CASUAL ENCOUNTERS Chicago

109 - 120 of 449 listings
Listings
  • Always home - w4m - 30 - Chicago IL

    Always home - w4m - 30 - Chicago IL

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

    Hi, Looking for now not later! Hope to hear from you soon! I ready fuck with you. I love to all years boy. I love a great playtime. if u serious reply soon.

  • Looking for someone who I can eat from feet all over to her lips - m4w - 47 - Chicago IL

    Looking for someone who I can eat from feet all over to her lips - m4w - 47 - Chicago IL

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

    I am 47 years old. If you are cute enough to eat you from feet all over to your lips, message me.

  • Looking for someone to join us for some fun - mw4w - Chicago IL

    Looking for someone to join us for some fun - mw4w - Chicago IL

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

    We are both in our thirties she is thick and nice looking to have a potential threesome or a worship session of her. Even though it can change into more fun this is mainly about finding a women that loves to play with a couple every so often. We cann...

  • Single guy for Sexy Couple play - m4mw - 36 - Chicago IL

    Single guy for Sexy Couple play - m4mw - 36 - Chicago IL

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

    Single guy looking for sexy couples for fun… I’m 8”…. Open minded non pushy. Go from mild to wild… let me know what you’re looking for

  • Any sexy ladies? - m4w - 36 - Chicago IL

    Any sexy ladies? - m4w - 36 - Chicago IL

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

    Single guy looking for females for any adult fun if you’re sexy I basically will do anything you want I am real 8 inches don’t be scared Hmu

  • Chicago 22 obedient Korean & puertorican slave - w4m - 22 - Chicago IL

    Chicago 22 obedient Korean & puertorican slave - w4m - 22 - Chicago IL

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

    Southside of Chicago I can host or I can drive to you! I live alone I'm discreet and real. Add me on s n a p c h a t for a quicker response or for previews & live video chat verification my add name is yazlingwongs

  • Single Guy for Sexy Couple or Single Females - m4mw - Chicago IL

    Single Guy for Sexy Couple or Single Females - m4mw - Chicago IL

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

    Hey I’m totally down to earth open minded non-pushy looking for either couples for fun or single females for the same I am open to ongoing situation as one night stands or even possible relationships I am well endowed feel free to contact me

  • A sexy girl that will turn your dream into a reality...Let get kinky, - w4m - Chicago IL

    A sexy girl that will turn your dream into a reality...Let get kinky, - w4m - Chicago IL

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

    I’m a kinkster who is into bondage, collar, leash, spanking, anal, toys, flogging, whipping, caning, nipple clamps, blindfolds, hair-pulling, choking, gagging, toy, anal, hot wax, power exchange, and role plays etc. Let's get kinky

  • Looking for Pampering and Soothing Hands - w4m - 37 - Chicago IL

    Looking for Pampering and Soothing Hands - w4m - 37 - Chicago IL

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

    Looking for a man that can use his hands well!! Looking for a good rubdown!! South suburbs of Chicago!! I come to you!!

  • ready to meet for adult fun - w4m - 32 - Chicago IL

    ready to meet for adult fun - w4m - 32 - Chicago IL

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

    i seek a casual encounter either discreet or not ,i can host ocassionally..i'm an adventourous lady that likes to try new things , satisfaction and fantasy exploring

  • Such a little cunt - t4m - 18 - Chicago IL

    Such a little cunt - t4m - 18 - Chicago IL

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

    I'm 18 skinny, 5’4, sissy, dresser, smooth blnd, drk, dressing, ddf, new to the area (from super small town Ohio) staying with a relative and working for them in Chicago for now. Discrete. Been mistaken for a girl all my life. Sexually speaking I am ...

  • Looking for something real and genuine Fun - w4m - 41 - Chicago IL

    Looking for something real and genuine Fun - w4m - 41 - Chicago IL

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

    I don't know if this will work, but I am looking for something real and long term. Someone willing to take the time to get to know each other and see where it goes. Please be in my age range and older. Shoot me an email if interested