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
    • Black
    • Big Cock
    • 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
    • Black
    • Big Cock
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Leather Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Dreams
    Sissy Used
    Sissy Instructions
    Ebony Sissy
    Ai Sissy
    Caged Sissies
    Fat Sissy
    Sissy Bitch
    Sissy CEI
    Japanese Sissy
    Indian Sissy
    Sissy Handjob
    Sissy Hardcore
    Sissy Trap
    Sissy Suck
    Femboy Sissy
    Old Sissy
    Sissy Rough
    Sissy Interracial
    Sissy Caught
    Best Videos
    By clicking the content you will also see an ad. AD
    Missionary
    02:12
    Missionary
    FapHouse
    11.1K views
    Aunty Syn Thetic And Her Big Mature Tranny Tits
    07:04
    Aunty Syn Thetic And Her Big Mature Tranny Tits
    Syn Thetic
    11.7K views
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    01:13:48
    Behind the Scenes of a Porn Video Featuring a Beautiful European Trans Woman.
    Trans and Co
    217.8K views
    sissy whores in black leather outfit
    06:35
    sissy whores in black leather outfit
    Sophietravfrench
    17.3K views
    anal destruction and face slapping for maso whore
    10:41
    anal destruction and face slapping for maso whore
    ActorFab
    116.2K views
    During Covid-19, exhibition in shops in leather outfits and fur coats
    02:18
    During Covid-19, exhibition in shops in leather outfits and fur coats
    Sophietravfrench
    10.1K views
    Sissy Sex Slave
    07:00
    Sissy Sex Slave
    Kapri Sun
    66.3K views
    Slutty ill sophie in Leather Dress and Lingerie strokes for you
    02:31
    Slutty ill sophie in Leather Dress and Lingerie strokes for you
    Onlyfans
    24.3K views
    leather leggings tease
    02:51
    leather leggings tease
    Satin Love
    15.4K views
    Office tranny secretary in leather midi pencil skirt and white shirt blouse ready to suck your cock and eat your cum
    05:26
    Office tranny secretary in leather midi pencil skirt and white shirt blouse ready to suck your cock and eat your cum
    Lakshmi Trans
    16.6K views
    xLive🟪 Leather Skirt Split in the Middle of the Ass & Leash. A fucking Fucking Fucking Ass Fuck on Her Chair Hau [²⁴dec²³] VaneSsaBiTCHx
    12:44
    xLive🟪 Leather Skirt Split in the Middle of the Ass & Leash. A fucking Fucking Fucking Ass Fuck on Her Chair Hau [²⁴dec²³] VaneSsaBiTCHx
    VaneSsa BiTCHx
    1.8K views
    Leather pet Laserhands
    08:46
    Leather pet Laserhands
    Laserhands
    7.2K views
    Nipple torture
    02:43
    Nipple torture
    Lucy Lycra
    8.8K views
    JessicaXD - redhead, make up, leather and shiny tights
    03:22
    JessicaXD - redhead, make up, leather and shiny tights
    FapHouse
    just added
    My sissy femdom training
    02:58
    My sissy femdom training
    SS Michelle
    3.3K views
    and brushed off leather
    04:09
    and brushed off leather
    JennySlut
    7.5K views
    Smoking in Leather
    00:42
    Smoking in Leather
    FapHouse
    4.9K views
    Feeling Horny and Playing in Red Leather Dress and Black Boots
    02:26
    Feeling Horny and Playing in Red Leather Dress and Black Boots
    Onlyfans
    13.5K views
    Crossdresser Alaina Sanchez Hot BDSM in Public
    02:17
    Crossdresser Alaina Sanchez Hot BDSM in Public
    AlainaSanchez
    18.4K views
    Victoria Lecherri is looking for a leather fetish Daddy!
    04:40
    Victoria Lecherri is looking for a leather fetish Daddy!
