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
    BLUE MONDAY SALE 💛🎉 Brighten the year’s saddest day
    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

    Strapon Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Panties
    German Sissy
    Sissy Transformation
    Sissy Schoolgirl
    Sissy Domination
    Sissy Bukkake
    Sissy POV
    Chastity Sissy
    Sissy Public
    Cute Sissy
    French Sissy
    Crossdresser Strapon
    Sissy Orgasm
    Sissy Spanking
    Sissy Moaning
    Sissy Orgy
    Sissy School
    Sissy Mistress
    Sissy Swallow
    Little Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Bound and Sodomized Doggy Style by Mistress Lunatika
    01:16
    Bound and Sodomized Doggy Style by Mistress Lunatika
    Loren Aprile
    162K views
    Nady Climbs on My Strap-on Dildo and Fucks Her Anal Pussy
    01:10
    Nady Climbs on My Strap-on Dildo and Fucks Her Anal Pussy
    Nady-So
    2.4K views
    Femdom Mistress Eva Latex Fuck Strapon Slut Ekaterina Krieg Fetish Anal Hardcore BDSM Kink Rubber Blonde Glasses
    19:19
    Femdom Mistress Eva Latex Fuck Strapon Slut Ekaterina Krieg Fetish Anal Hardcore BDSM Kink Rubber Blonde Glasses
    Dominatrix Eva
    104.8K views
    Fucking in the Morning Park!
    09:00
    Fucking in the Morning Park!
    Lola Spais
    27.4K views
    My straight roommate turned me into her transgender wife
    05:08
    My straight roommate turned me into her transgender wife
    CutePinkUnicorn
    114.1K views
    Sissy whore has anal sex at home with dildo fucking
    03:38
    Sissy whore has anal sex at home with dildo fucking
    Anastasia Mistress
    47K views
    TRANSEROTICA Alura Jenson Strap On Fucks Trans Lianna Lawson
    12:00
    TRANSEROTICA Alura Jenson Strap On Fucks Trans Lianna Lawson
    Trans Erotica
    639.8K views
    Gigi in the middle. TGirl Gigi gets double anal and spit roasted by big cock and femdom strap-on
    10:22
    Gigi in the middle. TGirl Gigi gets double anal and spit roasted by big cock and femdom strap-on
    Lisa Essex
    22.6K views
    Part 5:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    05:56
    Part 5:-Lanista Bear, Domina Satana takes Frankie in the dungeon fora. good session!
    Aaexperiencesltd
    2K views
    Strapon Fuck on Web Sission
    02:22
    Strapon Fuck on Web Sission
    Lola Spais
    6.1K views
    Sexy Tgirl Gigi gets pegged with huge dildo by femdom MILF Lisa
    07:26
    Sexy Tgirl Gigi gets pegged with huge dildo by femdom MILF Lisa
    Lisa Essex
    56.3K views
    Halloween party with Freddy Krueger and Ghostface
    05:13
    Halloween party with Freddy Krueger and Ghostface
    CutePinkUnicorn
    45.4K views
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 14
    08:12
    Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 14
    Bailey Wilde
    56.6K views
    Nicotine Nymph Smoking Hot Strap-on Action
    00:39
    Nicotine Nymph Smoking Hot Strap-on Action
    HollyCox
    10.1K views
    Sissy latex strapon
    14:08
    Sissy latex strapon
    64.7K views
    Jess strapon sissies
    16:25
    Jess strapon sissies
    54.9K views
    Aline Cum 6
    02:03
    Aline Cum 6
    Tomas Styl
    1K views
    Sissy Maid Locked in Rigid Spreader Bar...Ankles and Wrists
    06:27
    Sissy Maid Locked in Rigid Spreader Bar...Ankles and Wrists
    Derek6699
    38.7K views
    PEGGING FEMDOM CUMSHOTS COMPILATION
    04:20
    PEGGING FEMDOM CUMSHOTS COMPILATION
    Lola Spais
    10.4K views
    Strapped to Fucking Machine Chair in PVC Catsuit Gagged in Chastity
    14:41
    Strapped to Fucking Machine Chair in PVC Catsuit Gagged in Chastity
    Derek6699
    40.1K views
    Wife strapon fucking husband cum
    01:22
    Wife strapon fucking husband cum
    8.1K views
    Femdom strap-on pegging fun with Lisa Essex and Lucy Essex CD
    22:01
    Femdom strap-on pegging fun with Lisa Essex and Lucy Essex CD
    Spike Essex
    15K views
    PUBLIC POV FUCK OUTDOOR by HUGE STRAPON
    01:35
    PUBLIC POV FUCK OUTDOOR by HUGE STRAPON
    FrinaXXX
    7.2K views
    Hard Cock Anal Orgasms From F Machine And Pegging - Jessica Bloom Prostate Milking
    05:27
    Hard Cock Anal Orgasms From F Machine And Pegging - Jessica Bloom Prostate Milking
    Jessica Bloom
    40.7K views
    Uncle's tool shed - Pubblic sex - crossdresser strapon
    05:25
    Uncle's tool shed - Pubblic sex - crossdresser strapon
    Emily Rossi
    5.8K views
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 9
    08:12
    Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 9
    Bailey Wilde
    9K views
    Room Service: Pegging
    05:52
    Room Service: Pegging
    Emily Rossi
    39K views
    Pegging TGirl Gigi with the 12 inch big black mamba strap on
    07:52
    Pegging TGirl Gigi with the 12 inch big black mamba strap on
    Lisa Essex
    47.7K views
    Naughty Nun Gets Pegged And Fed her Own Cum - Jessica Bloom And Polieana
    05:41
    Naughty Nun Gets Pegged And Fed her Own Cum - Jessica Bloom And Polieana
    Jessica Bloom
    22.9K views
    Girlfriend Makes Sissy Cum Hands Free Anal Pegging And Cum Eating Jessica Bloom And Polieana
    05:56
    Girlfriend Makes Sissy Cum Hands Free Anal Pegging And Cum Eating Jessica Bloom And Polieana
    Jessica Bloom
    26.9K views
    Pegging in cowgirl position. Amazing Sissy Blaire_18 jumps on Dominatrix Nika's strapon with her anal hole.
