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
    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

    High Heel Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    You switched to shemale orientation. Do you want to keep searching in the gay section?
    Sissy
    Heels
    Sissy High Heels
    High Heels
    Sissy Lingerie and High Heels
    Crossdresser Sissy High Heels Dildo Ass
    Sissy Walking Stockings and High Heels
    Sissy Maid Lingerie and High Heels
    Sissy Bitch Chastity and High Heels
    Sissy Crossdresser
    Sissy Training
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Sissy Husband
    Sissy Chastity
    Sissy Compilation
    Sissy Fucked
    Sissy Slave
    Amateur Sissy
    Best Videos
    By clicking the content you will also see an ad. AD
    Rubbing My Feet on the Guy's Cock and Licking My Feet and Sucking His Cock (foot Fetish) Creamy Cock. (valeria Toro)
    16:07
    Rubbing My Feet on the Guy's Cock and Licking My Feet and Sucking His Cock (foot Fetish) Creamy Cock. (valeria Toro)
    Valera Toro
    90.2K views
    Latex Shorts, Bra, and High Heel Sissy in Fishnets Edges
    06:29
    Latex Shorts, Bra, and High Heel Sissy in Fishnets Edges
    Oolasbf
    1.8K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    High Heel Sissy deep anal bulge
    16:42
    High Heel Sissy deep anal bulge
    9.8K views
    Two Sexy Sissy Do Deep Throat BlowJob
    08:25
    Two Sexy Sissy Do Deep Throat BlowJob
    IskraElectrical49
    131K views
    High Heel Turn White
    02:17
    High Heel Turn White
    XiangYan
    13.8K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.9M views
    Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana
    05:21
    Sissy Foot Slave Trampled in High Heel Then Licks Up Cum Jessica Bloom & Polieana
    Jessica Bloom
    56.7K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    93.9K views
    SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.
    10:14
    SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.
    SissyKanisa
    39.3K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    Fucking an Asian TS ladyboy wearing high heel sandals
    04:23
    Fucking an Asian TS ladyboy wearing high heel sandals
    tsts9
    26.1K views
    Never Expecting to Be a Sexy Girl
    08:12
    Never Expecting to Be a Sexy Girl
    Pure Ts
    476.2K views
    Fetish sissy crossdresser in high heel stilettos dirty talking and cumming
    02:15
    Fetish sissy crossdresser in high heel stilettos dirty talking and cumming
    Viper Fierce
    22.7K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    798.4K views
    high heel and seamless pantyhose road trip
    05:31
    high heel and seamless pantyhose road trip
    Nylondelux
    17K views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.4M views
    Sissy in high heel wedges ready for action
    01:53
    Sissy in high heel wedges ready for action
    Gina Terry
    5.1K views
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    109.8K views
    Lane Peur 8 Inch high heel cum shot and masturbation
    12:38
    Lane Peur 8 Inch high heel cum shot and masturbation
    37.7K views
    Strong Man Fuck Sissy Iskra in here Mouth and get more cum
    08:09
    Strong Man Fuck Sissy Iskra in here Mouth and get more cum
    IskraElectrical49
    43.3K views
    Maninboots in black faux leather corset top, skirt and knee high heel boots cumshot orgasm
    05:02
    Maninboots in black faux leather corset top, skirt and knee high heel boots cumshot orgasm
    Maninboots
    1.4K views
    Crossdresser riding dildo with denim skirt and heels
    10:09
    Crossdresser riding dildo with denim skirt and heels
    Queen Sibel
    6K views
    little slut sounding with high heel
    03:13
    little slut sounding with high heel
    kinkylatex cd
