CASUAL ENCOUNTERS Chicago

289 - 300 of 451 listings
Listings
  • Bisexual Lady - w4w - 54 - Chicago IL

    Bisexual Lady - w4w - 54 - Chicago IL

    Women looking for Women Chicago (Illinois) July 17, 2026

    Bisexual lady looking for females only. I’m just basically looking for someone to hang out with and hopefully have fun. I drink socially. I prefer ages 45-60, but open to younger.

  • Need partner - w4m - 27 - Chicago IL

    Need partner - w4m - 27 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    Are you serious? Contact me at ### lovebird9427@gmail.com

  • Looking for M and W to Make Amateur Video - m4g - Chicago IL

    Looking for M and W to Make Amateur Video - m4g - Chicago IL

    Men looking for Group Chicago (Illinois) July 17, 2026

    Looking to make an Amateur Private Video, Im white bi male fit looking for someone who would like me to dress for them and crossdress for the video and need someone who can video me seducing men and shooting their loads in my face and mouth, Women;av...

  • would love to watch - m4mw - 56 - Chicago IL

    would love to watch - m4mw - 56 - Chicago IL

    Men looking for Couples Chicago (Illinois) July 17, 2026

    So I'm looking for a discrete couple that would let me watch them go at it. I can join if you want but would be just fine with watching from the side. I could even film it for you if you want something filmed.

  • Looking for attractive person  to video us. - mw4m - 42/42 - Chicago IL

    Looking for attractive person to video us. - mw4m - 42/42 - Chicago IL

    Couples looking for Men Chicago (Illinois) July 17, 2026

    Hi, thx 4 reading. We are an attractive couple looking for a fit attractive guy(preferably) to video us. Will consider fit attractive lady. Will provide additional details after responses reviewed. Please reply if interested, send pic and stats and w...

  • I want your ..... - m4m - 60 - Chicago IL

    I want your ..... - m4m - 60 - Chicago IL

    Men looking for Men Chicago (Illinois) July 17, 2026

    60 5.10 160 limp dick would love to get you hard then bend over and take your load in my ass I can host weekday mornings after 9am

  • Cute & Sexy Girl Waiting For Bedroom Sex Tonight - w4m - 24 - Chicago IL

    Cute & Sexy Girl Waiting For Bedroom Sex Tonight - w4m - 24 - Chicago IL

    Women looking for Men Chicago (Illinois) July 17, 2026

    I'm 24yrs old horny woman but not getting what I need at home. Hoping to find a guy in the same situation. No strings. No drama..My personal number (210) 742-7361 me here. I am waiting for your text.

  • Lick you - m4w - 55 - Chicago IL

    Lick you - m4w - 55 - Chicago IL

    Men looking for Women Chicago (Illinois) July 17, 2026

    Clean, DDF, near O'Hare. Looking for a clean, DDF female who loves to receive oral pleasure on a regular basis. Not looking for anything in return just love to do it. 55, down to earth, regular guy who just loves to orally please a woman. Looking for...

  • Hung looking for a fwb - m4w - 46 - Chicago IL

    Hung looking for a fwb - m4w - 46 - Chicago IL

    Men looking for Women Chicago (Illinois) July 17, 2026

    Looking for regular pussy to fuck.hung here

  • Your wifes panties (south suburbs) - m4mw - 36 - Chicago IL

    Your wifes panties (south suburbs) - m4mw - 36 - Chicago IL

    Men looking for Couples Chicago (Illinois) July 17, 2026

    Im looking for someone that gets turned on by the idea of another guy sniffing his wifes panties. Im on the south suburbs i would like to stop by your place pick up some worn panties and send you a pick of what i do with them. Or more if we click?

  • New experience - w4w - 26 - Chicago IL

    New experience - w4w - 26 - Chicago IL

    Women looking for Women Chicago (Illinois) July 17, 2026

    I have a boy friend who is very supportive of my desires. I'm not fussy, but must be clean and nice. If I don't contact you it's because I don't think we match. NO PIC NO ANSWER

  • Virgin looking for help - m4w - 21 - Chicago IL

    Virgin looking for help - m4w - 21 - Chicago IL

    Men looking for Women Chicago (Illinois) July 17, 2026

    21 year old virging looking for a patient women to take my virginity. I have zero experience and need someone that will take theyre time a d really teach me to please them. I cant host but am willing to travel. Im not super picky and kinda desperate ...