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

    1St Time Anal Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Anal
    Time
    1St Time
    1St Anal
    Femboy Anal
    Anal Orgasm
    Sissy Anal
    Anal Creampies
    Crossdresser Anal
    Shemale Anal
    Trans Anal
    Double Anal
    Anal Sissygasm
    Anal Masturbation
    Bbc Anal
    Teen Anal
    Ladyboy Anal
    Anal Dildo
    Painful Anal
    Anal Training
    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
      3M views
    • Noon (trans) - 1st Time Femb ois 3
      08:12
      Noon (trans) - 1st Time Femb ois 3
      Trans n Shemale
      84.3K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
      17:02
      Thick Anal Viring Gets Her 1st Time Very PAinful & Begging
      58.5K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • CD Crossdresser playing with butt plug for the 1st time.
      03:29
      CD Crossdresser playing with butt plug for the 1st time.
      AmandaStar
      1.8K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.8M views
    • 👑VaneSsaBiTCHx inaugurates her MAXiiiiDile for the 1st time, until she cries. Cumshot at 9:10 PariSChienneTrvProd⁷⁵
      05:07
      👑VaneSsaBiTCHx inaugurates her MAXiiiiDile for the 1st time, until she cries. Cumshot at 9:10 PariSChienneTrvProd⁷⁵
      VaneSsa BiTCHx
      772 views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • 1st Time Trying Anal fisting Supper Tight Hole Stretch Open
      13:41
      1st Time Trying Anal fisting Supper Tight Hole Stretch Open
      15.4K 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
    • Khloe an Arron's 1st time on film together hot amature sex
      04:11
      Khloe an Arron's 1st time on film together hot amature sex
      1.7K 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
    • Annabelle fucking Kat for the 1st time
      01:23
      Annabelle fucking Kat for the 1st time
      JUSTLO
      26.6K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Emy (trans) - 1st Time Fembo is 3
      06:10
      Emy (trans) - 1st Time Fembo is 3
      Trans n Shemale
      2.3K 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
      barbanegrazponto1onepov
      2.1M views
    • SISSY INSERTS 2 INCH BUTT PLUG FOR 1ST TIME & IT'S  INTENSE!
      10:53
      SISSY INSERTS 2 INCH BUTT PLUG FOR 1ST TIME & IT'S INTENSE!
      4.6K 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
    • Hot Black Tgirl 1st White Cock
      04:01
      Hot Black Tgirl 1st White Cock
      340.6K 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
    • GROOBYGIRLS: Starlet Natalie Stone's 1st Ever Hardcore
      00:56
      GROOBYGIRLS: Starlet Natalie Stone's 1st Ever Hardcore
      Grooby VR
      363.2K views
    • My stepmom is a tranny
      16:46
      My stepmom is a tranny
      Combat zone transsexual barebacking
      1.1M views
    • Yaya (trans) - Having this rough sex for the first time
      08:12
      Yaya (trans) - Having this rough sex for the first time
      Trans n Shemale
      4.2K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.7M views
    • Marina's 1st Almere Visit
      24:14
      Marina's 1st Almere Visit
      Mrs Samantha
      8.2K 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
      292.3K views
    • Riding my 1st dildo (Steph)
      00:56
      Riding my 1st dildo (Steph)
      2.9K 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
    • Sissy 1st Time Having Sex She Premature Cum Everywhere
      22:55
      Sissy 1st Time Having Sex She Premature Cum Everywhere
      260.9K 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
    • its my 1st Time with ladyboy
      49:57
      its my 1st Time with ladyboy
      Horny Shemales
      3.6K 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
      394.9K views
    • T-girl Alexandra naked for the 1st time,playing with herself
      18:24
      T-girl Alexandra naked for the 1st time,playing with herself
      84.3K views
    • My first sex with a Ladyboy
      20:22
      My first sex with a Ladyboy
      1.1M views
    • Lesbian 1st Time Sucking Dick She Loves It & Swallow The Cum
      08:30
      Lesbian 1st Time Sucking Dick She Loves It & Swallow The Cum
      69.8K views
    • REAL SHEMALE HOOKER VISIT - German homemade latina cum
      13:29
      REAL SHEMALE HOOKER VISIT - German homemade latina cum
      Transen-von-Nebenan
      1.2M views
    • 1st time giving head
      01:10
      1st time giving head
      7.9K views
    • Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
      08:12
      Tgirl Squirting Literally Flashing Ass and Doing a Lot of Squirting
      barbanegrazponto1onepov
      609K views
    • 1st time meeting Annabelle
      01:33
      1st time meeting Annabelle
      JUSTLO
      47.6K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • 1st Time With A Tranny Pull Out Cumshot Over Pussy
      14:16
      1st Time With A Tranny Pull Out Cumshot Over Pussy
      38.4K 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
    • My 1st Time With A Trans Girl She Bath Me In Her Cum
      08:28
      My 1st Time With A Trans Girl She Bath Me In Her Cum
      Fat Goddes
      7.6K 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
    • 1st time out 2021  Ends in Big Cum Squirt
      23:19
      1st time out 2021 Ends in Big Cum Squirt
      9.4K views
    • Hot T GIRL with college boy.
      29:02
      Hot T GIRL with college boy.
      2.9M 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 1St Time Anal

    • First Time Painful Anal
    • Huge Dildo in My Ass
    • Ladyboy Cum While Fucked
    • Prostate Orgasm No Hands
    • Lovely_ass
    • Anally Destroyed by a Big Dick Shemale
    • Sissy Sucks Stranger Public Restroom
    • Real Amateur Homemade
    • Eating Asshole Close up
    • Trap Assfucked and Creampied
    • First Time Anal
    • New Cumpilation Best Handsfree Orgasms
    • Giving Him an Experience
    • Innocent Teen
    • Cums on Her Own Face
    • Mistress Toilet Slave
    • Trans Cum While Fucked
    • Open Assholes
    • Df6 Org Virgin Sex
    • Secret Sissyboy
    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