Chicago
Age 18-100

Sponsored

Log in to enable the Gallery view Login

Log in to use the Filtering feature Login

Couples Seeking a Woman in Chicago – Browse Sex Classifieds — Page 2

Hey! Please review DL:

Jun 13, 2026

Lonely and Horny ~ Want to Play? Sponsored

Looking for an attractive women to help us indulge in hedonistic fun exploring our fantasies. (Loop) 36

Jun 07, 2026

Fwb looking for a lady (Naperville) 39 Verified

Male/female couple looking for woman or 2 women couple (East peoria/morton area) 38

Jun 06, 2026

Younger couple looking for a curious and fun female to join us! (Chicago) 19 Verified

Jun 05, 2026

Mature couple seeking mature woman (South suburbs) 36

Be our unicorn (Chicago) 35

May 31, 2026

Come ride while i watch (South burbs) 45

Straight and gay guy looking for girl (Lakeview) 36 Verified

May 30, 2026

Respectable freaky in a good way only (Crestwood IL) 30

For the lady looking for more… (North Shore) 40

May 29, 2026

2 straight m iso 1f (Skokie) 35 Verified

May 27, 2026

2 straight men 4 young ladies (20-29) (South suburbs : tinely park) 28 Verified Premium

May 26, 2026

We are looking for a woman (Chicago ridge) 35

May 16, 2026

What female would want to have sex with my man as i sleep right next to me (Tinley park IL) 29 Verified Premium

May 13, 2026

Young loving couple new to the scene and looking to have fun! (Downtown) 23 Verified

May 11, 2026

3 older bi guys (North Side) 57 Verified Premium

2 male friends very hung we are seeking college girls, wife, milf discreetly safe hot fun you be center of attention_ bbg threesome_ 2bwc_ (Chicago) 35 Verified

May 01, 2026

Attractive young couple for petite (City or suburbs) 26 Verified Premium

Rock Hardlay

Ethnic couple looking for white woman (Chicago) 40

Dom and sub (North) 35

Apr 27, 2026

Chicago/hammond weekend: aa couple looking for a thick woman for a late night creep (Hammond, IN) 40

Apr 25, 2026

Sex appeal (NW Burbs) 31 Verified Premium

Apr 22, 2026

Couple looking for a female to join and play (SW suburbs) 51 Premium

Apr 21, 2026

Me and my girlfriend are looking for a third (Lockport) 19 Verified

Couple seeking a female (Rockford) 32

Apr 19, 2026

Attn: badd women only. bi? bi-curious? we got u… (N. Burbs) 30 Verified Premium

Apr 18, 2026

Lets meet and have some fun (chicago) 35 Verified Premium

Dinner drinks funday (elmwood park) 37 Verified Premium

Apr 17, 2026

38 male/32 female biracial couple looking bi women (Hammond) 38

Apr 16, 2026

G b fun for your extreme pleasure (Nwi- Hammond merriville, highland areas) 45

Apr 12, 2026

Will you join us or watch? fun couple with condo with a pool (Wicker park) 37 Verified

Apr 11, 2026

Dom/sub couple looking for another woman (SW Burbs) 44

Sexy couple for third (Bolingbrook) 33

Apr 06, 2026

Freaky sexy couple let’s vibeee (Palatine) 33

Apr 03, 2026

Sexy couple looking for a female (bi) (Burbs) 35 Verified Premium

Come watch and join us (Rosemont hotel) 40 Verified

Apr 02, 2026

Looking for female buddy (Gurnee) 47

Apr 01, 2026

Fun time tonight rivers casino (Roosemont) 38 Verified Premium

Come join us and be our unicorn mf 4 f (Gold Coast) 32 Verified

This is an actual ad- we are a real fwb looking to enjoy another woman (Bloomington hotel) 40 Verified

Mar 31, 2026

♥ (white gourgous female & hispanic gentleman) (read)♥ (Chicago Ridge Motel) 41

Let’s be best friends (Calumet City) 43

Mar 30, 2026

Fun friends looking for a fun and open minded female. male and a trans female for female :) (Chicago) 37 Verified

