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

    Chicago Hooker Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Meeting a slut at hotel
      10:49
      Meeting a slut at hotel
      Kadu10hub
      438.1K views
    • Fat chicago femboy sucking a big black clock
      11:48
      Fat chicago femboy sucking a big black clock
      197.6K views
    • Verbal Dom punishes nasty sub for taking 4 loads
      08:10
      Verbal Dom punishes nasty sub for taking 4 loads
      1.3M views
    • Chicago Bath House Raw Session
      07:43
      Chicago Bath House Raw Session
      Deep INside Boys
      74.4K views
    • #68 Anonymous Breedings 3.0
      22:44
      #68 Anonymous Breedings 3.0
      2.9M views
    • Gumjob By Chicago Salesmen
      00:33
      Gumjob By Chicago Salesmen
      188.5K views
    • BDSM Full of Cums
      51:57
      BDSM Full of Cums
      Baddestboyx
      4M views
    • Chicago Bearfest Uncensored Full Movie with Bill Adams
      01:01:44
      Chicago Bearfest Uncensored Full Movie with Bill Adams
      356.6K views
    • Young virgin boy 18. First time caught old. Fingered Barebacked big dick tight hole huge cum.
      15:10
      Young virgin boy 18. First time caught old. Fingered Barebacked big dick tight hole huge cum.
      Quan Vietnam 18
      1.5M views
    • SteamWorks Chicago September 2018
      05:42
      SteamWorks Chicago September 2018
      70.2K views
    • Tiny guy takes a massive cock - enriquemudu & adrianzuki
      07:52
      Tiny guy takes a massive cock - enriquemudu & adrianzuki
      Enrique Mudu
      4.8M views
    • CD Sex
      09:05
      CD Sex
      641.5K views
    • Leather bears Do Chicago
      01:06:53
      Leather bears Do Chicago
      87.9K views
    • Verbal White Thug Gives Black Bitch Facial
      05:31
      Verbal White Thug Gives Black Bitch Facial
      391.5K views
    • Shower Time in a Chicago Hotel
      08:45
      Shower Time in a Chicago Hotel
      Sir Maxximus
      2K views
    • Long Hair Emo in Leggings Fucked
      20:33
      Long Hair Emo in Leggings Fucked
      1.7M views
    • Weekend bussy beat up by homie JP in Chicago
      37:29
      Weekend bussy beat up by homie JP in Chicago
      29.8K views
    • Some absolutely beautiful sucking, ass eating, and fucking in this one!!
      17:21
      Some absolutely beautiful sucking, ass eating, and fucking in this one!!
      mormonboyz
      875.4K views
    • HOLDMALE GH - CHICAGO FIREFIGHTER (8 INCH HUNG THICK)
      01:36
      HOLDMALE GH - CHICAGO FIREFIGHTER (8 INCH HUNG THICK)
      11K views
    • first time i open my step brother underwear to see his big ass wanted to fuck in midnight
      05:38
      first time i open my step brother underwear to see his big ass wanted to fuck in midnight
      Desi__Panda
      2.5M views
    • Real World Raw: Chicago Part 2
      02:00
      Real World Raw: Chicago Part 2
      Black Breeders
      28.5K views
    • Super Hot Fucking - Big Dick in Gaping Asshole Young Male
      24:54
      Super Hot Fucking - Big Dick in Gaping Asshole Young Male
      3.5M views
    • Chicago Cigar daddy Fucking daddy Kurt with big Creampie load
      03:34
      Chicago Cigar daddy Fucking daddy Kurt with big Creampie load
      Kurt Jacobs
      8.3K views
    • Amateur Crossdresser Getting Fucked
      08:43
      Amateur Crossdresser Getting Fucked
      1.3M views
    • Chicago cumpigs factory
      26:48
      Chicago cumpigs factory
      41.7K views
    • sissy blows clouds on bbc
      04:09
      sissy blows clouds on bbc
      101K views
    • Chicago Orgy
      01:59
      Chicago Orgy
      Black Breeders
      34K views
    • STRAIGHT MARRIED FUCKS CUTE TWINK FEMBOY AND CUMS INSIDE HER ASS ANAL CREAMPIE
      11:37
      STRAIGHT MARRIED FUCKS CUTE TWINK FEMBOY AND CUMS INSIDE HER ASS ANAL CREAMPIE
      Dilan Castro
      534.3K views
    • Chicago Sex Party
      18:22
      Chicago Sex Party
      147.6K views
    • Maintenance guy gives BJ to BBC
      03:26
      Maintenance guy gives BJ to BBC
      Big Dick RJxxx
      282K views
    • Real World Raw: Chicago
      01:59
      Real World Raw: Chicago
      Black Breeders
      60.5K views
    • Anon Grindr Cum Dump
      01:53
      Anon Grindr Cum Dump
      Brett Tyler
      176K views
    • A sexy married daddy jerking off in Chicago hotel's mirror
      02:14
      A sexy married daddy jerking off in Chicago hotel's mirror
      73.6K views
    • My very first time
      23:45
      My very first time
      1.2M views
    • Chicago Fingers Strangers Butt Hole In Bookstore Gloryhole!
