Chicago
Age 18-100

Sponsored

Log in to enable the Gallery view Login

Log in to use the Filtering feature Login

Men Looking for Women in Chicago – Find Your Match — Page 86

Hey! Please review DL:

Sep 27, 2024

Something Discrete - Well hung, successful, 40y/o Sponsored

There is a first for everything! looking to party, laugh, and play! lol (Chicago) 49

Pi55 on me please (Elk Grove) 55

I’m looking to tickle a women’s feet (Rogers Park) 31

Seeking 40+ chicago woman. married a plus. (Old Town) 48

Learning experience (Logan square) 23

Submissive male for dominant woman (DuPage) 51

Sub4dom1970

Masculine sissy (DuPage area) 52

Sub4dom1970

In chicago on business (Shorewood) 32

Fitness trainer iso attractive mature female (Crown Point) 47

Sep 26, 2024

Are you lactating? let me have some plz (Schaumburg) 38 Verified Premium

Looking for some car fun (Schaumburg) 38 Verified Premium

Looks for fwb (Bellville) 27

Would love to eat some ass (St. Charles) 26

New at this. (Norridge) 35

Aaron

Looking for fwb/casual fun (Rockford) 37

I’m and real and looking! (Logan square) 42

Looking for a female friend (DARIEN) 64

Looking for right now... let's rock each other's world (Lockport) 38

Sep 25, 2024

Looking for older woman nsa (Jefferson Park) 33

Hosting in upscale hotel in o’hare area (O’Hare) 28

Days or weekend fwb apply here! (West Suburbs) 39

Explore p e g g i n g (Midway) 38

Looking for a fwb near midway. (Garfield Ridge) 39

Lover wanted/ hardbodied handsome male iso relationship (nwburbs) 50 Verified Premium

A nice mature sexy woman to have fun with including sex (Lansing il) 65

Sep 24, 2024

Asian guy looking for fwb (Skokie) 24

Dinner date (Naperville) 50 Verified Premium

Young n single ha wing fun juss moved to chi town (Hyde park) 25

Single hispanic male looking for sexy girl (Lisle/naperville) 37

Looking for service? (Schaumburg) 38 Verified Premium

Peg my male friend (Schaumburg) 35 Verified Premium

Sep 23, 2024

Would love to enjoy great sex & convos with a sexy, fit, intelligent & interesting woman! (Lakeview) 47

Women who love to get cat ate (West rogers park) 40

I live in skokie looking for a fwb (Skokie) 24

Hi looking for some fun this weekend (Far northern suburbs) 57

Older woman to put it on me (Lake county) 25

Looking to hang out and meetup throughout this week! (South Elgin/St.Charles IL) 32

Looking to get pegged (Champaign) 60

Daytime fun (West town) 38

26 white male looking for older (Mundelein) 25

0ral for you (nwburbs) 50 Verified Premium

Looking for an activity partner and more (Lake county) 53

Sep 22, 2024

Looking for a kinky hook up (Jacksonville) 22

Married man needs a fwb (Lincoln park) 35

I want to eat your booty tonight in my hotel room (Rosemont/O hare) 37

Oral deprived need to be replenished (Beecher) 27

Seeking fwb for mutual satisfaction naperville (Naperville) 51

Want to pleasure you (Lockport area) 47

Staying in the north side for a few days (Loop) 35

Sep 21, 2024

Seeking sex ladies! (Champaign) 47

Looking for a fwb (Down town) 38

Hung bull bbc worshiper (NORTHWEST INDIANA) 28

Young hung bbc (Merrillville) 26

Looking for milf up to 45yo (Westmont, IL) 27

Looking for fwb (Algonquin) 46

0ral for you/ buff male iso fwb or more (nwburbs) 50 Verified Premium

Gentleman looking for potential fwb. (Hammond and surrounding area) 30

Sep 20, 2024

Bbc needs bj (I80) 36

Looking for a kinky fwb (Chicago) 40

Fwb or short term into long possibly (Hyde park) 22

Breast play (Frankfort) 42

Seeking new adventures... (Skokie) 33

Big and tall man seeking bbw or ssbbw (Skokie) 34

Any bbw looking for some nsa fun? (Frankfort) 43

Hardbodied looking for a passionate woman (nwburbs) 50 Verified Premium

Busco una amiga (South side of Chicago) 45

Who is still up? (Lakeview) 46

Sep 19, 2024

Eager to share pleasure with mature lady (Skokie) 42

I’m looking for a fwb (edgewater) 19

Mutual self pleasure (River north) 38

Need an older lady to trade pleasure with (Lincoln Park) 42

Looking for fun time, not hard time. older is sexyer (West suburb) 55

Newbie to hookup culture never had anything (Crestwood) 24

Readyfreddy (Logan Square) 45

Sep 18, 2024

Bbc/oral god (Bronzeville - Downtown) 28

Hello chicago (Southside) 55

I here to find fwb, fb. i love to eat 24/7 . Im a bbc (South Chicago) 28

Women only (NWI Region) 32

Sep 17, 2024

Long-haired bearded beast seeking affectionate bbw (West Rogers Park) 36

Come pick me up! (Western and Pratt) 36

Want to get pregnant? (60645) 36

I miss my purple ice (Skokie) 50

Courage, honor, love (Pilsen) 28

Discrete fun (West suburbs) 53

Meet and hookup (bolingbrook) 18

Sep 16, 2024

Mutual orgasms (Effingham il area) 44

0ral for you (nwburbs) 50 Verified Premium

Mideastern or hispanic wanted/ muscled male iso romance (nwburbs) 50 Verified Premium

Naperville marriott for f sept 16 17 18 (Naperville) 41

Meet and hookup (bolingbrook) 18

Cheating boyfriend looking for strange (Palatine, A.H , Buffalo Grove,Rolling Meadows) 39

Looking for a real life baby to take care of (Hinsdale) 46

Looking for daytime play near west town (West town) 38

Whats that thing we have in common (Darien) 40

Married for married (Downtown) 29 Verified

Fit married seeking sweet and caring (Libertyville) 43

Sep 15, 2024

Hu or fwb, anything in between works for me (Lombard) 23

Random act of anonymous bj (Logan) 26

A good time (bloomington-normal area) (Bloomington) 20

Free use fantasy while the fiance is out away (Logan/Humboldt) 30

Don't see what you're looking for?
Post here