PornPorn Transgender β€’ 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 β„οΈβ˜ƒοΈ 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 Humping Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Mature Sissy
    Sissy Brainwash
    Mommy Sissy
    Sissy Deepthroat
    Sissy Gloryhole
    Sissy Pmv
    Sissy Breeding
    Latex Sissy
    Sissy Threesome
    Chubby Sissy
    Sissy Joyce
    Sissy Test
    Sissy Lingerie
    Sissy Strapon
    Sissy Facial
    Sissy Panties
    German Sissy
    Sissy Transformation
    Sissy Schoolgirl
    Sissy Domination
    Best Videos
    By clicking the content you will also see an ad. AD
    Night. Park. Car. Fucked a trans slut.
    07:18
    Night. Park. Car. Fucked a trans slut.
    vika_sissy
    235.5K views
    ABDL Diaper Sissy Jerking Off in a Pillow
    03:06
    ABDL Diaper Sissy Jerking Off in a Pillow
    Abi Yinger
    5.7K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.6M views
    Plastic Covered Maid Midna – Breathplay, Sissy Cosplay, Cuffs, Plush, Hump
    01:31
    Plastic Covered Maid Midna – Breathplay, Sissy Cosplay, Cuffs, Plush, Hump
    Gracidea
    5.7K views
    Submissive arab crossdresser
    39:32
    Submissive arab crossdresser
    1.6M views
    sissy sarah pillow humper
    02:04
    sissy sarah pillow humper
    Sissy_sarah69
    3K 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
    Ebony Cd Sissy Gina - Hump Day
    05:08
    Ebony Cd Sissy Gina - Hump Day
    24.5K views
    Stacxxxs Presents: Bubble Butt Lexi Bunni
    15:17
    Stacxxxs Presents: Bubble Butt Lexi Bunni
    StacXXXs
    273.7K views
    Naughty Gurl
    13:56
    Naughty Gurl
    Bobbie_Nylons
    2.4K views
    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
    222.4K views
    Diaper Sissy Pillow Humping
    02:40
    Diaper Sissy Pillow Humping
    Abi Yinger
    5.1K views
    Femboy Cum Compilation (2022) Part 3
    09:14
    Femboy Cum Compilation (2022) Part 3
    Jaybaesun
    174.7K views
    Handsfree Cum
    01:52
    Handsfree Cum
    Lana_12441
    696 views
    Tgirls Closeup Cumshot Compilation for Sissy
    25:07
    Tgirls Closeup Cumshot Compilation for Sissy
    3.4M views
    Magical Sissy Pillow Humping
    06:45
    Magical Sissy Pillow Humping
    Rina Volpina
    7.2K views
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    13:12
    Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
    Fiona Fortune
    218.3K views
    Desperate full Diaper PVC Brown Eevee Sissy Maid Breathplay Hump Inflatable Tail
    04:25
    Desperate full Diaper PVC Brown Eevee Sissy Maid Breathplay Hump Inflatable Tail
    Gracidea
    8.6K views
    Tgirl Riley offers her little ass in the hallway
    20:16
    Tgirl Riley offers her little ass in the hallway
    Tgirl Riley
    98.4K views
    PVC Inflatable tail Brown Fox Sissy Maid Breathplay Hump
    02:38
    PVC Inflatable tail Brown Fox Sissy Maid Breathplay Hump
    Gracidea
    5.6K views

