PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    BLUE MONDAY SALE 💛🎉 Brighten the year’s saddest day

    Virgin Boy First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Virgin
    First
    Boy
    Time
    First Time Virgin
    Boy First Time
    Lady Boy
    Sissy Boy
    Crossdresser First Time
    Young First Time
    First Time Shemale
    Feminine Boys
    Trans Boy
    First Time Anal
    First Date
    Homemade First Time
    First BBC
    Fuck Boy
    Adult Time
    First Time Trans
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • FTM Virgin Plays With His Big Clit and Labia On Camera For The First Time
      07:24
      FTM Virgin Plays With His Big Clit and Labia On Camera For The First Time
      Ryder Vixx
      25.4K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • Fucking the virgin ass of an 18 year old boy for the first time
      09:46
      Fucking the virgin ass of an 18 year old boy for the first time
      Dessietsa
      25.1K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • Trans Couple Love Sex 2025 Latest Cartoon Sex Animation
      05:05
      Trans Couple Love Sex 2025 Latest Cartoon Sex Animation
      d dollysex
      5.7K 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 white slut sissy crossdresser lady boy young virgin big ass
      05:59
      Big butt white slut sissy crossdresser lady boy young virgin big ass
      Crossdresserkitty
      41.4K views
    • Hot T GIRL with college boy.
      29:02
      Hot T GIRL with college boy.
      2.9M views
    • Shemale Handjob for Shemale Beautiful Tranny masturbation DickGirl Huge Cock  Fucked
      05:27
      Shemale Handjob for Shemale Beautiful Tranny masturbation DickGirl Huge Cock Fucked
      d dollysex
      just added
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Big Butt White Slut Sissy Crossdresser Lady Boy Young Virgin Big Ass
      06:19
      Big Butt White Slut Sissy Crossdresser Lady Boy Young Virgin Big Ass
      Crossdresserkitty
      4.9K views
    • ladyboy teen shower with her daddy then eat her ass and suck her
      24:48
      ladyboy teen shower with her daddy then eat her ass and suck her
      HeShexxx
      2.3M views
    • Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      05:29
      Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      655.7K views
    • Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
      08:12
      Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
      Elizabeth Stewart
      297.7K views
    • Beautiful 18 year old teen virgin girl riding on a cock for the first time
      05:37
      Beautiful 18 year old teen virgin girl riding on a cock for the first time
      Xblue-18
      90.5K views
    • JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      10:10
      JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      Jock Pussy
      2.1M views
    • Feeling A Cock Inside Me  For The First Time in My Life
      10:52
      Feeling A Cock Inside Me For The First Time in My Life
      Asura
      18.5K views
    • 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
      638.7K views
    • Virgin Sissy Housewife Fucked with Dildo for the First Time
      12:44
      Virgin Sissy Housewife Fucked with Dildo for the First Time
      SissyHousewife
      3.2K views
    • Masturbating my trans man's cock while sticking the head of a penis into my pussy
      07:24
      Masturbating my trans man's cock while sticking the head of a penis into my pussy
      TransmanDick
      464.6K views
    • Relevant Short videos

