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 Dressed Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First Time Handjob
    Shemales Time
    Short Dress
    Latex Dress
    First Time Homemade
    Same Time
    Couple First Time
    Trans First
    Husband First Time
    First Time Straight
    Summer Dress
    First Time Amateur
    Sleepy Time
    First Night
    Satin Dress
    Boy Dress
    Time Freeze
    First Time Pegging
    Nervous First Time
    Thai First Time
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      700.3K views
    • My trans girlfriend fucks me for the first time. She loves how she fucks my ass
      28:17
      My trans girlfriend fucks me for the first time. She loves how she fucks my ass
      PalmasRecordsMen
      406.6K views
    • Mommy Holy - JOI CEI - First Time Cum Eating
      11:15
      Mommy Holy - JOI CEI - First Time Cum Eating
      Holy
      142.1K views
    • Male's First Time With Transgender
      06:15
      Male's First Time With Transgender
      187.9K views
    • Walking Naked in Heels. Confident Tgirl Tease You
      05:23
      Walking Naked in Heels. Confident Tgirl Tease You
      FapHouse
      100.5K views
    • TGIRLS PORN - First Time Fever with Billie and Emelia
      03:12
      TGIRLS PORN - First Time Fever with Billie and Emelia
      TGirls Porn
      56.9K views
    • Small Dick and knickers
      06:42
      Small Dick and knickers
      knickerboy
      83.6K views
    • Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
      01:30
      Cute Fat Ass Trans First Time Fuck-machine and Self Footjob
      Melodyfluffington
      91.8K views
    • Sissy secretary fucked hard bent over the table
      06:50
      Sissy secretary fucked hard bent over the table
      Ashley Roze
      938.1K views
    • Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
      07:41
      Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
      Gray Perrier
      150.8K views
    • petite transgirls get anal Sadie Hawkins
      08:12
      petite transgirls get anal Sadie Hawkins
      Shemale Strokers
      2.3M views
    • First Time swallowing cum
      08:58
      First Time swallowing cum
      Sophie-Secrete
      286.6K views
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • Sissy Training After First Time Feminization
      12:20
      Sissy Training After First Time Feminization
      Onlyfans
      302.8K views
    • Wedding night surprise JOI
      08:57
      Wedding night surprise JOI
      2.4M views
    • she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire
      12:55
      she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire
      Emily Adaire
      274.7K views
    • Sexy Horny Nurse In Red Lingerie And Big Cock
      07:53
      Sexy Horny Nurse In Red Lingerie And Big Cock
      Louise_Meow
      60K views
    • Boy gets to fuck a CD for the first time
      15:21
      Boy gets to fuck a CD for the first time
      316.5K views
    • Bulge Worship Tease - Just Enough to Drive You Crazy
      08:31
      Bulge Worship Tease - Just Enough to Drive You Crazy
      FapHouse
      13K views
    • Young Asian ladyboy first time anal sex recorded on amateur video
      06:20
      Young Asian ladyboy first time anal sex recorded on amateur video
      Ladyboy Gold
      26.8K views
    • Beautiful Makeup, and a lovely big cum!
      06:55
      Beautiful Makeup, and a lovely big cum!
      FapHouse
      451.7K views
    • Relevant Short videos

      Charlene is dancing.  Gurl dancing dressed for the first time on camera
      Charlene is dancing. Gurl dancing dressed for the first time on camera
      707 views
      First time going out like a sissy slut !
      First time going out like a sissy slut !
      MommyThongs
      66.5K views
      Virgin wanted to have unforgettable first time with both of us
      Virgin wanted to have unforgettable first time with both of us
      AcrylicCloud
      6.5K views
      First Time Straight Guy Blowjob With Trans girl in a Hotel
      First Time Straight Guy Blowjob With Trans girl in a Hotel
      7.8K views
      First time with new toy x
      First time with new toy x
      Sophie1087
      3.2K views
      Pissing in my roommates sink for the first time
      Pissing in my roommates sink for the first time
      BunBunBoi
      3.5K views
    • ADULT TIME - Shy Babe Octavia Red Tries First Time T-Girl Fuck With Passionate Bestie Emma Rose!
      15:59
      ADULT TIME - Shy Babe Octavia Red Tries First Time T-Girl Fuck With Passionate Bestie Emma Rose!
