PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    BLUE MONDAY SALE 💛🎉 Brighten the year’s saddest day

    Crossdressing Roulette Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdressing Nun
    Crossdressing Orgy
    Sissy Crossdressing
    Sauna Crossdressing
    Crossdressing Heaven
    Crossdressing Threesome
    Mature Crossdressing
    Crossdressing Fuck
    Crossdressing Wife
    Crossdressing Newbies
    Crossdressing Gape
    Feminization Sissy Crossdressing
    Crossdressing and Pegging
    Crossdressing Wedding Dress
    Nylon Crossdressing Fetish
    Erection Crossdressing Pantyhoses
    Crossdressing Bondage Blowjob
    Crossdressed Flight Attendant
    Crossdressing Lingerie Cock
    Crossdressing Rent Boy
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • What every (straight) guy secretly desires......
      01:28:33
      What every (straight) guy secretly desires......
      318.3K 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
    • Sucking and Jerking Each Other off Until Completion
      06:36
      Sucking and Jerking Each Other off Until Completion
      Crossdressing Amateurs
      260.5K views
    • Tgirl gets Fucked in Anal while talking to a barmaid
      19:04
      Tgirl gets Fucked in Anal while talking to a barmaid
      MySchoolLife
      683.4K views
    • Big Cock Anal Bareback Threesome with MILF Lisa Dilf Mike and Tgirl Gigi
      20:50
      Big Cock Anal Bareback Threesome with MILF Lisa Dilf Mike and Tgirl Gigi
      Spike Essex
      182.6K views
    • CRAZY - Big Dick Femboy Cumshot Compilation - alizevert
      05:21
      CRAZY - Big Dick Femboy Cumshot Compilation - alizevert
      alizevert
      529.2K views
    • Forbidden Dreams
      54:38
      Forbidden Dreams
      Trans Playground
      287.6K views
    • Shemale makes me cum twice
      12:58
      Shemale makes me cum twice
      Elwadeoh
      634.8K views
    • Mature crossdressers and old men with younger females
      06:12
      Mature crossdressers and old men with younger females
      Crossdressing Amateurs
      306.9K 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
      233.8K views
    • Sissy party - crossdressers fucking anal and blowjob
      12:07
      Sissy party - crossdressers fucking anal and blowjob
      757.7K 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
      251.7K views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      938.3K 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
      63.5K views
    • Crossdressing transformation and sexy threesome
      01:26:25
      Crossdressing transformation and sexy threesome
      382.5K views
    • Husband Calls Two Transsexuals To Make A Gangbang With His Wife She Loved The Three Cocks
      28:14
      Husband Calls Two Transsexuals To Make A Gangbang With His Wife She Loved The Three Cocks
      carmonaoficial
      612.8K views
    • TSFACTOR Hardcore Trans ANAL Compilation
      23:06
      TSFACTOR Hardcore Trans ANAL Compilation
      TS Factor
      1.2M views
    • Wife gives Crossdresser Husband his first cock
      03:32
      Wife gives Crossdresser Husband his first cock
      688.6K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      965.6K views
    • Making My Cock Explode
      08:09
      Making My Cock Explode
      TSRyley
      55.7K views
    • Sex with Sissy Boy with Big Butt
      05:17
      Sex with Sissy Boy with Big Butt
      Sebnem
      386.9K views
    • Relevant Short videos

