Chicago

49 - 60 of 480 listings
Listings
  • Sexy brunette - w4m - 29 - Chicago IL

    Sexy brunette - w4m - 29 - Chicago IL

    Women looking for Men Chicago (Illinois) October 25, 2026

    Hey guys, I'm Ashly brown 29 years old brunette girl looking to have some fun with a hot guy, maybe multiple. I'm super horny right now. I'm 5'7 and 135 lbs skinny. Pretty big tits too. Send me a and i'll send one back ;) thanks! Let's get this going...

  • 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) October 25, 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!!!

  • Innocent Latina - w4m - 19 - Chicago IL

    Innocent Latina - w4m - 19 - Chicago IL

    Women looking for Men Chicago (Illinois) October 25, 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) October 25, 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 ...

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

    Alone and need company - w4m - 31 - Chicago IL

    Women looking for Men Chicago (Illinois) October 25, 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) October 25, 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

  • Black Magic - m4w - 35 - Chicago IL

    Black Magic - m4w - 35 - Chicago IL

    Men looking for Women Chicago (Illinois) October 25, 2026

    Lets have some fun!

  • BBC for fun tonight - m4w - Chicago IL

    BBC for fun tonight - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) October 24, 2026

    Black male on the north side of the city looking for a woman to have fun with today. Open to all races. Please send a pic. Please respond if you’re serious about meeting.Thanks. onlyj85 k I k

  • Bbc seeks fun - m4w - 37 - Chicago IL

    Bbc seeks fun - m4w - 37 - Chicago IL

    Men looking for Women Chicago (Illinois) October 24, 2026

    Black 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.

  • Pleasure to meet you - m4w - Chicago IL

    Pleasure to meet you - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) October 24, 2026

    I want to pleasure your mind. Lick you pussy. Massage your body. Listen to you speak. And fuck till we drop

  • Ready for some fun and excitement - w4m - 25 - Chicago IL

    Ready for some fun and excitement - w4m - 25 - Chicago IL

    Women looking for Men Chicago (Illinois) October 24, 2026

    Hey! I’m available for some fun and excitement. I’m super clean and can bare back. I enjoy kissing cuddling and I can also squirt if you play the game well. Let’s meet and have a great time together

  • Single mom need discreet Hook - w4m - 37 - Chicago IL

    Single mom need discreet Hook - w4m - 37 - Chicago IL

    Women looking for Men Chicago (Illinois) October 24, 2026

    I am looking for a man between25-46 to have very discreet sexy time with. I am bored at work and looking for a toy to play with when I go home for lunch. I Can host. Not looking for drama and not looking to cause drama. Just want some action. Text me