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

    Holland Of Chicago Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Chicago
    Chicago Tranny
    Chicago Street
    Best of
    Holland Femboy
    Black Chicago
    Lots of Precum
    Lots of Cum
    Prison of Sissy
    Queen of Spades
    Out of Control
    In Front of
    Freaks of Nature
    Fountains of Cum
    Mouthful of Cum
    The Best of
    Pussy of Man
    Best of 1542
    Full of Cum
    Sissy Crossdresser Chicago
    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
      10.6M views
    • Gay Encouragement and Cumdump Fantasies - Worship Holland Of Chicago
      02:41
      Gay Encouragement and Cumdump Fantasies - Worship Holland Of Chicago
      Holland Of Chicago
      214.2K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.4M views
    • Soft Gay Whispers Encouragement by Holland Of Chicago - You Can't Deny Your Love of Cock and Cum From A Trans Domme
      00:59
      Soft Gay Whispers Encouragement by Holland Of Chicago - You Can't Deny Your Love of Cock and Cum From A Trans Domme
      Holland Of Chicago
      59.4K views
    • Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      09:21
      Latin Mature Tranny Predator with Monster Cock Fuck a Slave
      8M views
    • Worship Holland Of Chicago - Jerk Off To A Hot Lingerie and Leather Goddess and Go Gay For Me
      02:43
      Worship Holland Of Chicago - Jerk Off To A Hot Lingerie and Leather Goddess and Go Gay For Me
      Holland Of Chicago
      132.8K views
    • Another straight boy turned by Elizabeth Stewart
      04:05
      Another straight boy turned by Elizabeth Stewart
      Elizabeth Stewart
      3.1M views
    • Holland Of Chicago Urges You To Worship Cock and Indulge In Your Leather, Lingerie, Pantyhose, and Cum Fetishes
      02:12
      Holland Of Chicago Urges You To Worship Cock and Indulge In Your Leather, Lingerie, Pantyhose, and Cum Fetishes
      Holland Of Chicago
      21.1K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      1.9M views
    • Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
      11:25
      Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
      SexGodPicasso
      240.1K 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
    • Fucks Chicago Tranny
      20:19
      Fucks Chicago Tranny
      SexGodPicasso
      248.5K views
    • JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      10:10
      JockPussy - Petite trans hottie Joey Michaels cumdumps for hung jocks
      Jock Pussy
      2.1M views
    • SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Bareback Reverse Cowgirl
      11:48
      SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Bareback Reverse Cowgirl
      SexGodPicasso
      1.2M 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
      6.1M views
    • Sexgodpicasso Destroys Chicago Tranny TS Ashleycreamssss
      23:04
      Sexgodpicasso Destroys Chicago Tranny TS Ashleycreamssss
      SexGodPicasso
      141.5K views
    • This happened to me leaving school
      19:20
      This happened to me leaving school
      ELIZABETH LARA
      4.3M views
    • 2 Chicago trannies goin at it
      01:58
      2 Chicago trannies goin at it
      1.1M views
    • travesti amateur
      04:25
      travesti amateur
      1.7M views
    • SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Missionary Dick Down
      07:59
      SexGodPicasso Fucks Chicago Tranny AshleyCreamssss Missionary Dick Down
      SexGodPicasso
      811.7K views
    • My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
      08:12
      My Husband Fucked My Trans Friend and I Watched and Got Horny! Am I a Cuckquean?
      Lady Snow Brasil
      1.9M views
    • Sexgodpicasso Fucks Bimbo Chicago Tranny TS Phuccphaame Raw Bareback
      15:47
      Sexgodpicasso Fucks Bimbo Chicago Tranny TS Phuccphaame Raw Bareback
      SexGodPicasso
      55.7K 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
      21.5M views
    • SexGodPicasso Fucks Chicago Tranny AshleyCreamssss
      09:08
      SexGodPicasso Fucks Chicago Tranny AshleyCreamssss
      SexGodPicasso
      397.7K views
    • Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      10:26
      Beautiful Latine Trans Goddess cums riding ActorFab's big cock
      ActorFab
      2.2M views
    • Chicago tranny sucking a  mean dick
      01:22
      Chicago tranny sucking a mean dick
      213.7K views
    • Most cute sissy trans cumshot a bigload
      05:24
      Most cute sissy trans cumshot a bigload
      Samantha Sissy World
      835.9K views
    • BBC fucks a Trans model in Chicago
      08:51
      BBC fucks a Trans model in Chicago
      adventuresofbo
      26.8K views
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.6M views
    • TGIRLS XXX - Busty Chicago Beauty Has a Massive Cock!
      03:11
      TGIRLS XXX - Busty Chicago Beauty Has a Massive Cock!
      Tgirls
      446.1K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • Sexgodpicasso Meets Chicago Tranny TS Ashleycreamssss
      09:28
      Sexgodpicasso Meets Chicago Tranny TS Ashleycreamssss
      SexGodPicasso
      9.3K views
    • PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      15:08
      PANSEXUALX Big Dick Erica Cherry Bangs Out 2 College Cuties
      PansexualX
      6.5M views
    • SexGodPicasso VonMadeHaNut Fucks Chicago Tranny TsAshleyCreamssss
      09:16
      SexGodPicasso VonMadeHaNut Fucks Chicago Tranny TsAshleyCreamssss
      SexGodPicasso
      410K views
    • first bbc for sexy blonde ts
      16:22
      first bbc for sexy blonde ts
      5.8M views
    • Chicago baddie sucking big dick
      03:13
      Chicago baddie sucking big dick
      138.7K views
    • 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
    • Osha - Big Booty Busty Chicago Belizian Tranny Sucks
      02:17
      Osha - Big Booty Busty Chicago Belizian Tranny Sucks
      107.4K views
    • I had a big cumshot in unkown hotel
      05:39
      I had a big cumshot in unkown hotel
      Samantha Sissy World
      1.6M views
    • Osha - Big Booty Busty Chicago Belizian Tranny Fucked
      02:35
      Osha - Big Booty Busty Chicago Belizian Tranny Fucked
      108.5K views
    • The Pizza Boy
      03:38
      The Pizza Boy
      Ftm
      8.3M views
    • young chicago ts nuts in a guys mouth
      01:06
      young chicago ts nuts in a guys mouth
      157.1K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.8M views
    • Aj180 Presents:christening Chicago
      05:40
      Aj180 Presents:christening Chicago
      AJ180
      51.9K views
    • I have sex with my ex-boyfriend's transsexual crush
      09:25
      I have sex with my ex-boyfriend's transsexual crush
      NaughtyTrans
      4.3M views
    • Sexgodpicasso Meets Chicago Tranny Ashley Creams
      08:06
      Sexgodpicasso Meets Chicago Tranny Ashley Creams
      SexGodPicasso
      20.7K views
    • I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      08:12
      I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
      barbanegrazponto1onepov
      2.1M views
    Next page
    1. 1
    2. 2
    3. 3

    Searches Related to Holland Of Chicago

    • Afghan XXX
    • Brazilian Monster Cock
    • Big Booty Fucks Guy
    • First Time Getting Fucked
    • Homemade
    • Real Virgin Girl Sex With Boyfriend
    • Saudi Arabia Xnxx
    • Hotel BBC
    • Exchange Student
    • Fuck My Ass Please Dirty Talk
    • Filipino Pickup
    • Shemale Destroyed
    • Marc Dorcel Full Movie 2018
    • Amateur Couple and Trans Train
    • Japanese Ladyboy
    • Mexican
    • Compilation Shemales Shaking Cocks
    • Dallasvixenxxx
    • So Deep He Came so Much
    • No Going Back
    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