PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Dressing Up Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Sissy Dressing Up
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Dressing up as a Japanese schoolgirl
      05:16
      Dressing up as a Japanese schoolgirl
      Menaiisd
      69.7K 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
      JessicaXD
      862 views
    • Crossdresser Dressing Up for Prom Sex
      03:01
      Crossdresser Dressing Up for Prom Sex
      Bailey Wilde
      65.4K views
    • 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
      4.1K views
    • SisK CD in purple EP2 dressing up sexy silky panties.
      11:25
      SisK CD in purple EP2 dressing up sexy silky panties.
      SissyKanisa
      47.1K views
    • SisK dressing up pink satin nightgown
      13:00
      SisK dressing up pink satin nightgown
      SissyKanisa
      21K views
    • dressing up in public
      02:24
      dressing up in public
      Menaiisd
      16.4K views
    • MissyNylonLeggs Alone in a Motel Dressing Up
      03:05
      MissyNylonLeggs Alone in a Motel Dressing Up
      MissyNylonLeggs
      3.3K 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
      895 views
    • Black latina tranny dressing up bts
      06:14
      Black latina tranny dressing up bts
      Trans 500
      73.5K views
    • Transvestite slut I love dressing up as a girl and being an obedient little slut.
      08:03
      Transvestite slut I love dressing up as a girl and being an obedient little slut.
      Kelynxxx
      2.7K 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
      2.2K views
    • Sissy dressing up slowly in pastel-colored bedroom
      07:52
      Sissy dressing up slowly in pastel-colored bedroom
      Crossdresserkitty
      1.5K views
    • Dressing up
      04:27
      Dressing up
      15.5K 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
      3.4K 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
      5.8K 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
      2.2K views
    • Mrs Samantha dressing up
      08:58
      Mrs Samantha dressing up
      Mrs Samantha
      9.3K views
    • Dressing up fun
      06:50
      Dressing up fun
      SimonneX
      5.3K views
    • Mrs Samantha dressing up in a white underskirt and long brown dress (no sex)
      09:03
      Mrs Samantha dressing up in a white underskirt and long brown dress (no sex)
      Mrs Samantha
      8.1K views
    • Dressing up and fucking myself in a wet hole while my dick pumps
      02:44
      Dressing up and fucking myself in a wet hole while my dick pumps
      New_Cross_Marta
      2.1K views
    • First time dressing up
      04:44
      First time dressing up
      1.9K 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
      1.9K views
    • Love dressing up
      00:57
      Love dressing up
      3.8K views
    • Me dressing up
      01:40
      Me dressing up
      KRISTINA
      1.3K views
    • I enjoy dressing up as a sexy girl and cumming feeling like a bitch
      08:00
      I enjoy dressing up as a sexy girl and cumming feeling like a bitch
      Anaisfeet35
      2.3K views
    • Dressing up
      03:32
      Dressing up
      2.1K views
    • sexyputa is excited while dressing up as a woman
      05:50
      sexyputa is excited while dressing up as a woman
      3.3K views
    • Me dressing up and playing with my toys
      11:54
      Me dressing up and playing with my toys
      KRISTINA
      1.4K 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
      30.5K 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
      669.5K views
    • boys are brothers and dress up like sissy girls and CUM
      24:54
      boys are brothers and dress up like sissy girls and CUM
      Nikki Ladyboys
      726.6K 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
      283.4K views
    • 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
      38.8K views
    • Dress Up Sissy Costume Tasks
      10:49
      Dress Up Sissy Costume Tasks
      Natalie Napoli
      28.2K 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
      319.7K views
    • Princess Bunnie: Crossdresser MILF masturbating
      07:01
      Princess Bunnie: Crossdresser MILF masturbating
      Princess Bunnie
      48K views
    • Dress up time for you
      06:35
      Dress up time for you
      79K views
    • TGIRL JAPAN HARDCORE: Himena And Miharu Play Dress Up!
      03:11
      TGIRL JAPAN HARDCORE: Himena And Miharu Play Dress Up!
      TGirl Japan
      152.9K views
    • Sissy Maid Dress up for Mistress
      05:18
      Sissy Maid Dress up for Mistress
      191.6K views
    • Princess Bunnie: Pin-up Masturbation and Cumshot
      02:09
      Princess Bunnie: Pin-up Masturbation and Cumshot
      Princess Bunnie
      19.5K views
    • Sissy Dressed Up And Playing With My Cock
      23:43
      Sissy Dressed Up And Playing With My Cock
      Sissy Paige
      37.5K views
    • Getting Dressed up for Him
      05:00
      Getting Dressed up for Him
      74.3K 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
      80K 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
      8.6K views
    • Hot trans CD in tight gray dress teasing huge cock
      06:41
      Hot trans CD in tight gray dress teasing huge cock
      CuteCynthia
      14.8K views
    • sissy femboy crossdresser love to dress up as a girl n plays
      16:32
      sissy femboy crossdresser love to dress up as a girl n plays
      Nikki Ladyboys
      134.9K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Dressing Up

    Dressing as a Girl
    Femboy Dress
    Sissy Dressed and Fucked
    Feminization Male to Crossdresser
    Full Crossdressing Transformation
    School Skirt
    Crossdressers in Pretty Dresses
    Crossdress With Wife
    Lingerie Try on
    Transformed Into Slut
    Cross Dresser Sex
    Transvestite Dressing
    Dress up
    Crossdresser Feminization
    Feminized Husband
    Shemale Cosplay
    Tranny Humiliation
    Beautiful Clothed Shemales
    Become a Girl
    Fashion show
    Monetize your content
    Become a creator
    xHamster
    • About us
    • 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
    Earn money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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