    06:47
    Pegging in cowgirl position. Amazing Sissy Blaire_18 jumps on Dominatrix Nika's strapon with her anal hole.
    Dominatrix Nika
    9K views
    Emily Adaire Gets Pegged by Lina Mila in a Hot Catsuit
    06:08
    Emily Adaire Gets Pegged by Lina Mila in a Hot Catsuit
    Emily Adaire
    112.3K views
    obeyladymk & jadestorm8 Deep Fisting jasmine_dlight & Huge Strapon - Shemale Anal Slut
    02:45
    obeyladymk & jadestorm8 Deep Fisting jasmine_dlight & Huge Strapon - Shemale Anal Slut
    Jasmine_dlight
    17.4K views
    Sissy Trainnig at Home
    02:21
    Sissy Trainnig at Home
    Lola Spais
    34.8K views
    Jessica Bloom Gets Pegged By Polieana With Funzze Strapon Harness And Made To Eat Cum
    05:21
    Jessica Bloom Gets Pegged By Polieana With Funzze Strapon Harness And Made To Eat Cum
    Jessica Bloom
    20.3K views
    Being a good little sissy maid, all dressed up in her black satin French maid dress, fishnet stockings, 6 strap suspenders
    07:12
    Being a good little sissy maid, all dressed up in her black satin French maid dress, fishnet stockings, 6 strap suspenders
    JessicaXD
    910 views
    Latex sissy in chastity and fucked by Mistress
    05:31
    Latex sissy in chastity and fucked by Mistress
    Abby Kitty
    71.6K views
    Welcome to Our Live Show!
    05:44
    Welcome to Our Live Show!
    FrinaXXX
    7.5K views
    Lola Cumming Cunt
    02:14
    Lola Cumming Cunt
    FrinaXXX
    4.1K views
    compilation where I fuck the big ass of my sissy slut who loves cock a real slut
    05:19
    compilation where I fuck the big ass of my sissy slut who loves cock a real slut
    Nady-So
    4.3K views
    Balltorture with fuckmachine
    21:58
    Balltorture with fuckmachine
    Niceguy_1991
    22.6K views
    Woman Puts Nails on Crossdresser
    05:02
    Woman Puts Nails on Crossdresser
    Bailey Wilde
    2.8K views
    Crossdresser fucked hot anal strapon sex
    06:45
    Crossdresser fucked hot anal strapon sex
    Sasha Earth
    18.4K views
    Trans slut fucked and fisted until her tight hole gapes & Anal and femdom - Cyberpunk cosplay
    05:10
    Trans slut fucked and fisted until her tight hole gapes & Anal and femdom - Cyberpunk cosplay
    CutePinkUnicorn
    27.2K views
    Sissy Charlotte licks Lisas pussy then gets pegged with a strapon
    12:48
    Sissy Charlotte licks Lisas pussy then gets pegged with a strapon
    Lisa Essex
    31.4K views
    I Test Dildos From the Smallest to the Biggest Until Orgasm
    11:18
    I Test Dildos From the Smallest to the Biggest Until Orgasm
    Nady-So
    1.2K views
    Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
    06:04
    Part 3:- Domina Satana, Mistress Carrie does a Double Domme session
    Aaexperiencesltd
    1K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Strapon Sissy

    • Hands Free Sissygasm
    • Sissyjesst
    • In Front of Friends
    • Tgirl Finishes Him off Top
    • Cross Dresser Solo
    • Sadistic Evil Nun Loves Torture
    • Oooo Xxxx Xxxx Oooo
    • Peg
    • Sissyboy-5
    • Leather Pants
    • Tight Dresses
    • Gorgeous Transsexual
    • Sissy-Slut-Jenny
    • Sick Twisted Mind
    • Remote Vibrator
    • Male to Female Transformation
    • Fuck Me Fuck Me Fuck Me
    • Karley Sonata Cums
    • Best Movies
    • Strapless Strap on
    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