ride BBC Fucked Hard
    TSMerve
    4.7K views
    Latina Sissy Dildo Ass to mouth and Double Sissygasm
    08:42
    Latina Sissy Dildo Ass to mouth and Double Sissygasm
    Mariana Taylor
    1.4K 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
    8.2K views
    Sissy Slut Candy Shop - Jessica Bloom Anal Sweetie Slut
    07:26
    Sissy Slut Candy Shop - Jessica Bloom Anal Sweetie Slut
    Jessica Bloom
    22.3K views
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings Ride BBC Fucked Hard  Catgirl Tranny Trans Shemale
    05:15
    Sissy Merve Rose Chastity Belt Tattoo Blonde Sexy Tgirl Femboy Body Stockings Ride BBC Fucked Hard Catgirl Tranny Trans Shemale
    TSMerve
    4.3K views
    BDSM style double dildo anal fuck
    02:08
    BDSM style double dildo anal fuck
    Lexi Faith
    8.6K views
    Vladasexytrans young femboy hard and crazy play with her hole
    11:01
    Vladasexytrans young femboy hard and crazy play with her hole
    Vladasexytrans
    20.7K views
    Sissy Merve Rose Chastity Ride First Double Anal Cum Gangbang Blonde Sexy Baby Stockings Red Blacked High Hells Tattoo Part 3
    05:41
    Sissy Merve Rose Chastity Ride First Double Anal Cum Gangbang Blonde Sexy Baby Stockings Red Blacked High Hells Tattoo Part 3
    TSMerve
    5.2K views
    Mommy Holy - JOI - Teachers Pet Gets A Double
    08:21
    Mommy Holy - JOI - Teachers Pet Gets A Double
    Holy
    7.3K views
    Insanely deep Toy fucking. Using a Machine and more.
    13:09
    Insanely deep Toy fucking. Using a Machine and more.
    Davine
    9.7K views
    Deep Anal Training Sissy Caged Cumshot - Sohimi Monster Dildo Vs Jessica Bloom
    07:21
    Deep Anal Training Sissy Caged Cumshot - Sohimi Monster Dildo Vs Jessica Bloom
    Jessica Bloom
    12.7K views
    Asian Sissy Deepthroat in Chastity & Cumshot
    05:06
    Asian Sissy Deepthroat in Chastity & Cumshot
    CuteAsianSissy
    5.2K views
    Chastity Slut Raven Thorne Double Penetration (Preview)
    01:40
    Chastity Slut Raven Thorne Double Penetration (Preview)
    61.5K views
    Sissy Lucy spitroast in chastity by double fucking machines
    02:11
    Sissy Lucy spitroast in chastity by double fucking machines
    Spike Essex
    10K views
    Asian Sissy Slave Got Double Cum After A Month Locked In Chastity Cage
    14:55
    Asian Sissy Slave Got Double Cum After A Month Locked In Chastity Cage
    MaureenNadh
    4.3K views
    Crossdresser with giant speculum and toys
    02:54
    Crossdresser with giant speculum and toys
    Jotti99
    4.4K views
    Sissy slave StacySexlips fills her slutty holes with huge dildos
    07:54
    Sissy slave StacySexlips fills her slutty holes with huge dildos
    Stacy Sexlips
    2.7K views
    Deep Dildo playtime while in Chastity - a real private masturbation homemade video - no audio
    32:12
    Deep Dildo playtime while in Chastity - a real private masturbation homemade video - no audio
    Holy
    3.2K views
    double time again
    14:25
    double time again
    Jade Sissy
    7.7K views
    Femdom Double Anal Pegging for Chastity Sissy Lucy
    06:00
    Femdom Double Anal Pegging for Chastity Sissy Lucy
    Spike Essex
    18.2K views
    Crossdresser with huge dildo and double dildo stretch his ass
    05:30
    Crossdresser with huge dildo and double dildo stretch his ass
    Jotti99
    6.4K views
    Caged anal fun
    01:26
    Caged anal fun
    boobyb0y
    6.2K views
    Deepthroating my double dildo wearing my new full latex mask and fake lips
    03:21
    Deepthroating my double dildo wearing my new full latex mask and fake lips
    Danicd94
    4.3K views
    Sissy Skylar Maid
    09:55
    Sissy Skylar Maid
    Sissy Skylar
    4.2K views
    Caged sissy playing with double ended dildo
    01:36
    Caged sissy playing with double ended dildo
    Jane cage
    2.5K views
    Cute Ladyboy Does Double Anal and Ball-slapping
    06:09
    Cute Ladyboy Does Double Anal and Ball-slapping
    NAT0NYA
    5.2K views
    Kigurumi Double Breathplay chastity PVC Nino Cosplay two angles
    10:52
    Kigurumi Double Breathplay chastity PVC Nino Cosplay two angles
    Gracidea
    2.3K views
    Double dildo in my ass, cumming in chastity
    01:49
    Double dildo in my ass, cumming in chastity
    4.4K views
    Hot Brunette Transwoman Gets Double Anal Fucked while locked in Chastity
    06:20
    Hot Brunette Transwoman Gets Double Anal Fucked while locked in Chastity
    NAT0NYA
    4.7K views
    Sissy Lucy, Double Anal Dildo in Chastity
    05:16
    Sissy Lucy, Double Anal Dildo in Chastity
    Spike Essex
    5.4K views
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    07:14
    Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
    Jessica Bloom
    81.6K views
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    05:45
    I fuck my roommate and fills my butthole full of cum while i'm in chastity
    missangell_
    673.7K views
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    09:05
    TRANS YEEHAW: Sloppy BJ & Ride By Canadian Cowgirl ABRIDGED
    Adam Castle
    375.2K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Double Chastity

    • Permanent Chastity
    • Sissy Cum in Cage
    • Caged Sissies
    • Extreme Orgasm
    • Japanese Femboy Breeding Slave
    • Free Trapped and Fucked
    • Pussy Torture
    • First Sissygasm
    • Inverted Chastity
    • Shemale With Man Double Penetration Girl
    • Self Bondage
    • Real Secret Sex
    • Locked Sissy
    • Bound Sluts
    • Naked Teens 18
    • Urethra Insertion
    • Reverse Gangbang Femdom
    • Caught Crossdressing Wife
    • Mistress Has Crossdresser Tied up
    • Forced Orgasm

    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