Chicago
Age 18-100

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Men Looking for Women in Chicago – Find Your Match — Page 134

Hey! Please review DL:

Jan 07, 2023

Friend w/ Benefits - Well hung, successful, 40y/o Sponsored

Married bbc for clean female (Chicago) 20

Looking for someone older than me (Dupage county) 20

Discreet late night fun, no string attached (West Loop) 36

Thick bbc looking for freaky slim or bbw (Chicago Heights) 32

Bbc looking for some fun (Steger) 33

10 reasons why we should hookup (Wrst Loop) 36

Lonely? i've got the spot.. (Chicago, South side) 43

Quikies or anything of service. i'm your guy (Waukegan) 20

Young energetic looking to give multiple rounds (Waukegan) 23

Bwc bleaching (South subs) 20

Do you like (-)(-) attention? (Merrillville) 53

Married & cute & bored; what about you??? (Flexible) 46

Friends with benefits (Oak forest) 24

Jan 06, 2023

Pillow princess wanted (schaumburg) 27

Married affair—i’m discreet & attractive (Flexible Suburbs or City) 47

I am looking to make love... (South Loop) 38

MatureOne23

Weekend fun downtown chicago (Chicago) 34

Life is short, have an affair to ring in the new year!!! (Flexible Suburbs or City) 46

True fwb needed, no drama no strings (Sw burbs) 50

Fridays are boring, let's f*ck instead (Union Station) 36

Need head nsa (Southwest to North including downtown) 48

6 foot six with high sex drive and loves oral (Joliet) 26

Pull up and play (BerWyn) 35

Jan 05, 2023

Young guy looking for end of year fun (NWI) 20

Have any guys actually had success (nwi) 20

Hung 20 year old bwc for a hotwife or horny mom (Orland Park) 20

Anyone ladies wanna hang out? (62966) 28

Black male in nwi/chicago area searching (NWI) 38

New years wish (Merrillville) 53

Lay back i’ll li ck (Aurora) 34

Jan 04, 2023

Mutual fun? (Chicago) 34

Pillow-thighed bbw face sitter wanted (North shore/ Northbrook area) 45

Looking for car play (Rogers park or Skokie) 20

Any real bbw squirters? (Burbs) 30

The best married on here!!! try me! (Flexible Suburbs or City) 46

Looking for a hu preferably an older woman (Naperville) 18

Morning sex fwb (Springfield) 50

Looking for a fun fwb situation! (Des Plaines) 22

I need some quick relax time (Hip mall) 39

Jan 03, 2023

Hung for fun (Lincoln Square) 28

If you like your coochie ate & wanna try fetishes shoot me a text! (Halsted) 24

Lay back i’ll li ck ongoing (Yorkville) 32

Do you enjoy wstersports (Jefferson park) 29

Im just looking for that tired sexy kinky girl who would love a message and watch where it goes... (Jefferson park) 29

Lazy sunday fun (Mokena) 25

I am 25 8 inch d for you plesure (House) 25

Looking for a friend (Elgin) 41

Jan 02, 2023

Seeking a domme (Central Illinois) 65

Sub cd for domme (Yorkville) 24

Lets meet twice a month (South Milw) 57

10 reasons why we should meet up (Downtown) 36

Just looking for a quick hookup (Belvidere) 23

Someone to share my story/fantasy with. i’m not gay i don’t do anal sex never have never will (Suburbs Dupage county) 55

Playful , voluptuous woman (Southside) 57

Looking for a possible hookup (McHenry) 37

37 m4f northern illinois area looking for hookup (Northwest Suburbs) 37

Monday out and about.. (Merrillville) 53

32 in dolton.. male looking for fun (Dolton) 32

In chicago for a few days hmu i got a long d and fit if interested hmu on insta bigbo.y110 (Rosemont) 18

Fun cross dressing and sex (I live in Wheaton) 55

I'm looking for a good time 8 inches here (Hillside) 23

Jan 01, 2023

Weekday carplay? (Merrillville) 53

Looking for someone to know (Chicago) 34

Trying too eat (Chicago) 30

Young 25 male looking for a sugar mama (Chicago) 25

Amazon driver.. nwi.. (Hammond) 34

Someone to hold (Chicago) 55

Handsome and very hung for your extreme pleasure (Chicago And suburbs) 55

Pleasure every inch of your beautiful body (Chicago And suburbs) 54

Incredibly talented tongue!! (Chicago) 53

Amazing healing hands (Chicago and beyond) 50

25 yr old, tall and tattooed, hosting in river north (River north) 25

Dec 31, 2022

Looking for some fun. down to explore whatever comes (Park Forest) 24

New years eve kiss (Merrillville) 53

New years eve date (Merrillville) 53

New years eve weekend (Merrillville) 53

Have a uber fantasy ? (city or burbs) (Northwest) 31

I’m home and horney and need it serviced too (Chicago) 50

Fwb........ (LaSalle County) 43

Big shlong............. (Chiraq) 22

New years eve fun (Merrillville) 53

Love when its warm (Rogers Park) 36

I want to come in something wet (Calumet city) 35

Dec 30, 2022

Let's have some fun and maybe something more! (Bloomington) 41

Looking for a fwb (Pilsen) 29

Any local pillow princess’s looking? (Plainfield) 52

25 tall and skinny hosting in river north (River north) 25

Email or message app friend (Around) 54

Is 56 too old to be spanked ? (Ohare) 55

Advice on vibrators (Chicago) 50

Wanting to satisfy a deserving woman... (Kankakee, Herscher, Manteno, Peotone, Momence or South) 72

Right now, right now (NWI) 33

I’m looking for friends with benefits or a relationship (West side) 25

Dec 29, 2022

Looking for someone to meet and have fun with while i'm travelling. (Indianapolis) 28

Looking for cougar (La porte) 24

Nw indiana.. amazon delivery driver.. (NW INDIANA) 34

Local friends plus benefits (Lombard) 37

Looking for more mature women and couples (Dekalb) 19

30 very clean good looking great shape (River west) 30

Young chef looking for older woman. i can host (River North) 25

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