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
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Crossdressing Caught Dressed Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Slut Walk Fetish Dressed on the Side of the Highway Almost Naked
    04:53
    Slut Walk Fetish Dressed on the Side of the Highway Almost Naked
    SusyTrav_AnalQueen
    2.4K views
    maid dressed under transparent raincoat to cash dipenser
    02:26
    maid dressed under transparent raincoat to cash dipenser
    Aureliakreit
    7.1K views
    Dressed in Slutty Clothes Flashing for Traffic and Cumshot
    00:30
    Dressed in Slutty Clothes Flashing for Traffic and Cumshot
    Miolee
    11.3K views
    Hot Red Dressed Beautiful Outtors Video of Me In The Park Alone But Exciting From Getting Caught By People
    04:21
    Hot Red Dressed Beautiful Outtors Video of Me In The Park Alone But Exciting From Getting Caught By People
    Crossdresserkitty
    3.8K views
    Football girl catches you in girls dressing room and fucks you with her two dicks
    18:59
    Football girl catches you in girls dressing room and fucks you with her two dicks
    Anna Rios
    38K views
    Riding My Bike Dressed as a Whore with a High Chance of Getting Caught
    17:29
    Riding My Bike Dressed as a Whore with a High Chance of Getting Caught
    Greek cross lovers
    1.3K views
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    06:05
    Black Lingerie Crossdresser Fucks Black Dress Petite Trans Woman
    Bailey Wilde
    224.4K views
    For My Return and Fuck Me My Little Anal Pussy Thoroughly Like the Good Slut I Am
    09:39
    For My Return and Fuck Me My Little Anal Pussy Thoroughly Like the Good Slut I Am
    Nady-So
    12.9K views
    Dressed in White and Ready to Submit
    08:12
    Dressed in White and Ready to Submit
    Pure Ts
    22.1K views
    Sissy Dressed Up And Playing With My Cock
    23:43
    Sissy Dressed Up And Playing With My Cock
    Sissy Paige
    35K views
    Man Dressed as Woman and Fucked by Dominatrix
    06:11
    Man Dressed as Woman and Fucked by Dominatrix
    Bailey Wilde
    212.2K views
    Femboy cums in glitter dress
    10:35
    Femboy cums in glitter dress
    Emptyhead
    55.9K views
    I'm Not Wearing - Pai-chan, the Pervert's Fully-Naked Bottom - Japanese Sissy dressed in Black
    06:22
    I'm Not Wearing - Pai-chan, the Pervert's Fully-Naked Bottom - Japanese Sissy dressed in Black
    Pai-chan
    67.2K views
    Red Dress Crossdresser Fucks Red Lingerie Petite Trans Woman
    06:03
    Red Dress Crossdresser Fucks Red Lingerie Petite Trans Woman
    Bailey Wilde
    28.2K views
    Sissy Sophie trains her hole against the wall
    07:11
    Sissy Sophie trains her hole against the wall
    Sophie Valentine
    71.4K views
    Man Put in Chastity and Dressed as Maid for Job
    05:17
    Man Put in Chastity and Dressed as Maid for Job
    Bailey Wilde
    31.6K views
    Cute tranny walking public with butt plug! Hard cock stroked til cumshot!
    01:17
    Cute tranny walking public with butt plug! Hard cock stroked til cumshot!
    TV_Helena
    10.6K views
    I dressed as a woman and masturbated in my panties
    13:01
    I dressed as a woman and masturbated in my panties
    harucoco
    4.5K views
    emo cd outdoor walking at railway station. dressed like a slut
    34:16
    emo cd outdoor walking at railway station. dressed like a slut
    emy4all
    43.5K views
    Dressed in Drag and Fucked after Girls Night Out
    12:20
    Dressed in Drag and Fucked after Girls Night Out
    Bailey Wilde
    55.2K views
    Cum without stroking, Clothed Rubbing JOI
    18:58
    Cum without stroking, Clothed Rubbing JOI
    April Bee
    68.5K views
    Try Using Cloth to Tease Out What Comes Out of the Netted Costume...
    08:12
    Try Using Cloth to Tease Out What Comes Out of the Netted Costume...
