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

    Shemale First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Time
    First Time
    Crossdresser First Time
    First Date
    First Time Anal
    First BBC
    Homemade First Time
    First Time Sissy
    Adult Time
    First Time Trans
    Stepsisters First Time
    First Trans
    First Time Blowjob
    First Sissygasm
    First Blowjob
    First Time Ladyboy
    Femboy First Time
    Straight First Time
    First Time Tranny
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • my first time with a sex machine it can get my honey out but its the real cock i miss the most when im single
      05:08
      my first time with a sex machine it can get my honey out but its the real cock i miss the most when im single
      27.3K views
    • WOULD YOU WATCH ME GET FUCKED BY ANOTHER TRANS GOT MY FIRST TIME ?
      01:52
      WOULD YOU WATCH ME GET FUCKED BY ANOTHER TRANS GOT MY FIRST TIME ?
      TWERKINGBOYS
      1.5K views
    • The first time in the ass for a boy, it hurts
      08:12
      The first time in the ass for a boy, it hurts
      Shemale World
      3.1K views
    • His First Time with a Tgirl - Tyra Scott
      03:01
      His First Time with a Tgirl - Tyra Scott
      556.9K views
    • First time with a tranny
      18:17
      First time with a tranny
      637.3K views
    • Sissy Femboy CD Sucks Cock Fucked Facial First Time On Video
      10:37
      Sissy Femboy CD Sucks Cock Fucked Facial First Time On Video
      10.7K views
    • Get ready for your first time with a tranny
      16:02
      Get ready for your first time with a tranny
      Shemales Fuck Couples
      8.9K views
    • Step Brother Fucks Shemale Yasmin in Her Tight Asshole for the First Time
      22:46
      Step Brother Fucks Shemale Yasmin in Her Tight Asshole for the First Time
      FapHouse
      10.9K views
    • Latino Fucks Big Tit Shemale for the First Time in a Hotel
      27:10
      Latino Fucks Big Tit Shemale for the First Time in a Hotel
      Shemale TS Collection
      1.5K views
    • Ana Keel Strokes Her Horny Little Cock And Dreams of Cumming for the first time in 7 days
      01:42
      Ana Keel Strokes Her Horny Little Cock And Dreams of Cumming for the first time in 7 days
      Onlyfans
      22K views
    • Some Foot and Tit Stuff. First Time He Has Cum on My Tits
      08:12
      Some Foot and Tit Stuff. First Time He Has Cum on My Tits
      Josie Blade
      13.3K views
    • Get ready for your first time with a real tranny
      09:39
      Get ready for your first time with a real tranny
      Shemales Fuck Couples
      63.2K views
    • First Time Fembois 3 - Trans n Shemale
      08:12
      First Time Fembois 3 - Trans n Shemale
      Trans n Shemale
      4.7K 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
    • His First Time With A Trans
      05:00
      His First Time With A Trans
      63.4K views
    • First time hands free
      00:57
      First time hands free
      Twinkie Star
      11.5K views
    • Blue Archive Asuna Cosplay - Is this your first time with a bunny student, teacher? 🐰
      06:07
      Blue Archive Asuna Cosplay - Is this your first time with a bunny student, teacher? 🐰
      Nasty Azu
      16.2K views
    • Transgender swaps blowjob with big dick first time bisexual
      08:02
      Transgender swaps blowjob with big dick first time bisexual
      amateursdoit
      31.3K views
    • 18 years Old Couple First Time Sex When They Alone at Home Hardcore & Hardfuckig Sex
      05:47
      18 years Old Couple First Time Sex When They Alone at Home Hardcore & Hardfuckig Sex
      Peanut Girl
      34.6K views
    • Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time
      17:05
      Young Guy with a Big Cock Fucks a Latina Tranny Anally for the First Time
      Shemale TS Collection
      1.5K views
    • Your first time with a tranny will be amazing
      11:52
      Your first time with a tranny will be amazing
      Shemales Fuck Couples
      451.9K views
    • Mommy Holy - a sensual JOI for baby boy - first time exploring your body
      14:38
      Mommy Holy - a sensual JOI for baby boy - first time exploring your body
      Holy
      11.3K views
    • Is this your first time fucking a hot tranny
      16:10
      Is this your first time fucking a hot tranny
      Shemales Fuck Couples
      178.4K views
    • asian sissy cum on a night street for the first time
