CASUAL ENCOUNTERS Chicago

217 - 228 of 451 listings
Listings
  • Seeking my first encounter with a woman - w4w - 19 - Chicago IL

    Seeking my first encounter with a woman - w4w - 19 - Chicago IL

    Women looking for Women Chicago (Illinois) July 17, 2026

    Hi I'm a young bi curious girl. Looking to be with a woman for the first time. I'd love for you to play with me and then some. Need to keep this a secret. Thanks.

  • Single hot female needs your big cock - w4m - 33 - Chicago IL

    Single hot female needs your big cock - w4m - 33 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    Hi. Single sexy AA female looking for fwb with single white male. Contact me

  • Real Woman Ready to Have Fun - w4m - 37 - Chicago IL

    Real Woman Ready to Have Fun - w4m - 37 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    I'm real and horny, open to meet guys, preferably with a big tool. I ASK FOR PICTURE (face & Tool) before we meet in person ..

  • Casual fun and more - w4m - 34 - Chicago IL

    Casual fun and more - w4m - 34 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    I am seeking casual fun here. are you.?.? text me with ur pics for more details.

  • Love large shaved cocks - w4m - 46 - Chicago IL

    Love large shaved cocks - w4m - 46 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    If you have a large shaved cock that has a curve(hook). I would be interested in occasional NSA Hookups. I’m a mature female with average body and large breast. Send me a pic to see if you are what I’m looking for.

  • Erotic baby doll next door - w4m - 27 - Chicago IL

    Erotic baby doll next door - w4m - 27 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    I am single sexy girl. Any boys want to come over and have some fun, stress relief. No drama, no games,100% real & looking for a real person to have a good time.

  • NSA FWB - Younger seeks older milf - m4w - 27 - Chicago IL

    NSA FWB - Younger seeks older milf - m4w - 27 - Chicago IL

    Men looking for Women Chicago (Illinois) July 17, 2026

    Searching for an older woman. I want you to take control of the bedroom and I’ll give you what you want. I eat pussy and can be as kinky as you want. NSA, FWB, MBA I’m 27, straight, 6’ 7”+ thick. Chicago proper, can’t host

  • Female Looking For Male - w4m - 35 - Chicago IL

    Female Looking For Male - w4m - 35 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    35 year old female looking for that someone special. Come see me tonight ill make all your fantasies come true. Im a hot woman 35 year old looking for fun. Hnu

  • Best friend eat my pussy - w4w - 29 - Chicago IL

    Best friend eat my pussy - w4w - 29 - Chicago IL

    Women looking for Women Chicago (Illinois) July 17, 2026

    I want a friend who i can chill with and please my pussy. Let me know if you’re interested. I want a female only.

  • Adult fun - w4m - 23 - Chicago IL

    Adult fun - w4m - 23 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    Hi guys looking for a little adult fun or just to relax Contact me.. mature kind guys only. CONTACT INFO pamelaa420@yahoo.com

  • Mommy looking for kinky daughter - w4w - 46 - Chicago IL

    Mommy looking for kinky daughter - w4w - 46 - Chicago IL

    Women looking for Women Chicago (Illinois) July 17, 2026

    I'm am mature white mommy that's looking for a younger girl to train and be submissive to me. If this is something you have been looking for please send an email.

  • Women Seeking Sex Partner - w4m - 26 - Chicago IL

    Women Seeking Sex Partner - w4m - 26 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    Want someone to come over now, maybe a one time thing well see. Don't care about your age, status, race, size. I want someone that knows what there doing to go down and make me cum.