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

    Strapon First Time 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
    • TRANS SANDWICH THREESOME!!! Was that too heavy?!
      18:49
      TRANS SANDWICH THREESOME!!! Was that too heavy?!
      Lina Mila
      237.9K views
    • Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      05:29
      Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      655.7K views
    • Trap takes BWC for the first time from daddy
      00:54
      Trap takes BWC for the first time from daddy
      3M views
    • mandy having sex for the first time
      17:31
      mandy having sex for the first time
      76K 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
    • Mommy Holy - JOI CEI - First Time Cum Eating
      11:15
      Mommy Holy - JOI CEI - First Time Cum Eating
      Holy
      142.1K views
    • Hot sexy Mistress pegging trans sissy joyce
      01:18
      Hot sexy Mistress pegging trans sissy joyce
      Sissy Joyce
      721.3K views
    • My hot online Asian girlfriend! We're meeting for the first time and she forgot to tell me she has a cock!
      33:20
      My hot online Asian girlfriend! We're meeting for the first time and she forgot to tell me she has a cock!
      NCPORNO
      175.8K 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
    • What's Russian for Suck My Cock? First Time Girl Fucked by TS Teacher
      06:12
      What's Russian for Suck My Cock? First Time Girl Fucked by TS Teacher
      TS Pussy Hunters by Kink
      8.5K views
    • How do you like my new Sissy? Meet Blaire_18 taking a strapon in her ass. Pegging doggy style.
      05:06
      How do you like my new Sissy? Meet Blaire_18 taking a strapon in her ass. Pegging doggy style.
      Dominatrix Nika
      25.5K views
    • Zmsfm & Lm19 Hard anal sex hot tasty slut swallowing huge cock in her tight ass tasty anus gaped for the first time hot ass
      05:12
      Zmsfm & Lm19 Hard anal sex hot tasty slut swallowing huge cock in her tight ass tasty anus gaped for the first time hot ass
      HatanoMiwa
      128.5K views
    • Emily Adaire TS surprises her one night stand in a trenchcoat
      13:02
      Emily Adaire TS surprises her one night stand in a trenchcoat
      Emily Adaire
      357.9K 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
      404.6K views
    • Goth Crossdressing Dominatrix Dominates Petite Trans Woman
      19:45
      Goth Crossdressing Dominatrix Dominates Petite Trans Woman
      Bailey Wilde
      505.8K views
    • Male's First Time With Transgender
      06:15
      Male's First Time With Transgender
      186.3K views
    • Cutie Girl pegging tranny
      03:05
      Cutie Girl pegging tranny
      184.3K views
    • TGIRLS PORN - First Time Fever with Billie and Emelia
      03:12
      TGIRLS PORN - First Time Fever with Billie and Emelia
      TGirls Porn
      55.8K views
    • He filled my ass with it, his drips a lot
      07:53
      He filled my ass with it, his drips a lot
      Piou_Sissy
      257.1K 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
      90.8K 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
    • 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
      148.5K views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.8M views
    • First Time swallowing cum
      08:58
      First Time swallowing cum
      Sophie-Secrete
      285.3K views
    • Being Mistress Revenge's Sissy Slut
      02:04
      Being Mistress Revenge's Sissy Slut
      Loren Aprile
      90.2K 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
      272.8K views
    • NEW TEENY TRANNY TS-Emily Adaire FIRST ANAL CREAMPIE
      10:44
      NEW TEENY TRANNY TS-Emily Adaire FIRST ANAL CREAMPIE
      Andy Star
      205.4K views
    • Boy gets to fuck a CD for the first time
      15:21
      Boy gets to fuck a CD for the first time
      315.4K views
    • POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
      03:02
      POV - Straight Guy SEDUCED by Hung Blonde BWC Trans Girl - Cadence Caliber
      TS Cadence Caliber
      134.5K 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
      25.1K views
    • Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      12:33
      Veronica Leal Surprises Stacy Cruz with Her FUTA Dick and Gets Her Tight Ass Destroyed - FULL SCENE
      Futanari XXX
      21.5M views
    • my first time riding a penis
      02:52
      my first time riding a penis
      118.9K views
    • Naive guy get seducated by pervert trannies
      04:31
      Naive guy get seducated by pervert trannies
      Femdom Austria TS
      189.9K 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
      36.4K views
    • TRANSEROTICA Alura Jenson Strap On Fucks Trans Lianna Lawson
      12:00
      TRANSEROTICA Alura Jenson Strap On Fucks Trans Lianna Lawson
      Trans Erotica
      639.8K 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
    • Better than watching TV - Strapon crossdresser Anal
      05:17
      Better than watching TV - Strapon crossdresser Anal
      Emily Rossi
      11.1K views
    • Onlyfans fan fucks me for the first time
      07:08
      Onlyfans fan fucks me for the first time
      SLU77Y
      21.5K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M 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
      503.7K views
    • My Slut Loves it Rough - Hardcore Pegging
      01:12
      My Slut Loves it Rough - Hardcore Pegging
      Revenge
      103.9K 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
      174.7K views
    • Trailer TS Variety Itsol gets Dommed by Livie Blainn on Flourish Fetish
      01:25
      Trailer TS Variety Itsol gets Dommed by Livie Blainn on Flourish Fetish
      theflourishxxx
      30.8K 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
    • Straight friend with benifits fucking me
      01:26
      Straight friend with benifits fucking me
      86.1K views
    • first time
      05:32
      first time
      639.9K views
    • Sissy Training After First Time Feminization
      12:20
      Sissy Training After First Time Feminization
      Bailey Wilde
      300.8K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Big Cock
    Black
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Cum In Mouth
    Big Black Cock
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Asian
    Transgender
    BBW
    Mexican
    Cartoon
    Interracial
    Vintage
    Big Tits
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Colombian
    Petite
    BDSM
    Public
    Rough Sex
    Couple
    MILF
    Anal Masturbation
    POV
    Dildo
    Cuckold
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Indian
    Outdoor
    Handjob
    FTM
    Hentai
    Chinese
    Fetish
    Group Sex
    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