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
    • 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

    Sissy Humping Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Bukkake
    Sissy POV
    Chastity Sissy
    Sissy Public
    Cute Sissy
    French Sissy
    Sissy Orgasm
    Sissy Spanking
    Sissy Moaning
    Sissy Orgy
    Sissy School
    Sissy Mistress
    Sissy Swallow
    Little Sissy
    Sissy Bnwo
    Sissy Story
    Sissy Fisting
    Japanese Sissy
    Sissy Trap
    Sissy Punishment
    Best Videos
    By clicking the content you will also see an ad. AD
    She loves to be my favorite fucktoy in bareback
    05:36
    She loves to be my favorite fucktoy in bareback
    MrNastyXavier
    2M views
    Rainbow Panties
    06:36
    Rainbow Panties
    Sissy Skylar
    2.3K views
    anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    105.8K views
    Silly cunt humping a pillow from the other side
    05:00
    Silly cunt humping a pillow from the other side
    Simone Xdressing
    6.2K views
    Long Anal Session for Hurting Emma Tied to the Bench
    01:05:06
    Long Anal Session for Hurting Emma Tied to the Bench
    ActorFab
    270.1K views
    PVC Inflatable tail, Brown Fox, Sissy Maid Gas Mask Breathplay, Pillow Hump
    03:57
    PVC Inflatable tail, Brown Fox, Sissy Maid Gas Mask Breathplay, Pillow Hump
    Gracidea
    4.5K views
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    09:55
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    Rozebella
    698.9K views
    Sissy Pvc Miku Cosplay, Inflatable Pillow Humping, Cum Eating
    03:23
    Sissy Pvc Miku Cosplay, Inflatable Pillow Humping, Cum Eating
    Gracidea
    4K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    93.9K views
    PVC Penguin Cosplay Gasmask Breathplay Sissy Hump Inflatable
    21:12
    PVC Penguin Cosplay Gasmask Breathplay Sissy Hump Inflatable
    Gracidea
    4.9K views
    BBC Fucks a Slutty Crossdresser Without Limits
    32:44
    BBC Fucks a Slutty Crossdresser Without Limits
    Trans and Co
    384.7K views
    BBC Sissy Fucks a Pillow
    05:11
    BBC Sissy Fucks a Pillow
    Abi Yinger
    1.5K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    638.7K views
    PVC Rubber Schoolgirl Sissy - Breathplay and pillow hump
    11:39
    PVC Rubber Schoolgirl Sissy - Breathplay and pillow hump
    Gracidea
    7.2K views
    Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
    08:12
    Sexy BIG ASS TRANS GIRL Giving A HUGE TORSO
    MarilyDaniela
    259.4K views
    Sissy Tries To Hump Her Bottle
    06:27
    Sissy Tries To Hump Her Bottle
    4.7K views
    Pretty Blonde Femboy Fucked by BBC
    08:01
    Pretty Blonde Femboy Fucked by BBC
    Trans and Co
    207.7K views
    Cute Diaper Sissy Jerking Off Using A Pillow
    03:11
    Cute Diaper Sissy Jerking Off Using A Pillow
    Abi Yinger
    4K views
    BBC Two Huge Cocks for Tight Little European Trans Ass
    08:12
    BBC Two Huge Cocks for Tight Little European Trans Ass
    Trans and Co
    261K views
    Sissy slut humping
    02:06
    Sissy slut humping
    Sissyflower
    1.5K views
    70 insane huge cumshots of Viper Fierce
    12:45
    70 insane huge cumshots of Viper Fierce
    Viper Fierce
    306.7K views
    Teaser Shark Heroine Humping
    00:43
    Teaser Shark Heroine Humping
    5.2K views
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    01:06
    Lena Lesper & Rina Kitty's Extreme Anal Workout Part 2
    Snake_0rgy
    160.9K views
    Pink PVC Sissy Maid Vibratior pillow hump Breathplay
    04:06
    Pink PVC Sissy Maid Vibratior pillow hump Breathplay
    Gracidea
    6.8K views
