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
    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

    Dress Cuckold Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Wife let me wear her clothes and sissygasm
    06:24
    Wife let me wear her clothes and sissygasm
    OneWhoHasFun
    26.5K views
    My girlfriend made me dress like a slutty sissy and film it for my Grindr
    05:10
    My girlfriend made me dress like a slutty sissy and film it for my Grindr
    OneWhoHasFun
    9.8K views
    Jude as Sissy Dress Promoting Model At Newly Opened Store
    05:45
    Jude as Sissy Dress Promoting Model At Newly Opened Store
    Asura
    4K views
    Sissys deepthroat training on a BBC
    01:59
    Sissys deepthroat training on a BBC
    WaifuStuff
    71.9K views
    Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
    08:03
    Sexy cd sissy slut secret night away from wife dresses and fucks to sissygasm
    OneWhoHasFun
    10.6K views
    Sissy Rubberdoll Cleans and Shows Off Outfit.
    03:43
    Sissy Rubberdoll Cleans and Shows Off Outfit.
    Sissy Sidney
    23.2K views
    SissyTask-Steel Clothes from neighbours and daily anal training
    11:16
    SissyTask-Steel Clothes from neighbours and daily anal training
    SissyDaniella
    3.6K views
    Cuckold sissy trap masturbating in a golden satin silk long maxi dress
    03:50
    Cuckold sissy trap masturbating in a golden satin silk long maxi dress
    Lakshmi Trans
    24.2K views
    Sissy Maid does her chores in PVC French Maid dress for her pimp
    04:43
    Sissy Maid does her chores in PVC French Maid dress for her pimp
    Jessica Sommers
    16.1K views
    sissy slut feminized schoolgirl crossdresser masturbation
    04:59
    sissy slut feminized schoolgirl crossdresser masturbation
    Lakshmi Trans
    19.2K views
    Sissy cuckold trap in satin wide leg palazzo trousers pants, satin silk jacket and high heels dancing, masturbating
    03:43
    Sissy cuckold trap in satin wide leg palazzo trousers pants, satin silk jacket and high heels dancing, masturbating
    Lakshmi Trans
    9.9K views
    My Stepmom takes off her dress and gets naked on the street
    05:07
    My Stepmom takes off her dress and gets naked on the street
    cd_aysemmm
    26.5K views
    Sexy Minidress Slut Loves Being Bent Over and Pounded
    05:40
    Sexy Minidress Slut Loves Being Bent Over and Pounded
    CarmenMelatonin
    21.5K views
    young twink trans mixed fuck
    06:27
    young twink trans mixed fuck
    Usaberilx
    1.4K views
    Femboy BDSM self choking in leather midi skirt and white office secretary blouse jerking and cumming on high heels
    05:58
    Femboy BDSM self choking in leather midi skirt and white office secretary blouse jerking and cumming on high heels
    Lakshmi Trans
    26.8K views
    Sissy Mollyjade shows tits
    05:54
    Sissy Mollyjade shows tits
    Sissy mollyjade
    1.5K views
    Sissy cuckold crossdresser in satin jacket, silk mini dress, high heels overknee boots dancing and playing with a cock
    05:24
    Sissy cuckold crossdresser in satin jacket, silk mini dress, high heels overknee boots dancing and playing with a cock
    Lakshmi Trans
    19K views
    Gold satin long maxi dress and white ruffled school office secretary blouse on trap sissy crossdresser dancing and cummi
    04:08
    Gold satin long maxi dress and white ruffled school office secretary blouse on trap sissy crossdresser dancing and cummi
    Lakshmi Trans
    12.2K views
    Sissy gay in satin silk palazzo wide leg trousers and black romantic women blouse on high heels overknee boots dancing
    04:30
    Sissy gay in satin silk palazzo wide leg trousers and black romantic women blouse on high heels overknee boots dancing
    Lakshmi Trans
    9.6K views
    Sissy in Red Dress and black Dildo ride
    05:27
    Sissy in Red Dress and black Dildo ride
    SissyDaniella
    12.3K views

