Chicago
Age 18-100

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Men Looking for Women in Chicago – Find Your Match — Page 166

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Dec 28, 2021

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

Seeking bbw (Rockford) 25

P1ssed off (Nw suburbs) 27

3 men to gangbang you (Loop) 30

One hour oral challenge (South Loop) 30

Help me start the year with a clean slate (South/NWI) 50

Dec 27, 2021

Luv doctor (Champaign) 25

Start the weekend off right (Merrillville) 52

Mwm looking for mwf for chat, text, virtual fun (NW burba) 45

Married + bored + discreet (NW Flexible) 46

Anyone actually read these! (Chicago) 27

Looking to get pegged for the first time (Rockford) 25

Looking to please (Rockford) 37

Dec 26, 2021

Handsome guy to lick your ass (Bloomington) 28

Bears won. lets bang and celebrate all week! (Evanston) 24

Young guy looking for anr partner (Park Ridge) 22

Listen to the rain (Belmont cragin) 33

Fun/play/smoke/movies/cuddling/food (Prospect Heights) 28

Married and looking (Nw burbs) 45

Married, married, married—discreet affair (Flexible) 45

Looking for someone to ride my face! (Gold Coast) 38

Let's meet today! (Wilmette) 52 Verified Premium

Bored, lonely? (Merrillville) 52

Hard rock casino ? (Merrillville) 52

Big guy looking for fun (Chicago) 33

Dec 25, 2021

Looking for a beautiful woman to host this bbc (South burbs) 29

Birthday fun (Chicagoland/South Burbs) 42

Married and discreet seeks fun fwb!!! (Flexible) 45

The part i can't show to others (Chicago) 27

Real man here (fox river grove) 43

Male looking for female (northside chicago) (Edgewater Andersonville) 27

Christmas present (Merrillville) 52

Looking for a smelly girl (Wheeling) 24

I want to be your chair (Wheeling) 24

Dec 24, 2021

Fwb tonight (Orland Park) 24

Looking to spend time with someone on the holiday. (Austin) 23

Christmas eve fun? (Merrillville) 52

Looking for mature woman (South side) 44

Dec 23, 2021

Married fwb fun!!! (Flexible) 46

Hookup tonight, super lonely (wrigleyville) 21

Married for married// or attached (Flexible) 46

Looking for a friend (Humboldt park) 34

Horny at work (Logan square) 33

Something different... (Suburbs) 36

Dec 22, 2021

Just to have fun (Hyde park) 25

Young and hung looking for fun! (NWI) 20

Winter break fun (West Loop) 33

Married for married or attached/// (Burbs or City) 46

Who wants a foot rub? (Near Schiller Park) 53

♥♥♥ athletic tall single ♥♥♥ (Chicago) 26

Fun tonight (Wilmette/North Shore/North Side) 52 Verified Premium

Who needs her p*** licked? (Evanston) 37

Married & attached fwb + discreet (Flexible) 45

Tie me down forced bree ding (Yorkville) 31

32 black looking for sexy latina asian white female to meet up in chicago u gotta host (North side) 32

Dec 21, 2021

Birthday sex (Chicago heights) 21

Married fwb intent!! (Flexible) 45

32 hot dom looking for sub fwbs (Gurnee Mills) 32

At work, but wanting to sneak away and have a little office play (Belmont cragin) 33

Toy play anyone??? (Plainfield) 40

Let’s f*#k already! (Plainfield) 40

Young bbc looking for fwb, prefer older/mature ladies (Dekalb) 23

Dec 20, 2021

I'm looking for the best head outhere and someone who likes to be creative (Peoria) 30

Thick bbc clean, 420 friendly and fun don't hesitate to send a message (St Charles) 29

Smoke my weed? (schaumburg) 23

♥♥♥ athletic tall single ♥♥♥ (Chicago) 26

Lucking sweet girl (Orland park) 19

Seeking sub f friend (Round Lake) 54

Fwb? for tonight or tomorrow (NW suburbs) 27

♦♦♦ single / 26yr / athletic guy ♦♦♦ (chicago) 26

Want to give someone their first bbc (Hyde park) 23

Dec 19, 2021

Married + married (Suburbs or City) 46

Fart fetish? (Chicago) 24

Spontaneous fun and excitement (Park Forest) 42

Voyeuristic (Chicago) 58

Need to get laid asap (West burbs) 37

Looking for xxx fun (NW Suburbs) 46

Someone dtf (Downtown) 30

Blk stud looking for a woman who is looking for fun (South Side) 31

Married and discreet, fwb fun friend desired, married or single and discreet (NW but flexible) 46

Need a kinky women to put a hand in me (Naperville) 32

Dec 18, 2021

Tall seeking intelligent conversation & more (Northwest burbs) 32

Real no bs connection (Schaumburg) 42

Can you dress up? (Chicago) 30

I need (-)(-) (Merrillville) 52

Hard rock casino (Merrillville) 52

Dec 21st i will be in chicago (By the airport) 38

Looking for somone to peg me (Skokie) 21

Looking for side s3x (Waukegan) 41

Black man looking to please (Southside) 25

Hyde park proper (Hyde Park) 50

Looking for single ladies that want to have fun! (Bloomingdale IL) 35

Dec 17, 2021

Straight woman for casual hookup (Granite City Illinois) 52

Cam fun -- hosting (Woodridge) 35

Mstr.NastyTIME

♥♥♥ tall single fit 26yr guy ♥♥♥ (Chicago) 26

Married male seeks discreet female fwb (Flexible Suburbs) 46

Women for descreet fun (Logan Square) 39

♥♥♥ tall single fit 26yr guy ♥♥♥ (Chicago) 26

Drinks tonight 12/17 (Merrillville) 52

Have fun weeked (Elmhurst) 25

Let's have some fun (Downtown) 29

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