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
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy With Dildo Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the gay section?
    Dildo
    Sissies
    Sissy Dildo
    Sissy Dildo Cum
    Spiked Dildo
    Dick Rambone Dildo
    Sissy Dildo Compilation
    Sissy BBC Dildo
    Asian Sissy Dildo
    Shemale Dildo
    Sissy Dildo Slave
    Sissy Dildo Ride
    Sissy Dildo JOI
    Trans Dildo
    Dildo Fuck
    Dildo Cum
    Sissy Dildo Training
    Sissy Dildo Captions
    Tumblr Sissy Dildo
    Sissy Deepthroat Dildo
    Best Videos
    By clicking the content you will also see an ad. AD
    Beautiful sissy ride monster cock and cum
    08:40
    Beautiful sissy ride monster cock and cum
    yourprettykate
    118.3K views
    Amateur sissy with dildo
    02:48
    Amateur sissy with dildo
    75.9K views
    Riding my dildo and dripping like a good girl!
    02:53
    Riding my dildo and dripping like a good girl!
    Starlightfemboy
    40K views
    Sissy with dildo
    00:52
    Sissy with dildo
    Acdslut
    49.9K 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
    72.8K views
    sissy with dildo
    02:01
    sissy with dildo
    Jenni X
    9.4K views
    Tranny Babe in Chasity Cage Gets Fucked by large Dildo
    11:37
    Tranny Babe in Chasity Cage Gets Fucked by large Dildo
    952.1K views
    Cute Chocolate Diaper Sissy with Big Titties wants some Candy.
    11:44
    Cute Chocolate Diaper Sissy with Big Titties wants some Candy.
    Sissy Slut Chantal Sweet
    47.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    a little pleasure from a sissy with a dildo and cum in mouth
    05:32
    a little pleasure from a sissy with a dildo and cum in mouth
    yourprettykate
    72.8K views
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    XiangYan
    314.3K views
    Chubby sissy with anal dildo popperbating on webcam
    25:20
    Chubby sissy with anal dildo popperbating on webcam
    28K views
    21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
    07:08
    21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
    Starlightfemboy
    485.5K views
    sissy with giant dildo
    01:26
    sissy with giant dildo
    59.3K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Doggy Fun for Sissy with Deepthroat and Anal
    03:16
    Doggy Fun for Sissy with Deepthroat and Anal
    Elise Woods
    1.2K views
    Extreme Cock for Sissy Hole!!
    05:24
    Extreme Cock for Sissy Hole!!
    Lola Spais
    280.4K views
    sissy with small cock rides dildo
    01:19
    sissy with small cock rides dildo
    Mimii White
    12.9K views
    Sissy Compilation
    26:22
    Sissy Compilation
    1.6M views
    Part 1 - Young Black Wolfman Fucks Candy Ass Sissy with Big Cock Extender Sleeve
    05:15
    Part 1 - Young Black Wolfman Fucks Candy Ass Sissy with Big Cock Extender Sleeve
    Candy Ass Sissy
    12K views
    My Biggest Anal Dildo Training Vf
    08:12
    My Biggest Anal Dildo Training Vf
    PrxcyTgirl
    56K views