      02:53
      asian sissy cum on a night street for the first time
      Niya_cd
      26.2K views
    • Hot BlackSharon tries her masturbator for the first time on her live cam
      05:37
      Hot BlackSharon tries her masturbator for the first time on her live cam
      Blacksharon
      15.7K views
    • Asian shemale wearing stockings gets fucked by a man at home for the first time
      03:16
      Asian shemale wearing stockings gets fucked by a man at home for the first time
      tsts9
      8.1K views
    • Beautiful trans girl takes a huge cock for the first time
      10:15
      Beautiful trans girl takes a huge cock for the first time
      Dessietsa
      29.5K views
    • Futa Alien Queen fucks BBC Earthling for the first time.
      09:04
      Futa Alien Queen fucks BBC Earthling for the first time.
      Enter Tranz
      43.3K views
    • Chubby Teen Trans girl plays with her puffy nipples and Sits on a dildo for the first time
      05:12
      Chubby Teen Trans girl plays with her puffy nipples and Sits on a dildo for the first time
      fermerino
      15.8K views
    • It's getting horny. For the first time I took my ass a little harder.2024
      08:50
      It's getting horny. For the first time I took my ass a little harder.2024
      7.5K views
    • Nikk Montero first time in a lifetime drinking piss
      01:31
      Nikk Montero first time in a lifetime drinking piss
      Nikki Montero
      9.8K views
    • Young crossdresser pegging first time
      04:26
      Young crossdresser pegging first time
      4.9K views
    • Crossdresser Feminized and Fucked for First Time - VERY TIGHT
      01:08
      Crossdresser Feminized and Fucked for First Time - VERY TIGHT
      Bailey Wilde
      11.5K views
    • Latina Skinny Ladyboy Fucks Young Neighbor in the Ass for the First Time
      08:12
      Latina Skinny Ladyboy Fucks Young Neighbor in the Ass for the First Time
      FapHouse
      2.1K views
    • Sex tourist bangs a shemale for the first time
      44:37
      Sex tourist bangs a shemale for the first time
      NightclubVideo
      104K views
    • Part 2 My little stepbrother has his first time with a trans and I help him by lending him my ass
      10:42
      Part 2 My little stepbrother has his first time with a trans and I help him by lending him my ass
      yesid
      22.7K views
    • You wont forget your first time with shemale Mel
      14:20
      You wont forget your first time with shemale Mel
      Tranny Newbies
      90.4K views
    • Is this your first time being fucked by a tranny
      14:09
      Is this your first time being fucked by a tranny
      Shemales Fuck Couples
      84.8K views
    • Ineta Koxx My first time being filled by something so long
      10:05
      Ineta Koxx My first time being filled by something so long
      8.5K views
    • Caged sissy crossdresser tries on a BBC dildo for the first time Part I
      01:59
      Caged sissy crossdresser tries on a BBC dildo for the first time Part I
      Julie Spiegel
      6.8K views
    • Crossdresser First Time Using Dildo
      02:06
      Crossdresser First Time Using Dildo
      12.9K 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
    • Sissy first time anal
      02:01
      Sissy first time anal
      T Thick Shady
      12.7K views
    • bbc first time with a bbw shemale
      01:56
      bbc first time with a bbw shemale
      205.1K views
    • Nerdy Tranny Tastes Cock for the First Time
      08:22
      Nerdy Tranny Tastes Cock for the First Time
      22K views
    • My First Time With A Tranny (Full Hd Version – Director’s Cut)
      01:40:20
      My First Time With A Tranny (Full Hd Version – Director’s Cut)
      xtimecash
      26.7K views
    • first time taking a BBC
      06:07
      first time taking a BBC
      i iacute
      12.8K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 6
    4. 7
    5. 8
    6. 9
    7. 10
    8. ...
    9. 44
    10. ...
    11. 80
    80

    Searches Related to Shemale First Time

    • Pinned Against Wall
    • Oral
    • Beginner Crossdresser
    • Chastity Belle
    • Captured
    • Spicy Trans
    • Suddenly
    • Orgasme
    • Dominance
    • 100 Cumshots Rapid Fire
    • Sissys Get Blacked
    • Role Reversal
    • Seduce Straight
    • Tinder Meeting
    • Homemade Hooker
    • Nervous
    • Strict Lady
    • Trick
    • Trannie
    • Make Him Scream
    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