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

    Caught Cross Dressing Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Caught
    Dress
    Cross
    Cross Dressing
    Caught Crossdressing
    Cross Dresser
    Sissy Caught
    Public Caught
    Sissy Dress
    Shemale Caught
    Cross Dressing Faggot
    Dress up
    Femboy Dress
    Caught Masturbating
    Crossdresser Dress
    Shemale Dress
    Caught Cheating
    Lesbian Caught
    Dress Bulge
    Tight Dresses
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Guy loses bet turns into sissy CD giving blowjob
      04:52
      Guy loses bet turns into sissy CD giving blowjob
      1.2M views
    • Crossdresser Caught Outdoors
      05:58
      Crossdresser Caught Outdoors
      Penelopene27
      10K views
    • Male to female gender transformation smoking whore
      16:00
      Male to female gender transformation smoking whore
      682.8K views
    • Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
      08:01
      Mature Cross Dressing Duo Blow and Jerk Each Other off Until Completition
      Crossdressing Amateurs
      176.6K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.1M views
    • Cross Dressing Fick mit zwei geilen
      17:51
      Cross Dressing Fick mit zwei geilen
      NightclubVideo
      373.5K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.6M views
    • Cross Dressing to Fuck: Part 6 - The Finale!
      05:06
      Cross Dressing to Fuck: Part 6 - The Finale!
      713.1K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3M views
    • Chineische Cross Dressing mit riesen Schwanz
      17:33
      Chineische Cross Dressing mit riesen Schwanz
      SweetOlivia
      1.1M views
    • I turned my straight roommate intro trans wife
      05:20
      I turned my straight roommate intro trans wife
      CutePinkUnicorn
      473K views
    • Cross Dressing to Fuck: Part 1 (of six)
      05:00
      Cross Dressing to Fuck: Part 1 (of six)
      428.6K views
    • FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
      12:31
      FEMBOYISH - Mischievous Petite Femboy In Lingerie Cyrus Stark Teases Horny Roommate Drake Von
      ADULTTIMEGAY
      569.5K views
    • Arschfick von Cross Dressing Schlampe
      17:33
      Arschfick von Cross Dressing Schlampe
      SweetOlivia
      547.8K views
    • Loser Boyfriend Gets Feminized and Fucked
      08:12
      Loser Boyfriend Gets Feminized and Fucked
      Pure Ts
      279.3K views
    • Horny cross dressing slut fucks the old man
      17:49
      Horny cross dressing slut fucks the old man
      SweetOlivia
      671.3K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      736.1K views
    • Japan cross-dressing boys masturbate anal
      06:05
      Japan cross-dressing boys masturbate anal
      Namau
      176.8K views
    • shemale dresses sissy to fuck
      16:14
      shemale dresses sissy to fuck
      2M views
    • Hot housewifes fun with mature cross dressing amateurs
      05:17
      Hot housewifes fun with mature cross dressing amateurs
      Crossdressing Amateurs
      260.8K views
    • Lily DeMure Blowjob & Doggy
      11:54
      Lily DeMure Blowjob & Doggy
      1.6M views
    • Cross dressing
      00:42
      Cross dressing
      47.8K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.8M views
    • Cross dressing sissy cums with dildo in her ass
      06:39
      Cross dressing sissy cums with dildo in her ass
      Vivian Villain
      28.9K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      457K views
    • Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
      06:21
      Sexy sissy in pink lingerie loves playing with her toys. cross dressing femboy fucks ass riding dildo
      Marcus Domes
      5K views
    • dominant stepmom helps out her sissy slave
      05:59
      dominant stepmom helps out her sissy slave
      Pure Ts
      352.8K views
    • Crossdressing Teacher Fucks Student In The Classroom
      17:04
      Crossdressing Teacher Fucks Student In The Classroom
      SweetOlivia
      560.8K views
    • Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      08:12
      Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
      nbnabunny
      1.6M views
    • Cross dressing
      01:18
      Cross dressing
      16.6K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Cross dressing
      02:17
      Cross dressing
      20.9K views
    • Many crossdressers fucked scrnrs
      01:09:02
      Many crossdressers fucked scrnrs
      1.4M views
    • Cross dressing sissy whore Trisha Trash stuffs her ass and practices deep throating
      04:14
      Cross dressing sissy whore Trisha Trash stuffs her ass and practices deep throating
      Trisha Trash
      1.1K views
    • Sissyfication
      43:09
      Sissyfication
      1M views
    • Cross-dressing, collars, big dadords, sexy underwear, toys to tease nipples, anal and dick feel good.
      15:23
      Cross-dressing, collars, big dadords, sexy underwear, toys to tease nipples, anal and dick feel good.
      anakanakami
      8.7K 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
    • My beautiful cross-dressing friend sucks me off
      01:19
      My beautiful cross-dressing friend sucks me off
      81.7K views
    • Crossdresser shop owner gets fucked by a man in the shop
      13:00
      Crossdresser shop owner gets fucked by a man in the shop
      WanidaCrossdresser
      336.5K views
    • Cross-dressing transgender masturbates
      13:30
      Cross-dressing transgender masturbates
      harucoco
      2.7K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.4M views
    • Cross Dressing Chinesin mit geilen Schwanz
      17:05
      Cross Dressing Chinesin mit geilen Schwanz
      SweetOlivia
      53.1K 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
    • Cross Dressing to Fuck: Part 2
      00:20
      Cross Dressing to Fuck: Part 2
      224K views
    • Full Feminization and Tucking Teen Sissy Crossdresser
      02:15
      Full Feminization and Tucking Teen Sissy Crossdresser
      Viper Fierce
      195K views
    • Big Cat Ear Mask Cross-dressing Delivers Masturbation Video
      06:05
      Big Cat Ear Mask Cross-dressing Delivers Masturbation Video
      Chika
      772 views
    • Wife let me wear her clothes and sissygasm
      06:24
      Wife let me wear her clothes and sissygasm
      OneWhoHasFun
      24.9K 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 Caught Cross Dressing

    • Crossdresser Sissy Caught Mom and Dad
    • Crossdressing Husband Videos
    • Crossdressers Kirsty in an Orgy
    • Cross Dresser Cum
    • Sexy Dressed Like Slut
    • Crossdress Blackmail
    • Feminine Trap
    • Cute Traps for Straight Guys
    • Bisexual Cuckold Femboy
    • Guy Gets Transformed Into Drag Queen
    • Cuck Humiliation
    • Silky Sindy
    • Sissypink Boy
    • Horny Femboys
    • Male to Female Transformation Fantasy
    • Crossboy With Mommy Clothes
    • Crossdressed Flight Attendant
    • How I Became a Shemale Slave
    • Sissyslut Harley
    • Lost Bet Blowjob
    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