      AdultTime
      37.6K views
    • TRANSEN (Full Movie)
      02:07:40
      TRANSEN (Full Movie)
      EroticPlanetGermany
      1.4M views
    • Onlyfans fan fucks me for the first time
      07:08
      Onlyfans fan fucks me for the first time
      SLU77Y
      22.8K views
    • sissy teacher is ready to fuck you in front of everyone
      08:20
      sissy teacher is ready to fuck you in front of everyone
      IskraElectrical49
      381.4K views
    • DEVILS TGIRLS - Beauty Spencer Bradley Fucks For Her First Time With A Trans And It's Korra Del Rio
      12:05
      DEVILS TGIRLS - Beauty Spencer Bradley Fucks For Her First Time With A Trans And It's Korra Del Rio
      Devils tgirls
      505.2K views
    • my first time riding a penis
      02:52
      my first time riding a penis
      120.1K views
    • first time
      05:32
      first time
      642.1K views
    • Mexican tranny Angelina sucks and fucks in pantyhose
      05:44
      Mexican tranny Angelina sucks and fucks in pantyhose
      SB Productions' Pantyhose Pavilion
      312.1K views
    • Beautiful 18 year old trans girl fucking for the first time with her new sex toy
      10:10
      Beautiful 18 year old trans girl fucking for the first time with her new sex toy
      Dessietsa
      176K views
    • Cute trans girl oils up her ass and feet and cums in her panties
      02:10
      Cute trans girl oils up her ass and feet and cums in her panties
      deerslvt
      73.1K views
    • Trans man riding for the first time on a huge penis until orgasm
      05:13
      Trans man riding for the first time on a huge penis until orgasm
      TransmanDick
      38.7K views
    • Porn casting with Transgender Teen Emily
      19:05
      Porn casting with Transgender Teen Emily
      FapHouse
      965.8K views
    • Amateur T-Girl First Time On Cam
      06:00
      Amateur T-Girl First Time On Cam
      232.9K views
    • I Want to Do Such Nasty Things to You
      05:35
      I Want to Do Such Nasty Things to You
      Natalie Napoli
      43.1K views
    • GROOBYGIRLS - Lena Vesper’s Sultry First Time on Cam
      03:12
      GROOBYGIRLS - Lena Vesper’s Sultry First Time on Cam
      Grooby Girls
      17.4K views
    • Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
      07:54
      Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
      FapHouse
      21.4K views
    • Long Dick Masturbation - First Time Experience by Asura
      08:10
      Long Dick Masturbation - First Time Experience by Asura
      Asura
      245.5K views
    • Guy Surprised That She Has a Dick
      26:24
      Guy Surprised That She Has a Dick
      3.7M views
    • First Time Taste Drink My Own Cum. Handjob And Double Cum
      08:19
      First Time Taste Drink My Own Cum. Handjob And Double Cum
      MaureenNadh
      112.7K views
    • Cumming in panties
      02:16
      Cumming in panties
      DaceyCD
      73.9K views
    • TGIRLS XXX - Daniela Chanel First Time Seduction Video
      03:12
      TGIRLS XXX - Daniela Chanel First Time Seduction Video
      Tgirls
      6.5K views
    • First Date and First Scene
      06:12
      First Date and First Scene
      Pure Ts
      137.8K views
    • SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
      02:36
      SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
      JsseMontz
      108.7K views
    • Beautiful TS Hazel Tucker gets her trans ass fucked
      08:12
      Beautiful TS Hazel Tucker gets her trans ass fucked
      Shemale Strokers
      310K views
    • Big Tit Tranny Fucks Neighbor for the First Time Anally
      20:38
      Big Tit Tranny Fucks Neighbor for the First Time Anally
      Shemale TS Collection
      12.7K views
    • Two Sissy Slut play sexual games
      15:33
      Two Sissy Slut play sexual games
      IskraElectrical49
      153.6K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to First Time Dressed

    • White Femboys Are so Submissive
    • Sissification Process
    • Push Back
    • Riding Until She Cums
    • Lesbian Porn for Women
    • Coming Out
    • Unexpected Creampie
    • Exposing Madison
    • Transsexual Nude
    • Bizarre Extreme
    • Dominican Republic
    • Open Your Mouth
    • See Through Lingerie
    • 100 Cumshots Rapid Fire
    • Private Society
    • Sissyslut
    • White-Sissy-Slave
    • Pretty Face
    • Sissygasm
    • Undress
    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