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

    Milf Crossdresser Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdresser
    Milf
    Crossdresser MILF Stockings
    Sissy Crossdresser
    Amateur Crossdresser
    Mature Crossdresser
    Crossdresser Fucked
    Crossdresser Blowjob
    Japanese Crossdresser
    Crossdresser Sex
    Old Crossdresser
    Crossdresser Gangbang
    Cd Crossdresser
    Crossdresser Lingerie
    Crossdresser BBC
    Crossdresser Anal
    Crossdresser Creampie
    French Crossdresser
    Beautiful Crossdresser
    Russian Crossdresser
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      08:12
      Picking up a Sexy Tgirl off the Streets and Giving Her My BBC
      TGIRLPLAYHOUSE
      2.3M views
    • MILF Crossdresser Cum Fest
      02:06
      MILF Crossdresser Cum Fest
      MichaCD53
      2.6K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • How to Satisfy a MILF - Crossdresser fuck the milf
      07:29
      How to Satisfy a MILF - Crossdresser fuck the milf
      Emily Rossi
      23.2K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • MILF Crossdresser Cock & Cum...
      01:16
      MILF Crossdresser Cock & Cum...
      MichaCD53
      1.3K 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
    • Nancy in Pink Satin (MILF - Crossdresser)
      05:33
      Nancy in Pink Satin (MILF - Crossdresser)
      Nancy Rose
      15K views
    • Dating a mature crossdresser
      08:12
      Dating a mature crossdresser
      Pure Ts
      234.8K views
    • Hot MILF Crossdresser Sucking Cock
      03:38
      Hot MILF Crossdresser Sucking Cock
      Jake Grand
      3.2K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      777.1K views
    • Hot MILF Crossdresser with Big Ass Fucked
      02:55
      Hot MILF Crossdresser with Big Ass Fucked
      Jake Grand
      5.5K views
    • Fucking on the last day of summer, in a cornfield
      03:39
      Fucking on the last day of summer, in a cornfield
      vika_sissy
      342.8K views
    • Sexy Milf Crossdresser Shauna Garnet takes Pulsing Prostate Massager all the way in her horny hole.
      03:55
      Sexy Milf Crossdresser Shauna Garnet takes Pulsing Prostate Massager all the way in her horny hole.
      Shauna Garnet
      6.7K 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
      9.1M views
    • MILF Crossdresser Sucking Cock
      08:47
      MILF Crossdresser Sucking Cock
      Jake Grand
      6.3K views
    • Many crossdressers fucked scrnrs
      01:09:02
      Many crossdressers fucked scrnrs
      1.4M views
    • milf crossdresser wanking in heels
      01:05
      milf crossdresser wanking in heels
      53.4K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      924.6K views
    • Milf crossdresser soap opera
      04:29
      Milf crossdresser soap opera
      Marcela Cdslut
      3.9K views
    • Night. Park. Car. Fucked a trans slut.
      07:18
      Night. Park. Car. Fucked a trans slut.
      vika_sissy
      229.5K views
    • Relevant Short videos

