CASUAL ENCOUNTERS Chicago

277 - 288 of 449 listings
Listings
  • Seeking discreet female only fun - w4w - 37 - Chicago IL

    Seeking discreet female only fun - w4w - 37 - Chicago IL

    Women looking for Women Chicago (Illinois) April 29, 2025

    I don’t care what your situation is as long as you’re clean and honest and want to engage in some ONE ON ONE female to female play. It is very simple. If you wanna actually be friends that’s cool too but basically I just want to make each other cum a...

  • Couple wants to swap - mw4mw - 36/34 - Chicago IL

    Couple wants to swap - mw4mw - 36/34 - Chicago IL

    Couples looking for Couples Chicago (Illinois) April 29, 2025

    We're hoping to meet a like-minded couple to have some fun with. We've done this a couple of times now, but we're still pretty new at it. Send us through pictures of your pussy, cock, as well as your faces Thanks

  • open minded - m4mw - 32 - Chicago IL

    open minded - m4mw - 32 - Chicago IL

    Men looking for Couples Chicago (Illinois) April 29, 2025

    Well Educated, respectful, clean, fit and Handsome single male looking to meet like-minded couples. It is my first time and love to meet a down to earth couple. Can host but willing to travel too. No endless emails and send a pic to verify you are re...

  • Couple 4 couple - 31/30 - Chicago IL

    Couple 4 couple - 31/30 - Chicago IL

    Couples looking for Couples Chicago (Illinois) April 29, 2025

    Me and my bf want to spice things up and would like for another couple to join us. Open minded couples only.

  • Married couple looking for another couple - mw4mw - 50/48 - Chicago IL

    Married couple looking for another couple - mw4mw - 50/48 - Chicago IL

    Couples looking for Couples Chicago (Illinois) April 29, 2025

    We're fun outgoing I have lots of tattoos and we want to try something new we want to try a couples swap

  • Hot bi couple looking for the same - 37/35 - Chicago IL

    Hot bi couple looking for the same - 37/35 - Chicago IL

    Couples looking for Couples Chicago (Illinois) April 29, 2025

    Looking for kinky couples. We've both done this before in previous relationships, but its our first time doing so together. He is bi and has a thick 7' cock and great stamina. She is bi, not timid at all, and knows how to give pleasure. Send us some ...

  • 23 year old fem looking for fem - w4w - 23 - Chicago IL

    23 year old fem looking for fem - w4w - 23 - Chicago IL

    Women looking for Women Chicago (Illinois) April 29, 2025

    I am a horny 23 year old bisexual girl looking for a dtf female that wants to eat my wet pussy. Email for more info.

  • Young couple looking fun - mw4mw - 22/20 - Chicago IL

    Young couple looking fun - mw4mw - 22/20 - Chicago IL

    Couples looking for Couples Chicago (Illinois) April 29, 2025

    Looking for fun for me and my gf so looking for another couple or a single female. NO SINGLE MEN

  • Northside BBC descreet for ongoing - m4w - 25 - Chicago IL

    Northside BBC descreet for ongoing - m4w - 25 - Chicago IL

    Men looking for Women Chicago (Illinois) April 29, 2025

    I'm 25, 5'10 180lbs and I can host I have a strong sex drive and I will fuck the shit out of you every chance I get. I stay on the Northside please text me with a pic when you are free and what you are looking for. I have pics to sans back 773 824 18...

  • New experiences - m4mw - 37 - Chicago IL

    New experiences - m4mw - 37 - Chicago IL

    Men looking for Couples Chicago (Illinois) April 29, 2025

    Looking to try something new and get a experience of a life time that I wont ever forget. So hit me uo please

  • Let's 69, oral for oral - m4w - 58 - Chicago IL

    Let's 69, oral for oral - m4w - 58 - Chicago IL

    Men looking for Women Chicago (Illinois) April 29, 2025

    Older white married male age 58 DDF Looking for younger Female above age 30 ALL OUT SAFE SEX, NSA ONLY Love oral for both of us My wife can't have sex, knows I am looking ABSOLUTELY NO WEB LINKS NO pay to play MUST BE LOCAL

  • FWB wanted - w4m - 25 - Chicago IL

    FWB wanted - w4m - 25 - Chicago IL

    Women looking for Men Chicago (Illinois) April 29, 2025

    Hey there? I am 25 years interested in mutual oral, 69, body contact and nipple play. I am easy going, very clean, discrete and ddf. I expect the same. Im cute and horny girl. I just need some hookup tonight. I can host or come to your place. So ,Are...