      Stunning moment from "Big Dick Amateur Femboy playing a dildo riding roulette game until cumming a big load"
      Stunning moment from "Big Dick Amateur Femboy playing a dildo riding roulette game until cumming a big load"
      LalaThePala
      1.2K views
      Spectacular moment from "Big Dick Amateur Femboy playing a dildo riding roulette game until cumming a big load"
      Spectacular moment from "Big Dick Amateur Femboy playing a dildo riding roulette game until cumming a big load"
      LalaThePala
      927 views
      18 Minutes of Me Riding My New Big Dildo on Adult Roulette Cam - Making Strangers Cum!
      18 Minutes of Me Riding My New Big Dildo on Adult Roulette Cam - Making Strangers Cum!
      SashaSuxxx
      35 views
      Cumming hard with butthole twitching
      Cumming hard with butthole twitching
      Zoeqt
      189K views
      cumming like crazy
      cumming like crazy
      boobyb0y
      252.6K views
      Surprise Cumshot
      Surprise Cumshot
      Zoeqt
      284.6K views
    • Cumming harder then ever before
      02:35
      Cumming harder then ever before
      Kymmy Harper
      783.3K views
    • 2 boys as girls
      17:21
      2 boys as girls
      597.3K views
    • Shemale deepthroat DL Cock
      11:44
      Shemale deepthroat DL Cock
      994K views
    • She loves to be my favorite fucktoy in bareback
      05:36
      She loves to be my favorite fucktoy in bareback
      MrNastyXavier
      2M views
    • Little bitch loves to feel my hot cum inside her dirty pussy
      05:27
      Little bitch loves to feel my hot cum inside her dirty pussy
      MrNastyXavier
      463.1K 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
      638.7K views
    • My Cock in Her Ass to This Big Femboy Slut
      37:14
      My Cock in Her Ass to This Big Femboy Slut
      Trans and Co
      674.1K views
    • Horny crossdressing sluts enjoy sixtynine sucking big cocks
      10:38
      Horny crossdressing sluts enjoy sixtynine sucking big cocks
      532.3K views
    • Neighbor Fills Me with Milk
      15:38
      Neighbor Fills Me with Milk
      Valera Toro
      76.4K views
    • Feminization of a Bad Roommate (Full Movie)
      50:07
      Feminization of a Bad Roommate (Full Movie)
      Bailey Wilde
      102.5K views
    • classy crossdresser handles the cock with ease
      08:12
      classy crossdresser handles the cock with ease
      Pure Ts
      98.4K views
    • Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      09:55
      Submissive Sissy crossdresser fucked by BBC - she is a bitch4
      Rozebella
      702.5K views
    • Sexy Shemale Server Gets Extra Cream!! from BBC!
      12:52
      Sexy Shemale Server Gets Extra Cream!! from BBC!
      Big Dick RJxxx
      519.2K views
    • Wife let me wear her clothes and sissygasm
      06:24
      Wife let me wear her clothes and sissygasm
      OneWhoHasFun
      28.3K views
    • Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      39:24
      Sauna sissy slut got deepthroated and anal fucking like a good sex slave for BDSM
      alinanightsky
      156K views
    • Trans and Queer Swinger Party: Face Fucking, Anal and Squirt Everywhere - Cliff Media
      10:52
      Trans and Queer Swinger Party: Face Fucking, Anal and Squirt Everywhere - Cliff Media
      CliffMedia
      180.9K views
    • Daddy loves to wreck my asshole in chastity
      06:24
      Daddy loves to wreck my asshole in chastity
      missangell_
      479.4K views
    • Pale redhead younger crossdresser sucking old mans cock
      05:22
      Pale redhead younger crossdresser sucking old mans cock
      Crossdressing Amateurs
      784.6K views
    • Sexy hot naughty Sissy Crossdresser
      10:25
      Sexy hot naughty Sissy Crossdresser
      CindieLove
      727.7K views
    • Feminized for Girls Night Out (Full Movie)
      23:39
      Feminized for Girls Night Out (Full Movie)
      Bailey Wilde
      552.1K views
    • Tgirl Riley offers her little ass in the hallway
      20:16
      Tgirl Riley offers her little ass in the hallway
      Tgirl Riley
      98.4K views
    • The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      15:07
      The BEST Transgender Surprise Compilation - Trans Hermaphrodite Shemales With Male Hot CGI Futa Fuck
      Futanari XXX
      689K views
    • Cross Dressing Student and Tutor Playing with Each Other
      08:12
      Cross Dressing Student and Tutor Playing with Each Other
      Crossdressing Amateurs
      302.8K views
    • Skyler Squirt
      01:07
      Skyler Squirt
      SkylerSquirt
      428.1K views
    • 28 Cumshots back to back
      09:10
      28 Cumshots back to back
      Littlemapleberry
      427.6K views
    • I Was so Horny After Being Fucked I Rode My Dildo Until I Cum His Used Condom
      11:39
      I Was so Horny After Being Fucked I Rode My Dildo Until I Cum His Used Condom
      Sissy Paige
      33.4K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to Crossdressing Roulette

    • Cocksucking Crossdressers
    • Self Suck Cumshot
    • Inverted Chastity
    • I Just Came so Hard Watching This
    • Most Feminine Girl Ever
    • Cuming While Being Fucked
    • Bust That Fucking Nut 2
    • Slide Cock Ass
    • Men Wearing Sheer Panties
    • Dildo Sissygasm
    • Penis Sticking Out From Dress
    • Cum Swapping
    • Femboy Seduction
    • Tranny Striptease
    • Crossdress Masturbate
    • Transvestite Bondage
    • See Through Lingerie
    • New Cumpilation Best Handsfree Orgasms
    • Sucking Her Own Tits
    • Nylon Masturbation Solo
    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