PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    LET IT SNOW, LET IT SAVE! ☃️ Faphouse Discounts – Winter Edition

    First Time Dressing Up Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Girl forgot to tell her Tinder date that she’s Trans
      07:22
      Girl forgot to tell her Tinder date that she’s Trans
      JsseMontz
      643.5K views
    • First time dressing up
      04:44
      First time dressing up
      1.8K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).
      02:48
      Becoming a sissy Crossdressing When nobody is home (Angel Rios's First time on cam).
      Angel Rios
      7.8K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • Young sissy first time dressing
      00:47
      Young sissy first time dressing
      5.2K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • First time dressing
      02:13
      First time dressing
      21.7K views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • Crossdresser's First Time Dressed as Woman
      00:41
      Crossdresser's First Time Dressed as Woman
      Onlyfans
      66.2K views
    • SISSY TRANSFORMATION
      11:07
      SISSY TRANSFORMATION
      653.2K views
    • Guy Decides to Dress as Woman for the First Time
      02:21
      Guy Decides to Dress as Woman for the First Time
      Onlyfans
      4.5K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      696.3K views
    • Guy Decides to Dress in Drag for the First Time
      02:20
      Guy Decides to Dress in Drag for the First Time
      Onlyfans
      3.3K views
    • surprise she has dick
      07:34
      surprise she has dick
      255.4K views
    • I Receive New Boots and Walk in Them for the First Time
      01:10
      I Receive New Boots and Walk in Them for the First Time
      MicziCD
      9.6K views
    • Sexy young trans
      06:14
      Sexy young trans
      715.9K views
    • Alexa Cosmic transgirl swimming in the sea first time in teal combi dress
      04:22
      Alexa Cosmic transgirl swimming in the sea first time in teal combi dress
      Alexa Cosmic
      12K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • First time dressed losing my anal virginity
      00:11
      First time dressed losing my anal virginity
      126.1K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.7M views
    • First time driving dressed
      02:01
      First time driving dressed
      3.1K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • First time cross dressing (and I love it)
      01:19
      First time cross dressing (and I love it)
      kekesissy
      15.9K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      938.3K views
    • first time in clothes
      04:17
      first time in clothes
      8K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2.1M views
    • Wife let me wear her clothes and sissygasm
      06:24
      Wife let me wear her clothes and sissygasm
      OneWhoHasFun
      29.6K views
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6.1M views
    • TGIRLBBW: DEBUTING LETHE OBLIVA!
      03:11
      TGIRLBBW: DEBUTING LETHE OBLIVA!
      Tgirl BBW
      177.6K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
      06:21
      Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
      Marcus Domes
      7.8K views
    • Tv is for Sissies (Full Video)
      56:35
      Tv is for Sissies (Full Video)
      623.8K views
    • Beril, who combines with her lover for a date, has a hard time deciding what to wear.
      05:32
      Beril, who combines with her lover for a date, has a hard time deciding what to wear.
      Usaberilx
      6.1K views
    • Shemale teacher gets fucked in the classroom
      06:16
      Shemale teacher gets fucked in the classroom
      812.9K views
    • T Gurl Cums in her dress
      21:03
      T Gurl Cums in her dress
      61.5K views
    • Moaning heaps while He came so deep inside me nothing comes
      02:56
      Moaning heaps while He came so deep inside me nothing comes
      Littlemapleberry
      1.6M views
    • Trans Verbal Demands   -Elegant Look With Glove And Sweet Dress
      13:00
      Trans Verbal Demands -Elegant Look With Glove And Sweet Dress
      Syn Thetic
      68.8K views
    • Real Trans Tv - Part 03
      05:05
      Real Trans Tv - Part 03
      Trans Passion ATV
      128.9K views
    • Asian femboy seeking attention in short dress
      05:06
      Asian femboy seeking attention in short dress
      Niya_cd
      10.4K views
    • Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      08:16
      Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
      Elizabeth Stewart
      406.2K views
    • Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress
      05:26
      Big Butt Booty Slut Crossdresser Sissy Gay White Ass Sexy Dress
      Crossdresserkitty
      81K views
    • Two Sissy Slut play sexual games
      15:33
      Two Sissy Slut play sexual games
      IskraElectrical49
      151K views
    • White nylon Fantasy in blue polka dress
      06:32
      White nylon Fantasy in blue polka dress
      MTFXXXVIDS
      2K views
    • Sydney Summers and Princess Emmy Give Up On Men
      13:14
      Sydney Summers and Princess Emmy Give Up On Men
      hothotfilms
      1.4M views
    • Step dad ask me to seduce him
      05:46
      Step dad ask me to seduce him
      Buddy rider
      6.7K views
    • Crossdressed lad tricks a new buddy into fucking
      17:48
      Crossdressed lad tricks a new buddy into fucking
      3.5M views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    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
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    Colombian
    BDSM
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Dildo
    Cuckold
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Indian
    Hentai
    Outdoor
    FTM
    Chinese
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Role Play
    Behind The Scenes
    German
    Anal Toy
    SFW
    All categories
    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