    Relevant Short videos

    Sissy with alien dildo
    Sissy with alien dildo
    6.9K views
    Sissy with toy
    Sissy with toy
    Sophie1087
    1.2K views
    Sissy with big dildo
    Sissy with big dildo
    Nylonlaurasissy
    989 views
    Latex Sissy with XXL Plug
    Latex Sissy with XXL Plug
    Latexsissy
    1.5K views
    Must-share moment from "Goddess peggung sissy with big dildo and slaps the ass wiht it"
    Must-share moment from "Goddess peggung sissy with big dildo and slaps the ass wiht it"
    Aliska
    707 views
    Sissy with Tiny Dick Fucking Her Ass with a Black Massive Dildo
    Sissy with Tiny Dick Fucking Her Ass with a Black Massive Dildo
    JenniferStarTS
    78 views
    Korean College sissy with big tits walked down big roads and went to public lady's room with a chained leash on.
    08:44
    Korean College sissy with big tits walked down big roads and went to public lady's room with a chained leash on.
    Harinni
    6.7K views
    Cute tranny in chastity playing with big dildos and anal fisting and fisting
    04:20
    Cute tranny in chastity playing with big dildos and anal fisting and fisting
    Trinit Noir
    23.3K views
    Sissy with Big Ass Plays with Pink Toy
    03:37
    Sissy with Big Ass Plays with Pink Toy
    Sasha Q
    917 views
    Step-Mommy Jessica Bloom Shows You How to Cum From AnalStep-Mommy Jessica Bloom Shows You How to Cum From Anal Like a Good Sissy
    05:17
    Step-Mommy Jessica Bloom Shows You How to Cum From AnalStep-Mommy Jessica Bloom Shows You How to Cum From Anal Like a Good Sissy
    Jessica Bloom
    37.4K views
    skinny sissy with big cock plays with vibrator and big cumshot
    03:27
    skinny sissy with big cock plays with vibrator and big cumshot
    Nadja Cox
    7.3K views
    Catgirl rides a dick, fists and cums
    08:03
    Catgirl rides a dick, fists and cums
    Starlightfemboy
    448.1K views
    Sissy with 12 inch dildo and leaking clit
    18:21
    Sissy with 12 inch dildo and leaking clit
    Ylvis88
    23.4K views
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    16:50
    Fetish Mistress Domina Eva Milf Femdom Fuck Trans Slut Ekaterina Krieg Latex BDSM Kink Strapon Shemale Sissy Hardcore
    Dominatrix Eva
    641.1K views
    Tiny Dick Sissy with Big Ass Training Her Hole Iwth a Black Huge Dildo
    03:23
    Tiny Dick Sissy with Big Ass Training Her Hole Iwth a Black Huge Dildo
    JenniferStarTS
    642 views
    A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    03:09
    A dress, heels and a chastity cage. Trying a huge dildo and cumming in my tights!
    Starlightfemboy
    437K views
    Sissy with pigtails ride big dildo
    05:20
    Sissy with pigtails ride big dildo
    Crystal Phoenix
    2.4K views
    Cute Slut Takes Big Dildo Deep - Mandi Mount
    05:07
    Cute Slut Takes Big Dildo Deep - Mandi Mount
    Chloe Cox
    122.1K views
    Sissy with Tiny Dick Fucking Her Ass with a Black Massive Dildo
    03:36
    Sissy with Tiny Dick Fucking Her Ass with a Black Massive Dildo
    JenniferStarTS
    545 views
    Tranny in chastity fucking her ass with dildos
    03:42
    Tranny in chastity fucking her ass with dildos
    Trinit Noir
    73.6K views
    Sissy with bbc dildo pounds herself in lots of positions.
    06:42
    Sissy with bbc dildo pounds herself in lots of positions.
    Laura Lou
    16.6K views
    Sissy in lingerie riding dildo and cums handsfree
    03:35
    Sissy in lingerie riding dildo and cums handsfree
    Karolinda
    77.1K views
    Tied up sissy with nipple clamps pees in panties vibrates big clit and cums hard
    08:06
    Tied up sissy with nipple clamps pees in panties vibrates big clit and cums hard
    MyLolaTrav
    7.3K views
    Sexy legs with silver dress and heels
    08:10
    Sexy legs with silver dress and heels
    Queen Sibel
    195.6K views
    Hot strap on sex Pegging sissy with bbc anal dildo
    05:01
    Hot strap on sex Pegging sissy with bbc anal dildo
    Sasha Earth
    9.5K views
    Mistress Eudora's Anal Slut
    05:28
    Mistress Eudora's Anal Slut
    Loren Aprile
    148.4K views
    horny sissy with huge cock vibrator cum shot
    01:59
    horny sissy with huge cock vibrator cum shot
    Nadja Cox
    11.8K 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
    Just a virgin sissy with a big hole
    05:57
    Just a virgin sissy with a big hole
    missangell_
    8.6K views
    Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time
    05:25
    Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time
    patricksuggar
    40.7K views
    caged sissy with mask gaping after dildo ride
    01:42
    caged sissy with mask gaping after dildo ride
    Lisa Rhea Deville
    4.1K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy With Dildo

    • Sissy Crossdresser Pantyhose and Dildo
    • Tied Trans Drilled Hard BDSM Anal
    • Femboy Fucked
    • Filthy Shemale Cum Whore
    • Sissy Crossdresser Sucking Dildo
    • Extreme Insertion
    • 2 Sissies 1 Chastity Cage
    • What Does a Sissygasm Feel Like
    • Fuck My Ass Please Dirty Talk
    • Mistress Pussy Licking Femdom
    • Double Penetration Guy
    • Femboys in Lingerie
    • Extrem Crossdressers
    • XXX Trans BDSM
    • Sisy Boy
    • Lesbian Scissoring
    • Caught Crossdressing Wife
    • Farting on Dick
    • Cock Stroking Garter Belt
    • Crossdress 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