CASUAL ENCOUNTERS Chicago

409 - 420 of 450 listings
Listings
  • Birthday wish - m4w - 38 - Chicago IL

    Birthday wish - m4w - 38 - Chicago IL

    Men looking for Women Chicago (Illinois) September 26, 2026

    6/14 is my birthday. At the moment, I’m a virgin. My wish for this birthday is to be able to lose my virginity and get laid. That would be the greatest birthday present. I can get anyone able to help me.

  • Let's have fun - m4w - Chicago IL

    Let's have fun - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) September 26, 2026

    Looking to just fuck hit me up 7734577545 or 3128028358

  • Woman touch - w4w - Chicago IL

    Woman touch - w4w - Chicago IL

    Women looking for Women Chicago (Illinois) September 26, 2026

    Latina woman looking to have some good time with another woman.

  • Innocent Latina - w4m - 19 - Chicago IL

    Innocent Latina - w4m - 19 - Chicago IL

    Women looking for Men Chicago (Illinois) September 26, 2026

    Looking for a man who want to have a good time with me

  • Amazing affair - m4w - 34 - Chicago IL

    Amazing affair - m4w - 34 - Chicago IL

    Men looking for Women Chicago (Illinois) September 26, 2026

    Just like the title says, just looking for an amazing affair. Please don't get it wrong in not looking to change your status or mine for that matter. Just looking to bring back what's no longer there. You know, the surprise, the butterflies, the fun ...

  • freinds with benefits chicago southwest suburbs - m4w - 40 - Chicago IL

    freinds with benefits chicago southwest suburbs - m4w - 40 - Chicago IL

    Men looking for Women Chicago (Illinois) September 26, 2026

    Lets link up for a coffee or a wine, and take it from there

  • 38 AA MALE LOOKING TO HAVE SOME FUN - m4w - 38 - Chicago IL

    38 AA MALE LOOKING TO HAVE SOME FUN - m4w - 38 - Chicago IL

    Men looking for Women Chicago (Illinois) September 26, 2026

    I am a 38 year old african american male looking for some casual fun with a female who is interested in the same. Reach me at (224) 407-5660 for more information.

  • Mrs.- w4w - 41 - Chicago IL

    Mrs.- w4w - 41 - Chicago IL

    Women looking for Women Chicago (Illinois) September 26, 2026

    41 years old f looking for female/couples to have fun in Chicago area

  • Looking for guys to cream on these(46ddd tits - m4m - 42 - Chicago IL

    Looking for guys to cream on these(46ddd tits - m4m - 42 - Chicago IL

    Men looking for Men Chicago (Illinois) September 26, 2026

    I'm a male looking for guys and transgenders and crossdressers to cream on these big boobs.love hot white cream.send me a message soon.Love all size cocks.

  • Unhappy horny mom looking for roommm - w4m - 28 - Chicago IL

    Unhappy horny mom looking for roommm - w4m - 28 - Chicago IL

    Women looking for Men Chicago (Illinois) September 26, 2026

    Hey..!I'm emily.28years women looking free & good minded man,wanttofull sex without condom. fun, lets talk and see what we think. Please serious inquiries only!!!

  • Alone and need company - w4m - 31 - Chicago IL

    Alone and need company - w4m - 31 - Chicago IL

    Women looking for Men Chicago (Illinois) September 26, 2026

    Hey guys! If you want to come over and have some fun. You must be clean and respectful. Text Me

  • Bear Looking To Pound and More - m4m - 36 - Chicago IL

    Bear Looking To Pound and More - m4m - 36 - Chicago IL

    Men looking for Men Chicago (Illinois) September 26, 2026

    Bear male in Chicago looking in city or Surrounding for oral, anal, spanking, eating ass, shower play or more. Cannot host but can come. 5’10” 240 black hair dark brown eyes can be your daddy or big bro love roleplay and mild to wild