    2.1K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    Crossdresser tatiana smoking with my high heel boots
    05:21
    Crossdresser tatiana smoking with my high heel boots
    Tatiana Lapoirte
    9.2K views
    Dating a mature crossdresser
    08:12
    Dating a mature crossdresser
    Pure Ts
    241.5K views
    SisK lingerie collection EP15.3 High heel and stocking, Cum in condom
    06:18
    SisK lingerie collection EP15.3 High heel and stocking, Cum in condom
    SissyKanisa
    7.1K views
    Lover fucked Vika Tverskaya rough
    06:04
    Lover fucked Vika Tverskaya rough
    vika_sissy
    77.6K views
    Joselynne Crossdresser In High Heel And Stockings With Pink Thong HandJob MySelf
    14:56
    Joselynne Crossdresser In High Heel And Stockings With Pink Thong HandJob MySelf
    JoselynneCd
    1.4K views
    Pantyhose, masturbation on my sexy cam for you
    07:43
    Pantyhose, masturbation on my sexy cam for you
    patricksuggar
    39.9K views
    Latex Sock Encased in High Heel
    00:56
    Latex Sock Encased in High Heel
    C Celiasm
    515 views
    A Prostitute Offering Herself on the Street
    02:29
    A Prostitute Offering Herself on the Street
    Wesley Fudedor
    341.2K views
    8 Inch high heel and foot tease
    11:49
    8 Inch high heel and foot tease
    11K 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
    nude high heel wedges
    05:08
    nude high heel wedges
    Heelex
    4.1K views
    Bad Sissy whore had multiple prostate orgasm in pantyhose
    04:04
    Bad Sissy whore had multiple prostate orgasm in pantyhose
    Nylonizer
    21.6K views
    Man In Boots Edging to cumshot in Black PVC Dress, Gloves, Nylons and White High Heel Thigh Boots
    14:14
    Man In Boots Edging to cumshot in Black PVC Dress, Gloves, Nylons and White High Heel Thigh Boots
    Maninboots
    3.8K views
    Crossdresser shop owner gets fucked by a man in the shop
    13:00
    Crossdresser shop owner gets fucked by a man in the shop
    WanidaCrossdresser
    347.8K views
    High Heel Slut TS Jolene Rides on Webcam
    04:48
    High Heel Slut TS Jolene Rides on Webcam
    Sissy Jolene
    2.6K views
    Crossdress Trans Sissy Sloppy BlowJob JOI
    10:15
    Crossdress Trans Sissy Sloppy BlowJob JOI
    IskraElectrical49
    53.1K views
    crossdresser shows off her beautiful feet in high heel wedges in public
    06:15
    crossdresser shows off her beautiful feet in high heel wedges in public
    Heelex
    4.9K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    938.3K views
    Edge in Black PVC Dress, Gloves, Nylons and White High Heel Boots
    07:05
    Edge in Black PVC Dress, Gloves, Nylons and White High Heel Boots
    Maninboots
    3.9K views
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    29:33
    Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
    Ria_Bentley
    2.5M views
    Preview of Red PVC Dres, Red Thigh High Heel Boots, Cum and Cum Eating
    04:21
    Preview of Red PVC Dres, Red Thigh High Heel Boots, Cum and Cum Eating
    Maninboots
    2.2K views
    PASSIONS and FANTASIES
    13:56
    PASSIONS and FANTASIES
    Stella
    18.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to High Heel Sissy

    • Sissy Femboy High Heels
    • Real Sexy Feminine Crossdresser
    • Dirty Crossdressers Slut
    • Femboys in Pantyhose
    • Slutty Nasty Crossdressing Gurl
    • Mini Skirt Stockings Shemales
    • Transvestite Dressing up
    • Shemale Miniskirt
    • Feminized and Fucked
    • Transvestites Sissies
    • Nylon Jessica
    • Caught Crossdressing by Mom
    • Beautiful Crossdressers
    • Sissy-Virgin
    • Crossdresserkitty
    • Maximum Perversum Extrem Pervers
    • Panty Fetish
    • Cross Dresser
    • Extreme Ladyboy Boots
    • Femboy Sissy
    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