Chicago

61 - 72 of 474 listings
Listings
  • 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) June 1, 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) June 1, 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) June 1, 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

  • Miss peaches! - w4m - 33 - Chicago IL

    Miss peaches! - w4m - 33 - Chicago IL

    Women looking for Men Chicago (Illinois) June 1, 2026

    Gorgeous blonde staying downtown for a few weeks. Email me for further info. I look forward to hearing from you. Xoxo

  • Naughty and juicy - w4m - 26 - Chicago IL

    Naughty and juicy - w4m - 26 - Chicago IL

    Women for Men Chicago (Illinois) June 1, 2026

    I love making real connections with people from all over the world, who knows? We could get to know each other in a deeper level than you expected

  • ARE YOU A GREAT LOOKING YOUNGER GUY WITH GREAT FEET ? - m4m - 58 - Chicago IL

    ARE YOU A GREAT LOOKING YOUNGER GUY WITH GREAT FEET ? - m4m - 58 - Chicago IL

    Men looking for Men Chicago (Illinois) May 31, 2026

    I am a 58 year old GWM who wants to worship, smell and submit to the bare feet of young, good looking professional men and graduate students who enjoy having their bare feet massaged, smelled and worshiped while they read, work, text, do work at home...

  • Virtual sex - m4w - Chicago IL

    Virtual sex - m4w - Chicago IL

    Men for Women Chicago (Illinois) May 31, 2026

    I am looking for genial who is deprived of sex and wanting to indulge in virtual sex on video call Send me text with the photo of yours: +1 773-831-0315

  • Looking for a live-in sex slave - SexBnB w4m - 24 - Chicago IL

    Looking for a live-in sex slave - SexBnB w4m - 24 - Chicago IL

    Woman for Man Chicago (Illinois) May 31, 2026

    Hello! My name is Chelsea. I’m an exotic dancer here in Chicago. I’m looking for someone to stay at my home for free (plus a monthly allowance) in exchange for you being my personal sex slave. I’m into some kinky stuff like bondage and impact play. I...

  • Fast and honey - m4w - Chicago IL

    Fast and honey - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) May 31, 2026

    Looking for a woman who wants to have fun

  • Let me be your cream doll!! - w4m - Chicago IL

    Let me be your cream doll!! - w4m - Chicago IL

    Women looking for Men Chicago (Illinois) May 31, 2026

    Offering my time and a pleasurable experience !

  • Single woman - w4m - 32 - Chicago IL

    Single woman - w4m - 32 - Chicago IL

    Women looking for Men Chicago (Illinois) May 31, 2026

    I’m single ready for something serious, no kids

  • Birthday wish - m4w - 38 - Chicago IL

    Birthday wish - m4w - 38 - Chicago IL

    Men looking for Women Chicago (Illinois) May 31, 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.