PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Vintage 1999 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
    • Shemale Vintage
      01:11:28
      Shemale Vintage
      832.8K views
    • Transsexual Gang Bangers (1999)
      01:04:18
      Transsexual Gang Bangers (1999)
      108.6K views
    • Madame Aloma's secret home -Greek Vintage XXX (Full Movie)
      01:06:36
      Madame Aloma's secret home -Greek Vintage XXX (Full Movie)
      861.5K views
    • Hair stylist sex coiffeure. (Luca Damiano) 1999
      01:33:59
      Hair stylist sex coiffeure. (Luca Damiano) 1999
      124.7K views
    • Retro Shemale 18
      13:52
      Retro Shemale 18
      693.8K views
    • She-males hardons - Dolls with hard cocks  - 1999
      01:33:37
      She-males hardons - Dolls with hard cocks - 1999
      161.7K views
    • Vintage tranny
      03:18
      Vintage tranny
      197.1K views
    • Pola X 1999
      05:21
      Pola X 1999
      150K views
    • Classic Shemale movie
      03:27:46
      Classic Shemale movie
      929.7K views
    • Roxina Biker 1999 XxX
      02:02
      Roxina Biker 1999 XxX
      16.3K views
    • Danish Vintage
      07:57
      Danish Vintage
      31.9K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Vintage Trannies
      01:42:28
      Vintage Trannies
      260.2K views
    • Beautiful Active Trannies
      02:03:19
      Beautiful Active Trannies
      Big Bamboo Trans
      147.3K views
    • HISTORIA DE S
      01:29:32
      HISTORIA DE S
      1M views
    • petite transgirls get anal Sadie Hawkins
      08:12
      petite transgirls get anal Sadie Hawkins
      Shemale Strokers
      2.3M views
    • tatlong lantad (1986)
      01:11:48
      tatlong lantad (1986)
      426.5K views
    • Eenie Meenie Tiny Ella - Lil Tgirl Sub with Goth Dommy
      02:16
      Eenie Meenie Tiny Ella - Lil Tgirl Sub with Goth Dommy
      Robin Coffins
      1.2M views
    • Chicks with dicks 1
      01:57:21
      Chicks with dicks 1
      Combat zone transsexual barebacking
      97.4K views
    • Vintage legends Danielle Foxxx Vicki Richter deep throat
      08:12
      Vintage legends Danielle Foxxx Vicki Richter deep throat
      Shemale Strokers
      945.9K views
    • Ts i love you, L.A
      01:26:53
      Ts i love you, L.A
      324.4K views
    • SEXY Japanese Shemale
      02:05:19
      SEXY Japanese Shemale
      2.5M views
    • the transsexual secretary starring pasha ( 1981 rare video )
      57:41
      the transsexual secretary starring pasha ( 1981 rare video )
      295.7K views
    • WOW! That's a cum show! - Vanniall's 100 Cam Show Cum Show Compilation
      01:42:55
      WOW! That's a cum show! - Vanniall's 100 Cam Show Cum Show Compilation
      Vanniall
      1.1M views
    • linnen
      01:13:16
      linnen
      638.9K views
    • Bi-sex man and girls with shemale.
      01:24:56
      Bi-sex man and girls with shemale.
      Combat zone transsexual barebacking
      129.8K views
    • name of  shemale movie ? please !
      02:05
      name of shemale movie ? please !
      469.9K views
    • Beautiful T-girl fucks her boyfriend
      20:26
      Beautiful T-girl fucks her boyfriend
      896K views
    • Vintage Tranny
      01:20:43
      Vintage Tranny
      1.3M views
    • Only the Best Trannies #5
      02:48:41
      Only the Best Trannies #5
      Big Bamboo Trans
      53.2K views
    • Chicks with dicks 3
      01:57:38
      Chicks with dicks 3
      Combat zone transsexual barebacking
      68.4K views
    • Horny Trans and a Young a Man!!!
      21:30
      Horny Trans and a Young a Man!!!
      Big Bamboo Trans
      81.1K views
    • Classic tranny
      11:15
      Classic tranny
      375K views
    • The Exciting New Compilation of Scenes by Andrea Nobili
      02:14:00
      The Exciting New Compilation of Scenes by Andrea Nobili
      Big Bamboo Trans
      55.8K views
    • Sulkas Night Club
      01:16:28
      Sulkas Night Club
      189.4K views
    • A Black Shemale with a Huge Cock!
      16:55
      A Black Shemale with a Huge Cock!
      Shemale World
      1.9M views
    • Wild Transgender Sex for Lana Luster
      16:55
      Wild Transgender Sex for Lana Luster
      Shemale World
      24.6K views
    • Hot Trans Vintage 3 Way Juilette Stray Mandy Mitchell Kimberly
      16:12
      Hot Trans Vintage 3 Way Juilette Stray Mandy Mitchell Kimberly
      Shemale Strokers
      631.5K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • The Old Woman, the Pervert and the Transsexual Dirty Stuff in the Car
      17:52
      The Old Woman, the Pervert and the Transsexual Dirty Stuff in the Car
      TGIRL ROOM
      68.1K views
    • I'll Let You Enjoy
      08:12
      I'll Let You Enjoy
      Shemale Vintage MegaStore
      15.1K views
    • The Scene Ron Jeremy wants to forget
      04:58
      The Scene Ron Jeremy wants to forget
      595.3K views
    • A Tranny Nightclub
      01:16:40
      A Tranny Nightclub
      479.6K views
    • Leah -the neighbor
      37:51
      Leah -the neighbor
      1.4M views
    • Retro Shemale
      54:53
      Retro Shemale
      401.6K views
    • A dirty nun involved in an orgy with a shemale
      17:40
      A dirty nun involved in an orgy with a shemale
      Shemale World
      337.5K views
    • Vintage vaniity getting assfucked
      16:14
      Vintage vaniity getting assfucked
      381.3K 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
    Masturbation
    Domination
    Anal
    Brazilian
    Solo
    Transgender
    Asian
    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
    Stockings
    Small Tits
    Babysitter
    Trans Man
    Indian
    Handjob
    Outdoor
    Chinese
    FTM
    Hentai
    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