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
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition
    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

    Dressing Up Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Dressing Up
    Best Videos
    By clicking the content you will also see an ad. AD
    Young transgender woman in Japan dressing up as a woman doing something good with anal
    12:25
    Young transgender woman in Japan dressing up as a woman doing something good with anal
    harucoco
    3.2K views
    Crossdresser Dressing Up for Prom Sex
    03:01
    Crossdresser Dressing Up for Prom Sex
    Bailey Wilde
    64.4K views
    SisK CD in purple EP2 dressing up sexy silky panties.
    11:25
    SisK CD in purple EP2 dressing up sexy silky panties.
    SissyKanisa
    46.4K views
    SisK dressing up pink satin nightgown
    13:00
    SisK dressing up pink satin nightgown
    SissyKanisa
    20.4K views
    This corset really could do with a tightening. Love dressing up in layers of latex.
    00:44
    This corset really could do with a tightening. Love dressing up in layers of latex.
    JessicaXD
    651 views
    I love dressing up in pink! Wanna see my pinky?
    05:27
    I love dressing up in pink! Wanna see my pinky?
    Melinda James
    3.2K views
    A video of a blindfolded step sister dressing up as a woman masturbating while streaming
    08:10
    A video of a blindfolded step sister dressing up as a woman masturbating while streaming
    Chika
    1.8K views
    Sissy dressing up slowly in pastel-colored bedroom
    07:52
    Sissy dressing up slowly in pastel-colored bedroom
    Crossdresserkitty
    1.3K views
    Video of a blonde beauty dressing up as a woman masturbates quietly
    01:36
    Video of a blonde beauty dressing up as a woman masturbates quietly
    Chika
    1.9K views
    Lizzy Yum VR July 2023 Just Dressing up Post-op Orgasm Pussy Clit Masturbation Teasing Orgasm
    16:41
    Lizzy Yum VR July 2023 Just Dressing up Post-op Orgasm Pussy Clit Masturbation Teasing Orgasm
    Lizzy Yum
    5.4K views
    Me dressing up and playing with my toys
    11:54
    Me dressing up and playing with my toys
    KRISTINA
    1.3K views
    Me dressing up
    01:40
    Me dressing up
    KRISTINA
    1.2K views
    Video of a demon cosplay dressing up as a woman quietly masturbating
    01:50
    Video of a demon cosplay dressing up as a woman quietly masturbating
    Chika
    1.6K views
    I love dressing up and sliding on a pair of soft silky satin gloves
    02:26
    I love dressing up and sliding on a pair of soft silky satin gloves
    FapHouse
    just added
    Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
    23:36
    Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll
    Sissy Candy
    32.5K views
    Princess Bunnie: Pin-up Masturbation and Cumshot
    02:09
    Princess Bunnie: Pin-up Masturbation and Cumshot
    Princess Bunnie
    17.4K views
    Princess Bunnie: Crossdresser MILF masturbating
    07:01
    Princess Bunnie: Crossdresser MILF masturbating
    Princess Bunnie
    44.9K views
    Dress Up Sissy Costume Tasks
    10:49
    Dress Up Sissy Costume Tasks
    Natalie Napoli
    23.5K views
    The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    10:53
    The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
    alinanightsky
    274.9K views
    Hot Beauty Asian girl came to a friend to do a dress up and got on his dick
    32:30
    Hot Beauty Asian girl came to a friend to do a dress up and got on his dick
    TaiwaneseModel
    294.4K views
    Sissy Dressed Up And Playing With My Cock
    23:43
    Sissy Dressed Up And Playing With My Cock
    Sissy Paige
    35K views
    I get excited when I dress up
    05:48
    I get excited when I dress up
    Hollycd1
    4.7K views
    Some girls dont get dressed up or plan in the kitchen but it makes Hung Trans Girl Angeles Cid hard to be in the kitchen
    05:38
    Some girls dont get dressed up or plan in the kitchen but it makes Hung Trans Girl Angeles Cid hard to be in the kitchen
    Angeles Cid
    76.8K views
    Sissy Wanks Her Cock
    11:06
    Sissy Wanks Her Cock
    Sissy Paige
    9.6K views
    Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
    16:04
    Sissy in Pink Dress and Chastity Plays with Her Butt Plug and Gets Fucked Hard by Machine
    Sissy Candy
    16.1K views
    Femboy cums in glitter dress
    10:35
    Femboy cums in glitter dress
    Emptyhead
    55.9K views
    Stupid slave has to lick the toilet clean and pee himself! Tranny Femdom
    01:17
    Stupid slave has to lick the toilet clean and pee himself! Tranny Femdom
    Allmylinks
    5K views
    dirty shemale red outfit huge pink dildo wet ass precum closeup hard fuck cum
    03:02
    dirty shemale red outfit huge pink dildo wet ass precum closeup hard fuck cum
    Onlyfans
    87.4K views
    Bottom bitch Faggot! Dress up!