      03:19
      Chicago Fingers Strangers Butt Hole In Bookstore Gloryhole!
      Glory Hole Boy
      78.9K views
    • Darkrooms and Cabins
      06:33
      Darkrooms and Cabins
      1.6M views
    • Jack-off in Chicago Hotel Room
      01:10
      Jack-off in Chicago Hotel Room
      11.7K views
    • My Door is Open i Put on Grindr
      27:23
      My Door is Open i Put on Grindr
      380.2K views
    • XXL Cocks Havinf Fun
      03:53
      XXL Cocks Havinf Fun
      2.1M views
    • Chicago Chase Needs Tickling
      08:12
      Chicago Chase Needs Tickling
      Ticklish Chubs
      575 views
    • White Thug Feeds Black Bitch Cum After Long Fuck
      01:12:35
      White Thug Feeds Black Bitch Cum After Long Fuck
      137.2K views
    • Young white phat ass taking bbc raw Chicago
      00:51
      Young white phat ass taking bbc raw Chicago
      7.9K views
    • Amateur Crossdresser fucking and sucking
      01:38:40
      Amateur Crossdresser fucking and sucking
      1.8M views
    • Chicago bearfest
      01:07:59
      Chicago bearfest
      75.9K views
    • Macho Hunk with big cock fuck sissy femboy bareback
      06:56
      Macho Hunk with big cock fuck sissy femboy bareback
      Lucy Cross
      194.3K views
    • Ratchet Chicago tranny sucks cock while on the phone
      02:28
      Ratchet Chicago tranny sucks cock while on the phone
      72.1K views
    • Chicago cocksucker
      04:34
      Chicago cocksucker
      10.6K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 10
    10

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Big Cock
    Bareback
    Crossdresser
    Daddy
    Black
    Amateur
    Blowjob
    Old & Young
    Straight Guy
    Twink
    Femboy
    Homemade
    BBC
    Grandpa
    Mexican
    Interracial
    Cum Swallowing
    Compilation
    Masturbation
    Bear
    DILF
    Latino
    Creampie
    Mature
    Gangbang
    Cum In Mouth
    Glory Hole
    Group Sex
    First time
    Anal
    Vintage
    Rough Sex
    Sissy
    Chubby
    Asian
    Muscular
    Cumshot
    Massage
    Teen
    Old
    Threesome
    Indian
    Big Ass
    BDSM
    Young
    Handjob
    Hairy
    Public
    Small Cock
    Fat
    Ass Licking
    Cartoon
    Couple
    Solo
    Nigerian
    Japanese
    African
    Domination
    Hunk
    Locker Room
    Arab
    Outdoor
    Chinese
    College
    Nude
    Cum Tribute
    Middle-Aged
    Skinny
    Dildo
    German
    Fisting
    Military
    Man
    SFW
    All categories
    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