    Relevant Short videos

    Sissy cuckold Delilah humping pillows while her wife is dating
    Sissy cuckold Delilah humping pillows while her wife is dating
    Delilah Quint
    11.2K views
    ass shaking humping
    ass shaking humping
    Juahlovely
    1.5K views
    Stunning moment from "POV Of Big Tit Crossdresser Fucking, Moaning, and Humping Sex Doll Until She Shoots Cum All Over It"
    Stunning moment from "POV Of Big Tit Crossdresser Fucking, Moaning, and Humping Sex Doll Until She Shoots Cum All Over It"
    Devin Vine
    517 views
    Hyper Hump Day
    Hyper Hump Day
    Syn Thetic
    115 views
    Memorable moment from "XXL size six step anal dildo - My clit loves these humps and bumbs this toy offers"
    Memorable moment from "XXL size six step anal dildo - My clit loves these humps and bumbs this toy offers"
    Ylvis88
    195 views
    Thrilling moment from "POV Of Big Tit Crossdresser Fucking, Moaning, and Humping Sex Doll Until She Shoots Cum All Over It"
    Thrilling moment from "POV Of Big Tit Crossdresser Fucking, Moaning, and Humping Sex Doll Until She Shoots Cum All Over It"
    Devin Vine
    508 views
    Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
    12:47
    Thug BBC breeds slutty British femboy trap compilation- Maskedloki9 x Nunicult
    Maskedloki9
    1.3M views
    RED LINGERIE - Sissy tease and humping
    01:22
    RED LINGERIE - Sissy tease and humping
    Vtecdick
    3.7K views
    Sucking Her Cum off His Cock and Overflowing Anal Creampies  Compilation
    05:23
    Sucking Her Cum off His Cock and Overflowing Anal Creampies Compilation
    Melodyfluffington
    285.1K views
    kit humping the bed and masturbating
    06:37
    kit humping the bed and masturbating
    kit69lupin
    2K views
    Filthy Slut PMV
    02:02
    Filthy Slut PMV
    1.1M views
    MissyNylonLeggs - Sissy Teacher Pillow Humping
    01:49
    MissyNylonLeggs - Sissy Teacher Pillow Humping
    MissyNylonLeggs
    2.5K views
    Sissy Femboy Fucked From Behind
    05:20
    Sissy Femboy Fucked From Behind
    2.7M views
    Lizz_ss25 outdoor strip show
    04:19
    Lizz_ss25 outdoor strip show
    Lizz_ss25
    12K views
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    12:58
    Mamou with Rachelle Karol I Dominate a Pretty Submissive Before Taking Her Part 2
    Mamou5891
    71.4K views
    PVC Inflatable Tail Brown Eevee Sissy Maid Breathplay Hump
    02:38
    PVC Inflatable Tail Brown Eevee Sissy Maid Breathplay Hump
    Gracidea
    4.6K views
    Naomi the Body & Tenn Strokes
    07:53
    Naomi the Body & Tenn Strokes
    Pretty She Stick
    131.5K views
    Kennedy Dirty Talk N Wilding Out on Couch with Balloon
    06:12
    Kennedy Dirty Talk N Wilding Out on Couch with Balloon
    Giveittome972
    872 views
    I get a facial and I make a facial car πŸ˜‹
    15:05
    I get a facial and I make a facial car πŸ˜‹
    Piou_Sissy
    179K views
    Sissy Kuroko Anal Three humps Dildo
    01:29
    Sissy Kuroko Anal Three humps Dildo
    Sissy-Kuroko
    9.5K views
    first bbc for sexy blonde ts
    16:22
    first bbc for sexy blonde ts
    5.8M views
    Silver PVC Sissy Maid Eva Kigurumi Inflatable Pillow Hump
    04:03
    Silver PVC Sissy Maid Eva Kigurumi Inflatable Pillow Hump
    Gracidea
    5.3K views
    My Neighbor Fuck Me in Bedroom
    08:12
    My Neighbor Fuck Me in Bedroom
    Emmy Angeles
    337.6K views
    Sissy Crossdresser Humping for gratification and exposure
    00:16
    Sissy Crossdresser Humping for gratification and exposure
    2.6K 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
    Diaper Sissy In A tutu Dress Fucking a Pillow
    02:34
    Diaper Sissy In A tutu Dress Fucking a Pillow
    Abi Yinger
    3.7K views
    Most cute sissy trans cumshot a bigload
    05:24
    Most cute sissy trans cumshot a bigload
    Samantha Sissy World
    835.9K views
    Sissy femboy with big tits grinding balls on couch with panties on
    03:16
    Sissy femboy with big tits grinding balls on couch with panties on
    Giveittome972
    671 views
    Melody Is a Filthy Anal Queen  Compilation Gape, A2M, Creampie
    11:32
    Melody Is a Filthy Anal Queen Compilation Gape, A2M, Creampie
    Melodyfluffington
    177.8K views
    Pervert Crossdresser freaks your head
    05:08
    Pervert Crossdresser freaks your head
    Giveittome972
    616 views
    Stacxxxs Presents: Booty Vs Football
    10:08
    Stacxxxs Presents: Booty Vs Football
    StacXXXs
    418.1K views
    Latex Sissy Drone Pillow Humping
    10:27
    Latex Sissy Drone Pillow Humping
    Rina Volpina
    7.6K views
    Melody in Yoga Pants: Sniff, Lick, Suck, Fuck, Cum, Swallow
    33:28
    Melody in Yoga Pants: Sniff, Lick, Suck, Fuck, Cum, Swallow
    Melodyfluffington
    569.6K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Humping

    • Nylon Cumshots Compilation
    • Sisy Boy
    • Pantyhose Cumshot
    • Sissykanisa
    • Girlfriend Catches Me Crossdressing
    • Lots of Precum
    • Bulges Teasing
    • Stiffie Surprise Under Dress
    • Sexy Shemales Suspenders Garter Belt
    • Cross Dresser Solo
    • Mini Skirt Masturbating
    • Squirting Pussy
    • Femboi Trap
    • The Sissy's Future
    • Sissy-Virgin
    • Crossdress Lingerie
    • Prostrate Orgasm
    • Creamy Load
    • Feminization Process
    • Bondage Edging Cumcontrol

    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
    • Π‘ontent 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