    10:32
    Bottom bitch Faggot! Dress up!
    Sissy Cindy Slut
    2K views
    Big CD Cock Rubbing on Table POV Cumshot
    11:39
    Big CD Cock Rubbing on Table POV Cumshot
    Ane Get Horny
    22.9K views
    Showing myself off in my red bodycon dress. I get myself a little worked up again.
    06:27
    Showing myself off in my red bodycon dress. I get myself a little worked up again.
    JessicaXD
    1.8K views
    Take off Your Panties and Take Them All in Your Mouth.
    16:50
    Take off Your Panties and Take Them All in Your Mouth.
    violet_bisex
    2.9K views
    Amazing Prostate Pee Squirt and Cum Shot Orgasm!
    00:39
    Amazing Prostate Pee Squirt and Cum Shot Orgasm!
    Ane Get Horny
    3K views
    misr4 - Sissygasm in pantyhose and thong strings
    07:03
    misr4 - Sissygasm in pantyhose and thong strings
    misr4
    30.8K views
    Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    07:08
    Brand New Asian Femboy Lauren Carter Loses Bet & Dresses up
    Andre Stone
    4K views
    Sexy Succubus cosplayer Suck my dick, POV Cowgirl, My Dress-Up Darling Rizu-kyun blowjob part.9
    05:01
    Sexy Succubus cosplayer Suck my dick, POV Cowgirl, My Dress-Up Darling Rizu-kyun blowjob part.9
    Haru
    115.2K views
    skinny shemale with red lips and red outfit self facial closeup cumshot
    02:53
    skinny shemale with red lips and red outfit self facial closeup cumshot
    Onlyfans
    59.9K views
    Crossdresser hogtied in short dress
    06:07
    Crossdresser hogtied in short dress
    30.9K views
    public night walk , transparent dress outdoor.
    06:11
    public night walk , transparent dress outdoor.
    emy4all
    43.2K views
    20211214 Vintage dress up 3 anal
    06:16
    20211214 Vintage dress up 3 anal
    CarlottaCD
    44K views
    Red dress and stockings
    05:06
    Red dress and stockings
    Georgia cross
    21.5K 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
    Sissy in Pink
    10:21
    Sissy in Pink
    Emptyhead
    38.4K views
    She lets me choose my cute little outfit
    07:50
    She lets me choose my cute little outfit
    Emptyhead
    34.8K views
    Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11
    05:24
    Hentai Cosplay Dick and chest massage from behind, My Dress-Up Darling Rizu-kyun anime cosplay part.11
    Onlyfans
    71.1K views
    Dominatrix Dresses Up Sissy in Dress
    02:14
    Dominatrix Dresses Up Sissy in Dress
    Bailey Wilde
    50.2K views
    Dominatrix Dresses Up and Fucks Sissy
    08:22
    Dominatrix Dresses Up and Fucks Sissy
    Bailey Wilde
    33.4K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Dressing Up

    • Boy Dressed as Girl
    • Gorgeous Trans XXX
    • First Time Crossdressing for Friend
    • Sissy Dress up
    • Ebony BBW Mature
    • Feminization Male to Crossdresser
    • Man in Women Clothes
    • Transformed Into Slut
    • Crossdress Halloween Costume
    • Cross Dressing
    • The Sissy's Future
    • Very Old Sexy Tranny
    • Japanese Ladyboys Uncensored
    • Body Swap Gender Transformation
    • Feminine Boys
    • Tight Dresses
    • Be a Woman
    • Ugly Crossdressers
    • Sissification Process
    • Short Skirt No Panties
    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