    FapHouse
    12.4K views
    Some love for my boots
    02:44
    Some love for my boots
    malinCD
    3.3K views
    Sissy Maids Self Suspension Bondage in Chastity
    27:59
    Sissy Maids Self Suspension Bondage in Chastity
    Derek6699
    5.4K views
    Blonde in Leather
    02:25
    Blonde in Leather
    FapHouse
    5.6K views
    Sissy Maid Cuffed in Leather Mitts - Self Bondage
    08:30
    Sissy Maid Cuffed in Leather Mitts - Self Bondage
    Derek6699
    12K 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
    1.5K views
    Crossdressing Sissy Trisha Trash Is a Wannabe Blond Bimbo Slut Practicing Her Hands Free Deep Throat Skills
    01:36
    Crossdressing Sissy Trisha Trash Is a Wannabe Blond Bimbo Slut Practicing Her Hands Free Deep Throat Skills
    FapHouse
    just added
    Mature Smoking Strip Tease Androgyny Goddess Mistress Marilyn Loversmoke Crossdresser
    04:37
    Mature Smoking Strip Tease Androgyny Goddess Mistress Marilyn Loversmoke Crossdresser
    Marilyn Loversmoke
    8.4K views
    Leather Skirt and Vest Sissy Edges for You
    10:20
    Leather Skirt and Vest Sissy Edges for You
    Oolasbf
    5.8K views
    Hot Crossdresser Alaina Sanchez Kinky Easter Bunny
    02:18
    Hot Crossdresser Alaina Sanchez Kinky Easter Bunny
    AlainaSanchez
    24.2K views
    Transsexual Hot Creamy Panty Cumshot
    01:08
    Transsexual Hot Creamy Panty Cumshot
    Onlyfans
    11.7K views
    Erika Oak See-Through Fleshlight Fuck
    09:38
    Erika Oak See-Through Fleshlight Fuck
    Erika Oak
    10.2K views
    Tranny in the leather BDSM schoolgirl dress jerk and cum
    03:26
    Tranny in the leather BDSM schoolgirl dress jerk and cum
    Lakshmi Trans
    14.4K views
    Anoniema Slutschool Sunshine Black leather Rose
    05:31
    Anoniema Slutschool Sunshine Black leather Rose
    Anoniema Rose
    7.3K views
    Sissy Maid Chained to Bed in Chastity, Gagged and Leather Bondage Mitts Handcuffed on
    34:41
    Sissy Maid Chained to Bed in Chastity, Gagged and Leather Bondage Mitts Handcuffed on
    Derek6699
    19.6K views
    Leather Gloves & Silicone Mask: My Private Pleasure Life V02
    03:18
    Leather Gloves & Silicone Mask: My Private Pleasure Life V02
    AngelaMasker
    1.2K views
    Do you like watching me slip into my thigh high leather boots? You can sit and watch facing the wall in the corner plugged
    02:42
    Do you like watching me slip into my thigh high leather boots? You can sit and watch facing the wall in the corner plugged
    JessicaXD
    785 views
    Femboy Sucks A Big Dildo and Swallows His Own Cum
    22:06
    Femboy Sucks A Big Dildo and Swallows His Own Cum
    TheToxicTwins
    14.9K views
    Anoniema Classix - Epic leather crossdressing
    14:53
    Anoniema Classix - Epic leather crossdressing
    Anoniema Rose
    12.7K views
    Femboy in hot shiny green one piece swimsuit
    03:13
    Femboy in hot shiny green one piece swimsuit
    Hot Ivon
    5K views
    Leather Coat
    03:18
    Leather Coat
    Tatiana Zorrita
    1.4K views
    Dressed up feeling very sexy in her white satin blouse, shiny red skirt, opera leather gloves, nude seamed stockings and heeels.
    02:47
    Dressed up feeling very sexy in her white satin blouse, shiny red skirt, opera leather gloves, nude seamed stockings and heeels.
    JessicaXD
    252 views
    Yes mistress, i Will do anything you want, your wish is my command. Control my LUSH (1 of 7 part)
    06:14
    Yes mistress, i Will do anything you want, your wish is my command. Control my LUSH (1 of 7 part)
    wicki von trannyston
    1.5K views
    Marion BDSM - Sister's Punishment Spanking
    02:34
    Marion BDSM - Sister's Punishment Spanking
    TvMarion
    8K views
    Foot Fiend- Crossdresser Jessie Flaunting her pretty toes and soles
    03:42
    Foot Fiend- Crossdresser Jessie Flaunting her pretty toes and soles
    JessieBlack
    19.3K views
    Sissy Laura Solo Cumshot in Full Leather dress and ankle boots
    01:03
    Sissy Laura Solo Cumshot in Full Leather dress and ankle boots
    LauraMagLeder
    9.8K views
    Crossdress in public in leather outfit part 1
    04:53
    Crossdress in public in leather outfit part 1
    Sophietravfrench
    16K views
    sissy in leather dress and thigh boots
    01:51
    sissy in leather dress and thigh boots
    Emma Huntcock
    3.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Leather Sissy

    • Destroyed by BBC
    • Catsuit
    • Reverse Cowgirl
    • Cum in Leggings
    • Caught Wearing Sisters Clothes
    • Sweet Sissy87
    • Super Ladyboys
    • Double Vaginal Penetration
    • Shemales Dominate Guy
    • Ladyboy Punished
    • Crazy Trannys
    • Ladyboystar
    • Remote Vibrator
    • Hot 40 Plus
    • Straight Guys Fantasy
    • Sissyslut Harley
    • Cumming Harder Then Ever Before
    • Sissy-Cori
    • Trap Cutie
    • Sissynat
    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