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

    Retro Shemale Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Retro
    Retro Trans
    Retro Crossdresser
    German Retro
    Retro Creampie
    Retro Anal
    Retro Lingerie
    Retro Blowjob
    Vintage Retro
    Retro Hairy
    Futa Retro
    Retro Movie
    Retro Bisexual Orgy
    Blonde Retro Shemales
    Retro Smoking Crossdressers
    Retro Vintage Lingerie Slips
    Retro 1900 1910 1920 1930 1940
    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
      10.4M views
    • Sexy shemale fucking with amateur chick
      07:56
      Sexy shemale fucking with amateur chick
      Shemale World
      10.2K views
    • Forbidden Dreams
      54:38
      Forbidden Dreams
      Trans Playground
      265K views
    • Vintage Shemale Rare!
      07:45
      Vintage Shemale Rare!
      1M 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
    • My wife is fucking in my bed with a shemale!
      21:40
      My wife is fucking in my bed with a shemale!
      Shemale World
      56.7K views
    • TV 681 - TRANSEXUAL PROSTITUTES #03 (Full Movie)
      01:11:54
      TV 681 - TRANSEXUAL PROSTITUTES #03 (Full Movie)
      MyHotPornTV
      1M views
    • My Housewife Has the Surprise Between His Legs
      22:41
      My Housewife Has the Surprise Between His Legs
      She-Male X
      4.5K views
    • Retro Shemales
      36:38
      Retro Shemales
      587.2K views
    • The Scene Ron Jeremy wants to forget
      04:58
      The Scene Ron Jeremy wants to forget
      591.5K views
    • HISTORIA DE S
      01:29:32
      HISTORIA DE S
      1M views
    • Vintage Tranny with Huge Cock Ass Fucks Young Boy and Cums on His Cock
      06:04
      Vintage Tranny with Huge Cock Ass Fucks Young Boy and Cums on His Cock
      T ThedarksideX
      6K views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4M views
    • Vintage Stasha
      10:24
      Vintage Stasha
      533K views
    • Madame Aloma's secret home -Greek Vintage XXX (Full Movie)
      01:06:36
      Madame Aloma's secret home -Greek Vintage XXX (Full Movie)
      846K views
    • Vintage trannies
      16:07
      Vintage trannies
      185.5K views
    • Classic Shemale movie
      03:27:46
      Classic Shemale movie
      916.9K views
    • Leah -the neighbor
      37:51
      Leah -the neighbor
      1.4M views
    • Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      10:25
      Jade Venus Is Meeting Her Mother-In-Law For The First Time And Her Pussy At The Same Time - Trans Angels
      Trans Angels
      9M views
    • I'll Let You Enjoy
      08:12
      I'll Let You Enjoy
      Shemale Vintage MegaStore
      11.1K views
    • Most cute sissy trans cumshot a bigload
      05:24
      Most cute sissy trans cumshot a bigload
      Samantha Sissy World
      708.9K views
    • Vintage 1940's cross-dresser
      07:53
      Vintage 1940's cross-dresser
      105.5K 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
      5.9M views
    • i love crossdressi,g
      03:47
      i love crossdressi,g
      yannisse12
      976 views
    • Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      10:26
      Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      ActorFab
      2M views
    • Classic Massive Shemale Cumshot Compilation 1
      02:24
      Classic Massive Shemale Cumshot Compilation 1
      426.8K 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
      21.2M views
    • Hung Shemale Destroys Tight Holes with Her Monster Cock
      06:12
      Hung Shemale Destroys Tight Holes with Her Monster Cock
      Shemale Vintage MegaStore
      693 views
    • Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      09:21
      Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      7.9M views
    • The House of Sex 2
      32:11
      The House of Sex 2
      Shemale Vintage MegaStore
      just added
    • Best of #1139
      08:16
      Best of #1139
      674.6K views
    • Shemale Queen Fucks Her Way to Orgasm
      06:56
      Shemale Queen Fucks Her Way to Orgasm
      Shemale Vintage MegaStore
      729 views
    • TSFACTOR Hardcore Trans ANAL Compilation
      23:06
      TSFACTOR Hardcore Trans ANAL Compilation
      TS Factor
      1M views
    • Big Dick Big Hair Big Fun TV
      20:44
      Big Dick Big Hair Big Fun TV
      354.2K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.1M views
    • Ass Penetrated by Trans
      17:26
      Ass Penetrated by Trans
      Shemale Vintage MegaStore
      474 views
    • Hermaphrodite Susan Nichols Surprises
      11:54
      Hermaphrodite Susan Nichols Surprises
      1.2M views
    • Valeria Trans Profession
      01:34:28
      Valeria Trans Profession
      TGIRL ROOM
      29.5K views
    • 1977 Vintage She-Male Porn Classic
      26:35
      1977 Vintage She-Male Porn Classic
      Latina Tranny
      401.5K views
    • Shemale Group Fuck
      11:12
      Shemale Group Fuck
      Trans Cloud
      just added
    • PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      15:08
      PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      PansexualX
      6.3M views
    • A Perfect Fucking Shemale
      06:12
      A Perfect Fucking Shemale
      M Mevtech
      just added
    • Sharon Mitchell, Jennifer Thomas (TS)
      15:29
      Sharon Mitchell, Jennifer Thomas (TS)
      173.1K views
    • V007
      04:58
      V007
      118.9K views
    • Shemale Vintage
      01:11:28
      Shemale Vintage
      827K views
    • The Fantastic Transsexuals of the Past!! - Refurbished Full HD (vol. #10)
      08:12
      The Fantastic Transsexuals of the Past!! - Refurbished Full HD (vol. #10)
      Shemale Vintage MegaStore
      738 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
      731.7K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 18
    9. ...
    10. 34
    34

    Searches Related to Retro Shemale

    • Vintage Tranny
    • Classic Shemale
    • Blonde Retro Shemales
    • Extreme Ladyboys
    • Mature Transexual
    • Ladyboy Full Movie
    • Italian Trans XXX
    • Secret Sissyboy
    • Crossdresser Sissy Caught Mom and Dad
    • Many Oldest Transvestites
    • Bareback Creampie
    • Hermaphrodite Fucking Men
    • Crossdressers at the Adult Theater
    • Cross Dresser Fucked
    • Transsexual Sex Story
    • Very Old Trannies
    • Shemale Classic
    • Black Tgirls
    • Teen Femboys
    • Crossboy With Mommy Clothes
    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