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

    First Time Training 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
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.2M views
    • Sissy Training After First Time Feminization
      12:20
      Sissy Training After First Time Feminization
      Bailey Wilde
      312.2K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.7M views
    • Trans Tied Anal Creampie Cumfarts and my First Time Fucked by a CUCUMBER
      13:19
      Trans Tied Anal Creampie Cumfarts and my First Time Fucked by a CUCUMBER
      fermerino
      17.4K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      11.2M views
    • The First Time I Put a 7 Cm Hand in My Ass
      06:52
      The First Time I Put a 7 Cm Hand in My Ass
      Dicktrassy dicktrassy
      11.8K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
      01:52
      Anal Training. First Time Using Big Dildo. I Give Up, That's Hurt
      MaureenNadh
      37.9K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      683.4K views
    • Fucking My Completely Naked Trans Ass with BBC Dildo for the First Time
      04:16
      Fucking My Completely Naked Trans Ass with BBC Dildo for the First Time
      fermerino
      1.7K 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
      682.5K views
    • Tranny Gwen Tennyson Destroying Her Ass with BBC Fat Dildo for the First Time (round 1)
      05:24
      Tranny Gwen Tennyson Destroying Her Ass with BBC Fat Dildo for the First Time (round 1)
      fermerino
      587 views
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.3M views
    • My First Time Taking This Big Cock I Think I Need to Train My Butt More, It Needs to Go Deeper
      02:00
      My First Time Taking This Big Cock I Think I Need to Train My Butt More, It Needs to Go Deeper
      SashaSuxxx
      1.2K 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
      2.4M views
    • Shemale tries hollow anal plug, anal stretcher for the first time
      05:20
      Shemale tries hollow anal plug, anal stretcher for the first time
      Lucas Nathan King
      6.2K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.2M views
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.7M views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      790.5K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.1M views
    • He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      10:54
      He Tears His Cute Trans Roommate's Pantyhose To Bang Her
      Devils tgirls
      6.4M 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
      443.2K 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
      22.2M views
    • sissy training
      39:53
      sissy training
      143.5K views
    • Most cute sissy trans cumshot a bigload
      05:24
      Most cute sissy trans cumshot a bigload
      Samantha Sissy World
      1.1M views
    • PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      15:08
      PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      PansexualX
      7M views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.7M views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4.9M views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      719.4K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      990.8K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      404.4K 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
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.2M views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      896.7K views
    • Naughty college girl anal sex
      44:26
      Naughty college girl anal sex
      MundoAmador_
      222.4K views
    • You Are Just a Hole - Variety Itsol
      10:46
      You Are Just a Hole - Variety Itsol
      Rodrigo Amor
      2M 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
      320.3K views
    • Another straight guy getting tricked by this hot tgirl
      26:17
      Another straight guy getting tricked by this hot tgirl
      1.1M views
    • Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      08:12
      Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      TGIRLPLAYHOUSE
      2.5M views
    • Feminization Positivity Trainer
      03:20
      Feminization Positivity Trainer
      727.2K views
    • Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      02:15
      Illuxxxtrandy Hot Blonde with Big Ass Fucked Doggy Style by Huge Monster Cock in Public Bathroom - Intense, Dirty Sex with Tight
      sinsweethoneyasses
      2.4M views
    • Bring Us Holes, Silkbone. or We'll Fuck Yours!
      08:12
      Bring Us Holes, Silkbone. or We'll Fuck Yours!
      Mistress Jodie May
      189.4K views
    • First time
      00:30
      First time
      284.8K views
    • ULTIMATE SISSY TEST
      08:36
      ULTIMATE SISSY TEST
      1.2M views
    • Ladyboystar - I let a gorgeous ladyboy fuck my ass in POV style
      12:35
      Ladyboystar - I let a gorgeous ladyboy fuck my ass in POV style
      j johntroncash
      1.1M views
    • girlcock brainwashing - sink even deeper
      17:10
      girlcock brainwashing - sink even deeper
      415.8K views
    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
    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
    Anal
    Masturbation
    Domination
    Transgender
    Solo
    Asian
    BBW
    Brazilian
    Cartoon
    Mexican
    Interracial
    Vintage
    Big Tits
    Young
    Japanese
    Small Cock
    Trans Woman
    Lingerie
    Threesome
    Gangbang
    Thai
    Petite
    BDSM
    Colombian
    Public
    Couple
    MILF
    Rough Sex
    Stockings
    Dildo
    Anal Masturbation
    POV
    Cuckold
    Babysitter
    Small Tits
    Trans Man
    Outdoor
    Hentai
    Handjob
    Indian
    Group Sex
    Chinese
    Fetish
    FTM
    Massage
    Bondage
    Pissing
    Double Penetration
    British
    Behind The Scenes
    Role Play
    Anal Toy
    English
    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