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

    Vintage Feminization Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Vintage
    Feminization
    Sissy Feminization
    Femdom Feminization
    Vintage Shemale
    Vintage Crossdresser
    Vintage Trans
    Crossdresser Feminization
    Feminization Process
    Hrt Feminization
    Shemale Feminization
    Italian Vintage
    Feminization BDSM
    Vintage Sissy
    Vintage Anal
    Vintage Hermaphrodite
    Vintage 80s
    Vintage Sulka
    Feminization Training
    Feminization Bondage
    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
      830.1K views
    • Feminization training for white faggot sissy sluts
      05:10
      Feminization training for white faggot sissy sluts
      113.4K views
    • A young Kim Kirsty transformation MtoF
      07:31
      A young Kim Kirsty transformation MtoF
      236.5K views
    • Big Stepsister Is Playing with Her Younger Stepsister
      02:02
      Big Stepsister Is Playing with Her Younger Stepsister
      SissyKanisa
      82.2K views
    • Trans in action
      01:15:25
      Trans in action
      Combat zone transsexual barebacking
      75.7K views
    • sissy changes lingerie and swimsuit so sexy in bathroom
      14:09
      sissy changes lingerie and swimsuit so sexy in bathroom
      Hot Ivon
      44.4K views
    • Forbidden Dreams
      54:38
      Forbidden Dreams
      Trans Playground
      279.8K views
    • To make a meat sandwich
      48:27
      To make a meat sandwich
      Sissy Michelle MTF
      23.6K views
    • TRANSVESTITE SECRETARY (UK 1992) part 1
      29:41
      TRANSVESTITE SECRETARY (UK 1992) part 1
      207.6K views
    • Little Miss Browne
      02:18
      Little Miss Browne
      Emma Browne
      12.7K views
    • Vintage Trannies
      01:42:28
      Vintage Trannies
      258.7K views
    • Sex bomb
      21:47
      Sex bomb
      Shelly Robertss
      16.9K views
    • Men into Women
      22:03
      Men into Women
      672.6K views
    • Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
      07:54
      Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress
      SissyKanisa
      20.9K views
    • Vintage sissyficated faggot getting spanked and fucked
      43:20
      Vintage sissyficated faggot getting spanked and fucked
      Latina Tranny
      195.5K views
    • AB093 Photographer feminized squirting-pegging (Chinese and English subtitles)
      02:38
      AB093 Photographer feminized squirting-pegging (Chinese and English subtitles)
      Abby Kitty
      63.2K views
    • Classic Shemale movie
      03:27:46
      Classic Shemale movie
      926.8K views
    • SisK Lingerie Collection EP7.1: Dressing of Gray Open Crotch Pantyhose with Black Garter Patterned
      10:06
      SisK Lingerie Collection EP7.1: Dressing of Gray Open Crotch Pantyhose with Black Garter Patterned
      SissyKanisa
      19.5K views
    • Retro Shemale 18
      13:52
      Retro Shemale 18
      692.8K views
    • Sissy in lingerie with dildo
      05:11
      Sissy in lingerie with dildo
      Passivosucio
      4K views
    • CD Maid
      23:38
      CD Maid
      223.5K views
    • Mexican shemale in red heels and babydoll
      05:17
      Mexican shemale in red heels and babydoll
      Saray Isis Amay
      9.9K views
    • Chicks with dicks 3
      01:57:38
      Chicks with dicks 3
      Combat zone transsexual barebacking
      67.3K views
    • SisK lingerie collection EP15.1 Red mini skirt and sexy stocking with high heels
      03:48
      SisK lingerie collection EP15.1 Red mini skirt and sexy stocking with high heels
      SissyKanisa
      6.7K views
    • Vintage Sissy Porn
      19:29
      Vintage Sissy Porn
      175.8K views
    • SisK lingerie collection EP12.1: Blue Open Crotch Panties with Pink Lace
      01:29
      SisK lingerie collection EP12.1: Blue Open Crotch Panties with Pink Lace
      SissyKanisa
      9.8K views
    • the transsexual secretary starring pasha ( 1981 rare video )
      57:41
      the transsexual secretary starring pasha ( 1981 rare video )
      295.7K views
    • Tranny wearing sexy swimsuit in pool
      02:40
      Tranny wearing sexy swimsuit in pool
      Hot Ivon
      4.4K views
    • Danish Vintage
      07:57
      Danish Vintage
      31.9K views
    • Lady Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription 4K FR60 FPS60
      13:08
      Lady Alice compilation 05 Queen of Hell (mesmerize version) View originals by subscription 4K FR60 FPS60
      Mesmeriza
      9.6K views
    • name of  shemale movie ? please !
      02:05
      name of shemale movie ? please !
      468.8K views
    • SisK lingerie collection EP17: Open Crotch Vintage Panties and Stocking
      03:52
      SisK lingerie collection EP17: Open Crotch Vintage Panties and Stocking
      SissyKanisa
      6.3K views
    • Shemale surprise
      01:09:20
      Shemale surprise
      Combat zone transsexual barebacking
      177.3K views
    • sissy in  sexy blac lingerie striptise
      02:40
      sissy in sexy blac lingerie striptise
      Hot Ivon
      1.4K views
    • Vintage Tranny
      01:20:43
      Vintage Tranny
      1.3M views
    • Mesmerizing Crossdressing Compilation: My Stunning Styles!
      05:23
      Mesmerizing Crossdressing Compilation: My Stunning Styles!
      Crossdresserkitty
      10.9K views
    • Classic tranny
      11:15
      Classic tranny
      373.7K views
    • Feminized before going to work
      08:03
      Feminized before going to work
      SissySimran
      6K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Sissy on sexy arena one piece swimsuit get wet
      01:56
      Sissy on sexy arena one piece swimsuit get wet
      Hot Ivon
      1.8K views
    • Marquis de Sissy
      17:42
      Marquis de Sissy
      158.5K views
    • Joselynne Crossdresser In Thong Using My Favorite Dress And Heels
      15:05
      Joselynne Crossdresser In Thong Using My Favorite Dress And Heels
      JoselynneCd
      1.7K views
    • STORIE DI SESSO TRANSESSUALE - Episode 3
      16:15
      STORIE DI SESSO TRANSESSUALE - Episode 3
      Shemale World
      103.3K views
    • Vintage Vibes: Nailing Retro Looks
      05:58
      Vintage Vibes: Nailing Retro Looks
      Crossdresserkitty
      4.4K views
    • Best of# 1546
      03:47
      Best of# 1546
      102.8K views
    • SisK lingerie collection EP15.3 High heel and stocking, Cum in condom
      06:18
      SisK lingerie collection EP15.3 High heel and stocking, Cum in condom
      SissyKanisa
      6.9K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M 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 Vintage Feminization

    • Vintage Sissy
    • Retro Shemale
    • British Crossdressers and Transvestites
    • Crossdresser Feminization
    • Femboy Trap Compilation
    • Thai Jungle Ladyboys
    • Italian Classic
    • Teen Femboys
    • Old Amateur Cross Dressers With a Granny
    • Transvestite Dressing up
    • Mature Lingerie Solo
    • Iranian Mistress
    • Japanese Femdom
    • Sissy-Virgin
    • Russian Tgirls
    • Retro 1900 1910 1920 1930 1940
    • Homemade Tranny Orgy
    • Asian Ladyboy Grannies Shemales
    • Ruined Orgasms
    • Fem Fucked
    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