    Relevant Short videos

    Whiteboi sissy - Horny4evr compilation
    Whiteboi sissy - Horny4evr compilation
    Horny4evr
    6K views
    Trans
    Trans
    Heidi-P
    1.5K views
    Sissy Bondage Session
    Sissy Bondage Session
    gloryhcd
    3.4K views
    Jaw-dropping moment from "My girlfriend made me dress like a slutty sissy and film it for my Grindr"
    Jaw-dropping moment from "My girlfriend made me dress like a slutty sissy and film it for my Grindr"
    OneWhoHasFun
    537 views
    He fucked me so hard, my dress was torn | Clip 1
    He fucked me so hard, my dress was torn | Clip 1
    cd_aysemmm
    161 views
    Play ass but plug anal wear pink pants or pantychose. Im sluty girly Sissyboy.
    Play ass but plug anal wear pink pants or pantychose. Im sluty girly Sissyboy.
    EmilyBunny
    77 views
    Pink satin silk sissy in the pink jacket, pink satin dress and black over knee boots on high heels dancing like cuckold
    03:52
    Pink satin silk sissy in the pink jacket, pink satin dress and black over knee boots on high heels dancing like cuckold
    Lakshmi Trans
    7.5K views
    Sexy CD dresses and sissygasms for wife
    05:10
    Sexy CD dresses and sissygasms for wife
    OneWhoHasFun
    3.9K views
    Cindy fucks dildo in pink dress
    05:56
    Cindy fucks dildo in pink dress
    Cindy Belfast
    2.4K views
    Sissy running workout in dress and heels blowjob
    02:15
    Sissy running workout in dress and heels blowjob
    Sissyemilynutte
    712 views
    Getting so excited to try on new slutty dress, end up wanking and cumming everywhere
    06:35
    Getting so excited to try on new slutty dress, end up wanking and cumming everywhere
    Marilyn MacRoe
    2.6K views
    He fucked me so hard, my dress was torn
    05:09
    He fucked me so hard, my dress was torn
    cd_aysemmm
    2.6K views
    I wear a miniskirt in public
    05:09
    I wear a miniskirt in public
    cd_aysemmm
    2.4K views
    Femboy in grey skinny back zipper jeans, high heels and black cropped blouse dancing masturbating and cum
    06:42
    Femboy in grey skinny back zipper jeans, high heels and black cropped blouse dancing masturbating and cum
    Lakshmi Trans
    9.2K views
    Sissy secretary in silk satin red wide leg trousers, high heels and school office blouse waiting her wife to be fucked
    06:54
    Sissy secretary in silk satin red wide leg trousers, high heels and school office blouse waiting her wife to be fucked
    Lakshmi Trans
    13.5K views
    Sissy Emily New Outfit New Video
    05:05
    Sissy Emily New Outfit New Video
    Sissyemilynutte
    3.1K views
    Cute and hot asian ladyboy in silk night wear show off her curves
    07:20
    Cute and hot asian ladyboy in silk night wear show off her curves
    SissySimran
    10.1K views
    Sexy Asian Bikini Dress Cam Girl
    06:59
    Sexy Asian Bikini Dress Cam Girl
    CarmenMelatonin
    5.5K views
    Sissy in flared boot cut black trousers and white hoodie with roses masturbating and dancing for your pleasure
    04:28
    Sissy in flared boot cut black trousers and white hoodie with roses masturbating and dancing for your pleasure
    Lakshmi Trans
    8.2K views
    TV RUBBERWHORE MONIQUE - Wearing my whore outfit with facial cunt
    01:55
    TV RUBBERWHORE MONIQUE - Wearing my whore outfit with facial cunt
    GummipuppeMonique
    2.3K views
    Bent down desert dancer big ass lady boy cosplayer model hot sissy
    02:04
    Bent down desert dancer big ass lady boy cosplayer model hot sissy
    Crossdresserkitty
    4.3K views
    Sissy in wide leg palazzo bootcut flared jeans and white hoodie on high heels ready for the evening dancing and cum
    03:47
    Sissy in wide leg palazzo bootcut flared jeans and white hoodie on high heels ready for the evening dancing and cum
    Lakshmi Trans
    5K views
    Boss fucks the ass of delicious trans secretary
    07:40
    Boss fucks the ass of delicious trans secretary
    Marine Laveau
    175.6K 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
    shemale dresses sissy to fuck
    16:14
    shemale dresses sissy to fuck
    2.1M 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
    100.6K views
    TRANSANGELS - Jayne Calloway Takes Off Her Clothes As Drake Von Fucks Her In Missionary Making Him Hornier
    10:05
    TRANSANGELS - Jayne Calloway Takes Off Her Clothes As Drake Von Fucks Her In Missionary Making Him Hornier
    Trans Angels
    391.4K views
    Cross Dressing Student and Tutor Playing with Each Other
    08:12
    Cross Dressing Student and Tutor Playing with Each Other
    Crossdressing Amateurs
    298K views
    Johanne gets fucked in her black fishnet outfit
    15:11
    Johanne gets fucked in her black fishnet outfit
    Johanne95
    492.1K views
    Sissy Caption - It's not gay if you dress up like a girl
    01:00
    Sissy Caption - It's not gay if you dress up like a girl
    646.7K views
    Dressed and fucked like a whore
    16:14
    Dressed and fucked like a whore
    397.9K views
    Valen Jonex Self Suck big cock
    04:12
    Valen Jonex Self Suck big cock
    523.4K views
    Hot trans cd in cute white dress teasing huge tits and ass
    05:27
    Hot trans cd in cute white dress teasing huge tits and ass
    CuteCynthia
    272.5K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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