PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
      -60%
    • Pornstars
    • Channels
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale

    Dildo First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Dildo
    First
    Time
    First Time Dildo
    First Time
    First Dildo
    Sissy Take Dildo First Time Video
    Crossdresser First Time
    Young First Time
    Huge Dildo
    First Time Shemale
    Sissy Dildo
    Shemale Dildo
    Riding Dildo
    Trans Dildo
    First Time Virgin
    Dildo Cum
    Anal Dildo
    First Time Anal
    Femboy Dildo
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Fucking with Dragon Dildo First Time
      04:43
      Fucking with Dragon Dildo First Time
      PrincessKitti3
      97.9K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • 12 inch double ended dildo first time use
      00:29
      12 inch double ended dildo first time use
      3.6K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • Desi Ass Licking Anal Punishment Dildo First Time
      02:19
      Desi Ass Licking Anal Punishment Dildo First Time
      Bigdesidick2
      5.4K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • Indian cd fuck herself with her dildo first time
      05:16
      Indian cd fuck herself with her dildo first time
      Kalpanacd
      36.5K 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
      628.4K views
    • Big Dildo  First Time - Rain and Thunder Selffuck
      00:25
      Big Dildo First Time - Rain and Thunder Selffuck
      Nina_Cherry
      983 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
      6M views
    • FEMOUT - Introducing The Valentine Fox First Time Lust
      03:12
      FEMOUT - Introducing The Valentine Fox First Time Lust
      Femout
      14.8K 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
      21.3M 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
      368.5K views
    • Cum ride with me
      12:10
      Cum ride with me
      Katie Fox
      447.9K views
    • First Time Feminized Means First Time Fucked in the Ass
      12:21
      First Time Feminized Means First Time Fucked in the Ass
      Bailey Wilde
      87K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M 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
      89.4K views
    • Beautiful sissy ride monster cock and cum
      08:40
      Beautiful sissy ride monster cock and cum
      yourprettykate
      109.7K 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
      34.4K views
    • Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      10:26
      Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      ActorFab
      2.1M 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
      173.1K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Finally fuck for the first time
      02:44
      Finally fuck for the first time
      94.9K views
    • Surprise! She has a cock!
      00:49
      Surprise! She has a cock!
      301.5K views
    • A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
      11:35
      A slutty college girl wearing date outfits and black pantyhose moans loudly while trying deep anal fingering for the first time
      Harinni
      13.3K views
    • Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time
      05:25
      Nice Fuck Video Anal Simulation Fuking My Friend My Ass Dildo Time
      patricksuggar
      39.5K 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
      11.5K views
    • The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      15:07
      The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      Futanari XXX
      668.9K views
    • Femboy first time anal dildo
      03:26
      Femboy first time anal dildo
      Vejenity
      21.8K views
    • Dildo test... what really fits in my ass!!!
      08:11
      Dildo test... what really fits in my ass!!!
      Kim Wagner
      160.7K views
    • First time using a vibrator, I came SO much
      03:52
      First time using a vibrator, I came SO much
      Littlemapleberry
      101K views
    • surprise she has dick
      07:34
      surprise she has dick
      254.3K views
    • Sissy Crossdresser Fucks Dildo Doggystyle (first time)
      04:25
      Sissy Crossdresser Fucks Dildo Doggystyle (first time)
      162.3K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.7M views
    • My first time Giving a Blowjob and Eating Cum with a BDSM blind mask
      10:49
      My first time Giving a Blowjob and Eating Cum with a BDSM blind mask
      fermerino
      4.1K 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
      347.5K views
    • Sissy Takes Cocks in Both Holes for the First Time and Licks Cum off the Floor
      05:07
      Sissy Takes Cocks in Both Holes for the First Time and Licks Cum off the Floor
      Elise Woods
      82.8K views
    • 21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
      07:08
      21 inches in my ass! BULGE. I'm cumming while a dildo stirs my stomach
      Starlightfemboy
      482.3K 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
      8.1K 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
      290.4K views
    • first time on a fuck machine
      05:46
      first time on a fuck machine
      Sabrina Iu
      19.5K 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
      1.8M views
    • First Time Anal Destroying My Ass Using Large Size Dildo
      26:40
      First Time Anal Destroying My Ass Using Large Size Dildo
      MaureenNadh
      84.1K views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.5M views
    • First Time with Chance
      01:40
      First Time with Chance
      Princess Udders
      1.6K views
    • Sissy Ass Training Self Creampie
      13:23
      Sissy Ass Training Self Creampie
      TSRyley
      31.1K 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 Dildo First Time

    • First Time Dildo
    • 18 Year Old Crossdresser
    • Surprise Cock
    • Amateur Sissy Fucked
    • Fuck Machine Anal Orgasm
    • Real Virgin
    • Tricked Older Straight Man
    • Put Back in After Cum
    • Fucking Sex Toy
    • Crossdressing and Letting Stranger Touch
    • Monster Dildos
    • Remote Vibrator
    • Family Sexy Video
    • Guy Surprised That She Has a Dick
    • Nasty Amateurs
    • Secret Sissyboy
    • Penis Insertion
    • First Time With Tranny
    • Homemade CD
    • No Condom Hooker
    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