      Thrilling moment from "Milf crossdresser soap opera"
      Thrilling moment from "Milf crossdresser soap opera"
      Marcela Cdslut
      299 views
      Shemale strokes fat cock in public hotel hallway
      Shemale strokes fat cock in public hotel hallway
      Janice Renee
      98.2K views
      GO HARD OR GO HOME XXX - Slut seeing how fast she can take with this huge dildo on her sex machine - UKsexylegsTV
      GO HARD OR GO HOME XXX - Slut seeing how fast she can take with this huge dildo on her sex machine - UKsexylegsTV
      UksexyLegsTV
      54.7K views
      Sophie cumming with her pvc gloves
      Sophie cumming with her pvc gloves
      SophieCD
      30.3K views
      Tranny wanking her big hard cock in her car at a dogging spot - UKsexylegsTV
      Tranny wanking her big hard cock in her car at a dogging spot - UKsexylegsTV
      UksexyLegsTV
      93.9K views
      Kellycd2022 moments cumshot in fishnets pantyhose and pink undies
      Kellycd2022 moments cumshot in fishnets pantyhose and pink undies
      Kellycd2022
      37.2K views
    • MILF Crossdresser Blowjob
      08:44
      MILF Crossdresser Blowjob
      Jake Grand
      3.5K views
    • My stepbrother fucks my ass in the kitchen. Part 1
      10:06
      My stepbrother fucks my ass in the kitchen. Part 1
      PalmasRecordsMen
      429.3K views
    • MILF Crossdresser Sucking Police Officer's Cock
      01:39
      MILF Crossdresser Sucking Police Officer's Cock
      Jake Grand
      2.5K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • MILF Crossdresser Arrested and Fucked
      02:17
      MILF Crossdresser Arrested and Fucked
      Jake Grand
      5.6K views
    • A Prostitute Offering Herself on the Street
      02:29
      A Prostitute Offering Herself on the Street
      Wesley Fudedor
      332.8K views
    • Pagan - Star Goddess - big ass gothic Milf Crossdresser
      06:33
      Pagan - Star Goddess - big ass gothic Milf Crossdresser
      Pagan
      3.2K views
    • Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      08:15
      Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune
      Fiona Fortune
      245.9K views
    • Hot MILF Crossdresser with HUGE ASS Fucked
      01:36
      Hot MILF Crossdresser with HUGE ASS Fucked
      Jake Grand
      2.6K views
    • Pretty Blonde Femboy Fucked by BBC
      08:01
      Pretty Blonde Femboy Fucked by BBC
      Trans and Co
      200.5K views
    • MILF Crossdresser with HUGE ASS Sucking Cock
      02:07
      MILF Crossdresser with HUGE ASS Sucking Cock
      Jake Grand
      2.3K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.2M views
    • You Have to See What These Three Trans Women Did with This Hottie After the Party.
      22:24
      You Have to See What These Three Trans Women Did with This Hottie After the Party.
      Tsdanisantos1
      522.3K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • Swallow My Cum
      15:15
      Swallow My Cum
      TSRyley
      249.9K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • Imagine You Are Fucking a Boy!
      06:15
      Imagine You Are Fucking a Boy!
      KinkyHome
      69.2K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      680.6K views
    • Illuxxxtrandy Intense Sex with a Big-booty Student: Cum-thirsty, Gaping Ass, and Dripping Pussy in Hot, Hardcore Fucking
      10:11
      Illuxxxtrandy Intense Sex with a Big-booty Student: Cum-thirsty, Gaping Ass, and Dripping Pussy in Hot, Hardcore Fucking
      sinsweethoneyasses
      350.7K views
    • Walking Naked in Heels. Confident Tgirl Tease You
      05:23
      Walking Naked in Heels. Confident Tgirl Tease You
      Medi Voi
      87.8K views
    • While My Stepaunt Went to the Market, My Stepcousin and I Took a Bath Together
      15:19
      While My Stepaunt Went to the Market, My Stepcousin and I Took a Bath Together
      Prezottes_House
      223.1K views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4.2M views
    • Making My Cock Explode
      08:09
      Making My Cock Explode
      TSRyley
      53.3K views
    • Sexy crossdresser Pauline sucking huge cock and getting fucked in the ass
      14:21
      Sexy crossdresser Pauline sucking huge cock and getting fucked in the ass
      Spike Essex
      30.6K views
    • After giving me a great blowjob, I climb onto her strap-on and she fucks my anal pussy
      05:34
      After giving me a great blowjob, I climb onto her strap-on and she fucks my anal pussy
      Nady-So
      56.7K views
    • Mature Sissy Gets Her Slutty Ass Fucked Hard
      18:54
      Mature Sissy Gets Her Slutty Ass Fucked Hard
      Trans and Co
      54.1K 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 Milf Crossdresser

    • Mature Crossdresser With Straight Guy
    • Wife and Crossdressing Hubby Gangbang
    • Fucking a Sissy Femboy
    • Milf Tranny
    • Crossdressers in Pretty Dresses
    • Cross Dresser Fucked
    • Mini Skirt Stockings Shemales
    • British Shemale Orgy
    • Transvestites Sissies
    • Crossdress Lingerie
    • Drag Queen Slut
    • Crossdresserlover Ladyboys
    • Transvestite Dressing up
    • Men Dressed as Women
    • Cd Gangbanged
    • Bisexual Granny MMF
    • Old Horny Trannies
    • Secret Sissyboy
    • Sexy 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