    Sissy loves to be fucked hard and get a big load in her asshole
    06:07
    Sissy loves to be fucked hard and get a big load in her asshole
    missangell_
    366.9K views
    Diapered Trans Girl Humping a Pillow And Jerking Off
    03:17
    Diapered Trans Girl Humping a Pillow And Jerking Off
    Abi Yinger
    5K views
    The Biggest Booty in Mexico
    08:12
    The Biggest Booty in Mexico
    Pure Ts
    739.4K views
    PVC Suit Inflatable tail Brown Fox Sissy Breathplay Hump
    02:45
    PVC Suit Inflatable tail Brown Fox Sissy Breathplay Hump
    Gracidea
    4.2K views
    My wife told me to play this
    11:13
    My wife told me to play this
    965.6K views
    Silly cunt humping a pillow from one side
    05:16
    Silly cunt humping a pillow from one side
    Simone Xdressing
    4.5K views
    Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
    08:12
    Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
    barbanegrazponto1onepov
    620.8K views
    Latex Maid Cosplay Sissy, Plushie Hump, Vibrator Bondage
    03:16
    Latex Maid Cosplay Sissy, Plushie Hump, Vibrator Bondage
    Gracidea
    3.2K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2.1M views
    Playing with my favorite purple dildo FtM
    01:49
    Playing with my favorite purple dildo FtM
    2.6K views
    My Neighbor Fisting My Ass
    08:59
    My Neighbor Fisting My Ass
    Emmy Angeles
    143.8K views
    PVC Colette Cosplay Sissy Diaper Vibrator mittens stuffy hump
    06:08
    PVC Colette Cosplay Sissy Diaper Vibrator mittens stuffy hump
    Gracidea
    5.4K views
    trans porn NBNABUNNY misbehaving with LongJohnXXL wearing a very chic latex outfit from MONIQUE FEI
    14:35
    trans porn NBNABUNNY misbehaving with LongJohnXXL wearing a very chic latex outfit from MONIQUE FEI
    nbnabunny
    2.5M views
    Diaper Sissy Dancing , Jerking Off , Cumming and pillow Humping
    09:01
    Diaper Sissy Dancing , Jerking Off , Cumming and pillow Humping
    Abi Yinger
    3K views
    THIS TURNS ME ON!!
    17:26
    THIS TURNS ME ON!!
    2.7M views
    Sissy Humps Wall in Chastity
    10:13
    Sissy Humps Wall in Chastity
    Chubbysissycrybaby
    2K views
    creampie compilation
    14:02
    creampie compilation
    2.6M views
    sissy in lingerie humping butt plug
    01:06
    sissy in lingerie humping butt plug
    Sissy_sarah69
    2.1K views
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    01:38
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    2.5M views
    Heavy PVC Gasmask Breathplay and Vibrator Inflatable Hump
    04:00
    Heavy PVC Gasmask Breathplay and Vibrator Inflatable Hump
    Gracidea
    1.3K views
    Loser Boyfriend Gets Feminized and Fucked
    08:12
    Loser Boyfriend Gets Feminized and Fucked
    Pure Ts
    293.3K views
    Sissy Cock Sucker Jerking Off And Humping a Pillow
    09:42
    Sissy Cock Sucker Jerking Off And Humping a Pillow
    Abi Yinger
    1.3K views
    The Destruction of Alyson Eclair
    17:24
    The Destruction of Alyson Eclair
    Rodrigo Amor
    606.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Humping

    • Crossdresser Striptease
    • Panty Fetish
    • Getting Hard
    • Panties Pulled Down
    • Feminized Husband Turned Into Slave
    • Whore Training
    • Crossdresserlover Ladyboys
    • Sissyslut
    • Chastity Release
    • Femboygirlfriend
    • Ruined Orgasms
    • Transvestites Sissies
    • Stockings Bareback
    • Homemade Cuckold Humiliation
    • Sweet Sissy87
    • Undressing
    • Penis Insertion
    • Sissy Ballbusting
    • Look at My Ejaculation
    • Cute Traps

    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