CASUAL ENCOUNTERS Chicago

229 - 240 of 452 listings
Listings
  • Best friend eat my pussy - w4w - 29 - Chicago IL

    Best friend eat my pussy - w4w - 29 - Chicago IL

    Women looking for Women Chicago (Illinois) September 14, 2026

    I want a friend who i can chill with and please my pussy. Let me know if you’re interested. I want a female only.

  • 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) September 14, 2026

    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 ...

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

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

    Couples looking for Couples Chicago (Illinois) September 14, 2026

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

  • New experiences - m4mw - 37 - Chicago IL

    New experiences - m4mw - 37 - Chicago IL

    Men looking for Couples Chicago (Illinois) September 14, 2026

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

  • Friends with benefits - w4w - 27 - Chicago IL

    Friends with benefits - w4w - 27 - Chicago IL

    Women looking for Women Chicago (Illinois) September 14, 2026

    27 yr old AA looking for a fwb. I’m 420 friendly I’m into breast play, oral, and grinding. NO MEN NO STUDS

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

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

    Women looking for Women Chicago (Illinois) September 14, 2026

    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) September 14, 2026

    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

  • 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) September 14, 2026

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

  • 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) September 14, 2026

    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.

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

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

    Men looking for Women Chicago (Illinois) September 14, 2026

    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...

  • 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) September 14, 2026

    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

  • Female Looking For Male - w4m - 35 - Chicago IL

    Female Looking For Male - w4m - 35 - Chicago IL

    Women looking for Men Chicago (Illinois) September 14, 2026

    35 year old female looking for that someone special. Come see me tonight ill make all your fantasies come true. Im a hot woman 35 year old looking for fun. Hnu