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

    First Time Hurts 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
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.7M views
    • Beograd first time with transgirl
      01:59
      Beograd first time with transgirl
      402K 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
      725.5K views
    • MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
      20:51
      MY STEPBROTHER WANTS TO TRY FOR THE FIRST TIME WITH A TRANS GIRL
      yesid
      1.1M views
    • He Doesn't want to get Fucked Bareback by Her...
      01:14
      He Doesn't want to get Fucked Bareback by Her...
      879.6K views
    • Young guy fucked in the ass for the first time by a tranny
      17:25
      Young guy fucked in the ass for the first time by a tranny
      1M views
    • Her friends first time taking dick
      03:39
      Her friends first time taking dick
      500.1K views
    • First Time with Milk
      05:27
      First Time with Milk
      FapHouse
      299.2K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2M views
    • First time with my TS stepsister
      01:37
      First time with my TS stepsister
      David Rey
      564.6K views
    • The trans that every hetero dreams of!
      23:07
      The trans that every hetero dreams of!
      Quente Club
      868.6K views
    • First Time Trans Alice Gets Wrecked
      08:12
      First Time Trans Alice Gets Wrecked
      FapHouse
      87.8K views
    • She can't stop pounding that almost virgin ass
      06:15
      She can't stop pounding that almost virgin ass
      1.6M views
    • Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
      08:05
      Goth trans girl gets fucked for the first time by a big cock and gets horny by being recorded
      Saranji
      76.6K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      977.2K views
    • Perverted Couple Hires a Shemale for the First Time for a Threesome
      28:17
      Perverted Couple Hires a Shemale for the First Time for a Threesome
      FapHouse
      22.9K views
    • Can't handle it
      10:03
      Can't handle it
      140.7K views
    • FEMOUT - Introducing The Valentine Fox First Time Lust
      03:12
      FEMOUT - Introducing The Valentine Fox First Time Lust
      Femout
      19.8K views
    • Unexpected Cock Surprise - Trannybizarre
      05:12
      Unexpected Cock Surprise - Trannybizarre
      Tranny Bizarre
      316.3K views
    • A curious woman tries a shemale's cock for the first time
      39:01
      A curious woman tries a shemale's cock for the first time
      Pinko TGirls
      1.6M views
    • Crossdressed lad tricks a new buddy into fucking
      17:48
      Crossdressed lad tricks a new buddy into fucking
      3.6M views
    • The first time I take a dick in my ass
      02:55
      The first time I take a dick in my ass
      356.7K 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
      FapHouse
      372.2K views
    • My first time with a trans - DVD
      01:38:46
      My first time with a trans - DVD
      Shemale World
      29.1K views
    • tranny girl surprises her date with a bulge in her pants, he doesn't care and sucks her cock and fucks her in the ass
      18:04
      tranny girl surprises her date with a bulge in her pants, he doesn't care and sucks her cock and fucks her in the ass
      onlyvidz
      136.8K views
    • Her first time
      01:18
      Her first time
      301.1K views
    • Sexy young trans
      06:14
      Sexy young trans
      722K views
    • FEMOUT - Meet and Discover Taylor First Time
      03:12
      FEMOUT - Meet and Discover Taylor First Time
      Femout
      15.4K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      FapHouse
      2.1M views
    • Freya Frostnymph frotting for the first time
      04:25
      Freya Frostnymph frotting for the first time
      Freya Frostnymph
      276.1K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.5M views
    • Shemale fucks Petite transgirl for the first time in the New Year
      26:23
      Shemale fucks Petite transgirl for the first time in the New Year
      Kapri Sun
      371.6K views
    • Tranny takes condom off
      01:55
      Tranny takes condom off
      350.2K views
    • First Time Feminized Means First Time Fucked in the Ass
      12:21
      First Time Feminized Means First Time Fucked in the Ass
      Onlyfans
      92K views
    • First timer can only take the tip of her monster cock
      01:19
      First timer can only take the tip of her monster cock
      91.2K views
    • Straight First Time Explode in Sissy Mouth
      08:34
      Straight First Time Explode in Sissy Mouth
      linktree
      742.5K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M 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
      FapHouse
      10.2K views
    • She had him screaming!
      04:55
      She had him screaming!
      618.4K views
    • I arrived by surprise. It was his first time sucking a shemale
      15:30
      I arrived by surprise. It was his first time sucking a shemale
      Shemale Ellyn Trans
      278.2K views
    • When you Don't Want Anymore But Master Still Gives You
      02:20
      When you Don't Want Anymore But Master Still Gives You
      987.4K views
    • First time guest anally fucked in the house
      06:14
      First time guest anally fucked in the house
      211.6K views
    • Surprise Guest Girl Has Dick!
      06:06
      Surprise Guest Girl Has Dick!
      348.1K views
    • Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
      06:12
      Transangels - Fucked for the Very First Time - Pierce Paris, Domino Presley
      Trans Angels
      30.8K views
    • Leticia Cums in the Ass of a Guy Hooked up on the Beach
      11:12
      Leticia Cums in the Ass of a Guy Hooked up on the Beach
      Pinko TGirls
      599.6K views
    • Fucking with Dragon Dildo First Time
      04:43
      Fucking with Dragon Dildo First Time
      PrincessKitti3
      103.5K views
    • Tricking my neighbor and fucking his ass
      03:49
      Tricking my neighbor and fucking his ass
      Elizabeth Stewart
      602.3K views
    Previous page
    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
    Black
    Big Cock
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Transgender
    Brazilian
    Asian
    Solo
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    BDSM
    Colombian
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Cuckold
    Dildo
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Outdoor
    Indian
    Hentai
    Chinese
    FTM
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    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