      Virgin wanted to have unforgettable first time with both of us
      Virgin wanted to have unforgettable first time with both of us
      AcrylicCloud
      6.2K views
      Fucking my little hole with a dildo for the first time
      Fucking my little hole with a dildo for the first time
      samsesang
      7.5K views
      Hazelnut Latte: Sissy Co-worker Loosing Virginity and Got Introduced to Juicy Cock for the First Time - Episode 8
      Hazelnut Latte: Sissy Co-worker Loosing Virginity and Got Introduced to Juicy Cock for the First Time - Episode 8
      Dirty GamesxXx
      96 views
      Trans man riding for the first time on a huge penis until orgasm | Clip 1
      Trans man riding for the first time on a huge penis until orgasm | Clip 1
      TransmanDick
      281 views
      My virgin trap booty riding dildo
      My virgin trap booty riding dildo
      Ellie Shivers
      4.4K views
      Trans Taking an Anal Virginity
      Trans Taking an Anal Virginity
      Mistress Jodie May
      4.4K views
    • Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 2
      09:40
      Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 2
      KamenKnight
      3K views
    • surprise she has dick
      07:34
      surprise she has dick
      255.4K views
    • My Sissy Fat Ass Trying a Vibrator for the First time
      07:16
      My Sissy Fat Ass Trying a Vibrator for the First time
      fermerino
      2.3K views
    • Trying to fuck my trans pussy with a huge thick dick
      07:41
      Trying to fuck my trans pussy with a huge thick dick
      TransmanDick
      268.5K views
    • Pretty student Shemale girl masturbates for the first time after school
      09:31
      Pretty student Shemale girl masturbates for the first time after school
      Xblue-18
      23.6K views
    • Her friends first time taking dick
      03:39
      Her friends first time taking dick
      495.2K views
    • First time dressed losing my anal virginity
      00:11
      First time dressed losing my anal virginity
      125.7K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • TVMandySpencer fucks her hungry virgin asspussy with her biggest dildo for the first time. Such a slut.
      05:22
      TVMandySpencer fucks her hungry virgin asspussy with her biggest dildo for the first time. Such a slut.
      TvMandySpencer
      6.7K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 1
      06:23
      Asian Sissy Femboy enjoy Dildo Anal Play for the first time - Part 1
      KamenKnight
      1.8K views
    • You will never forget your first time with shemale babe Mel
      12:07
      You will never forget your first time with shemale babe Mel
      Tranny Newbies
      1M views
    • Trans Taking an Anal Virginity
      08:12
      Trans Taking an Anal Virginity
      Mistress Jodie May
      389.1K views
    • Crossdressed lad tricks a new buddy into fucking
      17:48
      Crossdressed lad tricks a new buddy into fucking
      3.5M views
    • Barbie Girls Don't Need A Ken. They Have Their Own Dicks
      18:23
      Barbie Girls Don't Need A Ken. They Have Their Own Dicks
      Futanari XXX
      1.5M views
    • straight man deflowered
      00:44
      straight man deflowered
      97.4K views
    • I had my first sex, he came inside me :(
      05:08
      I had my first sex, he came inside me :(
      cd_aysemmm
      112.3K views
    • First timer can't take it at first try, then he takes it all
      02:20
      First timer can't take it at first try, then he takes it all
      1.9M views
    • The man who lost his anal virginity to Katie Fox and Jodie May
      05:49
      The man who lost his anal virginity to Katie Fox and Jodie May
      Katie Fox
      118.9K views
    • your first time: she will slowly stretch you and then fuck u
      02:20
      your first time: she will slowly stretch you and then fuck u
      718K views
    • Virgin Finn Gets It Really Hard
      06:51
      Virgin Finn Gets It Really Hard
      Kim Wagner
      149K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M views
    • Fan Fuck with Virgin Steve
      06:18
      Fan Fuck with Virgin Steve
      Kim Wagner
      175.1K views
    • Guy Surprised That She Has a Dick
      26:24
      Guy Surprised That She Has a Dick
      3.6M views
    • Shemale with monster dick fuck without limit
      01:08
      Shemale with monster dick fuck without limit
      XXL4XXL
      4K 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
      36.4K 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 Virgin Boy First Time

    • Young First Time
    • Fresh Virgin Sex
    • Beautiful Sissy Boy
    • Cute Trans Teen
    • Small Femboy
    • School 18 Brazzers 18 XXX
    • Schoolgirl Russian
    • Stunning Pretty Tranny Fucked Very Hard
    • Shemales With Tiny Uncut Cocks
    • Sissy-Virgin
    • Transboy Ftm Big Clit Masturbation
    • Sonechka25
    • Beginner Crossdresser
    • Real Gril
    • Petite Riding Dildo
    • Nice Cum
    • Korean College Student
    • Peter Pink Puss Leaked
    • Secret Sissyboy
    • French Anal
    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