CASUAL ENCOUNTERS Chicago
Listings
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Orgy - mw4t - 37/39 - Chicago IL
Couples looking for Trans Chicago (Illinois) May 21, 2026My wife and I are looking for 8 or more well endowed black and Latina transgender women who are top only to come and spend from a few days to a couple of weeks DOMINATING us from both ends at all angles
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Key - m4w - 32 - Chicago IL
Men looking for Women Chicago (Illinois) May 21, 2026Looking for casual encounter
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Group Fun - m4g - Chicago IL
Men looking for Group Chicago (Illinois) May 21, 2026Looking for any interested guys and a female for a fun casual hotel sex fun evening. No guy on guy. Needs to be discrete, safe, healthy but fun. May even look into an escort. HMU if anyone interested. Age, looks, size don’t matter; just need to be a ...
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Virgin guy looking for anything - m4w - 20 - Chicago IL
Men looking for Women Chicago (Illinois) May 21, 202620 year old virgin. Down for whatever you want. Cannot host, but willing to meet up. Contact me at (312) 919-9345
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42/y lonely women - w4m - 42 - Chicago IL
Women looking for Men Chicago (Illinois) May 21, 2026My husband will have no part in this and he will NOT know.I am looking for someone. I am open-minded.
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Seeking a friend, companion and lover, long or short term - m4w - 68 - Chicago IL
Men looking for Women Chicago (Illinois) May 21, 2026I am a 68 year old gentleman seeking a friend, companion and lover, long or short term. Age and race are non-important. I just want to make a lady happy again. No "hookups" or website referrals, please!
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Casual encounters - w4m - Chicago IL
Women looking for Men Chicago (Illinois) May 21, 2026I’m open to anything fun
Chocolate creme filled 37yr old female - w4m - 37 - Chicago IL
Women looking for Men Chicago (Illinois) May 21, 2026Hot sexy chocolate creme filled lusciously built willing and able brown skinned woman wide open now excepting loads!
Horny Girl Wanna Oral Love - w4m - 23 - Chicago IL
Women looking for Men Chicago (Illinois) May 21, 2026Hey guys I m a single sexy female just trying to have somefun tonight and fulfill your fantasy SEXT me. text me >
Bbc seeks fun - m4w - 37 - Chicago IL
Men looking for Women Chicago (Illinois) May 20, 2026Black male on the north side of the city looking for fun. I can host if needed. No issues with age or race. Please send a pic. Please don't waste time responding if you don't intend to meet.
Woman - w4m - Chicago IL
Women looking for Men Chicago (Illinois) May 18, 2026I love sex I love giving blow jobs My favorite is having sex with two or 3 guys at the same time… or even having sex and giving blowjobs while someone else watches! HMU let’s have some fun.
ANON RAW CUM DUMP searching for tops - m4m - 49 - Chicago IL
Men looking for Men Chicago (Illinois) May 18, 2026Horny, age 49, GWM bttm, 6'2", 235, is looking to host a raw top ANON into my northside apartment. My door unlocked. You find me on all fours, face down, ass up and spread. Fuck me till you cum in my hot tight ass, then take off. No small talk. Just ...