    KANAe
    24K views
    I Tear off Her Sticky to Better Play with Her
    01:18
    I Tear off Her Sticky to Better Play with Her
    Nady-So
    2.2K views
    Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
    13:05
    Sissy Candy's Gets Used by Her Fucking Machine and Has Her Very First Sissygasm
    Sissy Candy
    53.3K views
    Dominatrix Dresses Up and Fucks Sissy
    08:22
    Dominatrix Dresses Up and Fucks Sissy
    Bailey Wilde
    33.4K views
    Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
    07:52
    Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails
    Sissy Candy
    18.8K views
    Crossdresser's First Time Dressed as Woman
    00:41
    Crossdresser's First Time Dressed as Woman
    Bailey Wilde
    66.2K views
    Nady Climbs on My Strap-on Dildo and Fucks Her Anal Pussy
    01:10
    Nady Climbs on My Strap-on Dildo and Fucks Her Anal Pussy
    Nady-So
    2.8K views
    Dressed as a woman, dressed in Japanese style, and ejaculated in pink underwear
    07:16
    Dressed as a woman, dressed in Japanese style, and ejaculated in pink underwear
    harucoco
    4.3K views
    Dressed up and Looking Gorgeous
    07:29
    Dressed up and Looking Gorgeous
    Pure Ts
    5.9K views
    Pee fetish - Leggings and white top golden shower and cumming
    14:11
    Pee fetish - Leggings and white top golden shower and cumming
    Ane Get Horny
    33.3K views
    Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
    02:05
    Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
    Ana Keel
    32.4K views
    SisK Feminization Training with Cutie Pinky Seifuku EP1: Getting Dressed
    04:42
    SisK Feminization Training with Cutie Pinky Seifuku EP1: Getting Dressed
    SissyKanisa
    29.1K views
    outdoor sex trans girl hiding, dressed up and masturbated turkish trans
    05:37
    outdoor sex trans girl hiding, dressed up and masturbated turkish trans
    Usaberilx
    5.9K views
    dressed up sissy shows off and gets hard
    07:07
    dressed up sissy shows off and gets hard
    Chubsissyboi
    3.5K views
    Hi Nady and Sophie Back for Your Pleasure
    01:12
    Hi Nady and Sophie Back for Your Pleasure
    Nady-So
    1.8K views
    Granny Tranny Vicki's pink granny panties!
    11:52
    Granny Tranny Vicki's pink granny panties!
    Victoria Lecherri
    11.8K views
    Black Lingerie Self Facial
    00:41
    Black Lingerie Self Facial
    Ane Get Horny
    7.1K 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
    24.6K views
    Dressed for SEX
    10:21
    Dressed for SEX
    Bobbie_Nylons
    10.4K views
    Man Dressed as Woman in Chastity and Strapon Fucked
    02:24
    Man Dressed as Woman in Chastity and Strapon Fucked
    Bailey Wilde
    37.2K views
    Sissy dressed as slut returns to Master
    06:34
    Sissy dressed as slut returns to Master
    Rose Jenny
    38.7K views
    Having Fun in the Shower Dressed in Lingerie
    01:31
    Having Fun in the Shower Dressed in Lingerie
    Nylonpty
    15.4K views
    Dressed in Drag for Girls Night Out
    01:49
    Dressed in Drag for Girls Night Out
    Bailey Wilde
    6.5K views
    Sexy pink doll bimbo dressed as anime girl
    04:37
    Sexy pink doll bimbo dressed as anime girl
    Letany Ponny
    52.7K views
    That day I remember my wife almost catching me dressed like her.
    10:00
    That day I remember my wife almost catching me dressed like her.
    Greek cross lovers
    2K views
    Sexy Japanese anime dressed bimbo
    03:51
    Sexy Japanese anime dressed bimbo
    Letany Ponny
    20.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Caught Dressed

    • Crossdresser First Time With a Man
    • Wife and Crossdressing Husband Make Love
    • Boy Dressed as Girl
    • Sissy Transformation Male to Female
    • Crossdress Fucked
    • Japanese Gay Boys Transformed Into Girls
    • Cross Dressing Faggot
    • Cum Swapping Mature Crossdressers
    • Caught Wearing Sisters Clothes
    • Crossdreser Sex
    • Submissive Transvestite Training
    • Tricked by Shemale
    • Transvestites Sissies
    • Secret Sissyboy
    • Bisexual Couple Swap
    • Cock Under Dress
    • Crossdressed Flight Attendant
    • My Boyfriend Watches Trans Porn
    • Sissymeike
    • Please Don T Fuck Me
    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