Mar 21, 2026

Looking for a woman to play with us (Northwest Indiana) 36

Mar 18, 2026

Two good friends looking for a third! (River North) 34

Mar 14, 2026

Mature couple looking (Des plaines) 45

2 handsome hung gentleman for your total pleasure (Lincoln n bryn mawr) 40

Mar 13, 2026

Bwc and bbc looking for mmf (West burbs) 30

Mar 11, 2026

Couple looking for a woman (South Holland) 24

Looking to spice it up (Wisconsin) 50

Mar 10, 2026

Your best eater (Chicago and surrounding area) 42

Mar 09, 2026

Looking for some new friends (Champaign) 37

Marianmatt

Mar 07, 2026

Classy fm couple looking for a fmf experience (Andersonville) 56 Verified Premium

Mar 05, 2026

Come play with us both (Nwi) 42

Mar 03, 2026

We are looking for a female (Aurora) 26 Verified

Mar 02, 2026

Looking for a female to have fun with me and my girl (Crystal lake) 33

Looking to add a cute unicorn (Joliet) 27

Mar 01, 2026

She's a cuckquean and wants to watch (chicago) 48

Feb 23, 2026

Can i watch you fck my man ? (Justice) 26

Feb 21, 2026

Wanna join us?? (franklin park) 35 Verified Premium

Feb 19, 2026

Discreet fun couple - with bi bbw (Beverly) 50

Feb 18, 2026

Older couple for a younger bi sub female (Lake Forest) 60

Friends with benefits (fun town) 41

Feb 17, 2026

Fit couple looking for a woman to join us (Hinsdale) 29 Verified

Feb 16, 2026

Friends for him (NWI) 26

Feb 15, 2026

Nw burbs 40's couple looking for fun in the bedroom (Crystal Lake) 44 Verified

Feb 11, 2026

Fun couple seeking another for some bedroom fun! (Highland, Indiana) 45 Verified

Feb 10, 2026

Couple looking for a female to join us for some fun (Joliet) 29

Feb 08, 2026

Loving couple seeking a woman to watch us (Berwyn) 33

9 in m and big booty f 4 f schaumburg (Schaumburg) 28 Verified

Feb 05, 2026

Gf and i are looking for a female to play with us! monday 2/9 rosemont (Rosemont) 48

Feb 02, 2026

Hi discreet fwb nsa cpl looking for fin without needed the dinner/drinks routine (NWIn) 45

Jan 25, 2026

2 guys for kink fun (Naperville) 46

Jan 21, 2026

Looking for a funnight out that’s ends in a hotel (Benseville) 37 Verified

Jan 18, 2026

Fit couple seeking laid back female for casual get together (Elgin) 48

Jan 13, 2026

Fit couple (male and female) looking for fit female (Suburb) 44

Jan 04, 2026

Mfm or gangbang with hung experienced guys (Humboldt Park) 38

Jan 02, 2026

Kinky female needed to explore with (Woodridge) 56

Dec 28, 2025

Wm/lf looking for a female to join (Bridgeport) 44 Verified

Couple looking for a woman for my girlfriend to please (Zion holiday inn) 40 Verified

Dec 20, 2025

Are you a bored and have out there thoughts? (Kankakee) 35

Dec 15, 2025

Would you p@g 2 men open to all (Naperville) 46

Dec 14, 2025

Put your shy aside (Burbs) 35 Verified Premium

Dec 12, 2025

Interracial couple looking for a third to join us - ladies apply here!! (Wicker Park) 28 Verified

Dec 10, 2025

Polyamory partner needed (West Lawn) 49

Dec 09, 2025

Kinky couple to strap a woman (Elk grove Village) 40 Verified

Dec 01, 2025

We are looking for a female that wants to have fun (Gurnee) 35

Nov 30, 2025

We are looking for a female that wants to have fun (Lake county) 34

Nov 28, 2025

Cute wife for 1st time... (Willow springs) 50

Nov 21, 2025

Couple looking for a bi-female for her (oakbrook) (Oakbrook) 25 Verified Premium

Nov 20, 2025

Couple needing a female for 3some (Chicago) 30

Nov 18, 2025

A good time not a long time (South) 38

Nov 17, 2025

Looking for play friends (Lakeview) 38

Nov 15, 2025

Let’s be 3 (Hazelcrest) 41

Birthday behavior (Chicago) 41

Nov 11, 2025

Need a friend (Northbrook) 41

Nov 07, 2025

We are looking for a unicorn (west of the city) 35

Looking to hang out tonight (Chicago) 38

Nov 05, 2025

Couple looking for a third (female) (North Shore) 23

Attractive bbc couple in chicago this weekend 11/7 (Chinatown) 39

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