CASUAL ENCOUNTERS Chicago

205 - 216 of 459 listings
Listings
  • Man Seeking Couples And Women - m4mw - 41 - Chicago IL

    Man Seeking Couples And Women - m4mw - 41 - Chicago IL

    Men looking for Couples Chicago (Illinois) November 22, 2025

    Fun and easy going male seeks couples and women for fun times. Love pampering females, give great erotic massages with special attention to those sensitive area.

  • Married couple in 40’s looking for couple for fun - mw4mw - 44/42 - Chicago IL

    Married couple in 40’s looking for couple for fun - mw4mw - 44/42 - Chicago IL

    Couples looking for Couples Chicago (Illinois) November 22, 2025

    We are a married couple in our 40’s looking for couple for fun times in and out of the bedroom. Experienced here. Clean, discreet, D/D Free!! She is shy at first but warms up quickly. We enjoy playing together as well as alone separate rooms can be g...

  • Looking for a toy - mw4m - 35/32 - Chicago IL

    Looking for a toy - mw4m - 35/32 - Chicago IL

    Couples looking for Men Chicago (Illinois) November 22, 2025

    My man and I want a well endowed male to meet us for some fun. We are looking for a good long fat cock not over 45.

  • Your Pretty Little Blonde Princess - w4m - 21 - Chicago IL

    Your Pretty Little Blonde Princess - w4m - 21 - Chicago IL

    Women looking for Men Chicago (Illinois) November 22, 2025

    Hello, my name is Julyssa. I'm a 21 year old blonde beauty with a great body and soft flawless skin. My personality is warm and inviting. I also have an adventurous and naughty side which I would like to explore with you. I can give you the experienc...

  • Hot Sexy Girl For Your Dick - w4m - 31 - Chicago IL

    Hot Sexy Girl For Your Dick - w4m - 31 - Chicago IL

    Women looking for Men Chicago (Illinois) November 22, 2025

    I'm a 31 years old sexy girl bored and alone. I'm ready for everything. I love having fun need someone to come play with & Hookup. I am so horny and need sex. I can host. I'm 5'6" and 150 lbs. I have 34D size b00bs. You can play with my b00bs for...

  • Fuck me Hardly without condom !!!! - w4m - 28 - Chicago IL

    Fuck me Hardly without condom !!!! - w4m - 28 - Chicago IL

    Women looking for Men Chicago (Illinois) November 22, 2025

    Looking for a guy who likes to eat pussy and maybe fu…ck. Must be discreet must reply with age, description and location. Must be into my body and like to make me cUUUUm. text me

  • HELLO THERE I’M AVAILABLE - w4m - 25 - Chicago IL

    HELLO THERE I’M AVAILABLE - w4m - 25 - Chicago IL

    Women looking for Men Chicago (Illinois) November 22, 2025

    ARE YOU FEELING LONLY? TEXT ME! ARE YOU LOOKING FOR THE WOMAN TO FULFIL YOUR NEEDS TONIGHT THEN YOU FOUND HER, SHE'S ME. HMU CUM AND GET THIS WET PUSSY AND READYMOUTH. SERIOUS INQUIRIES ONLY I AM SWEET LIKE CANDY TEXT ME OK FACETIME & GREEK

  • Looking for a freak! - mw4w - 29/27 - Chicago IL

    Looking for a freak! - mw4w - 29/27 - Chicago IL

    Couples looking for Women Chicago (Illinois) November 22, 2025

    Married african american couple looking for a freak to join us in 3some. I wanna share my man and his big dick. I wanna play with your pussy too. Any race/age is welcome.

  • Looking for partner for MMF threesome - mw4m - 34/33 - Chicago IL

    Looking for partner for MMF threesome - mw4m - 34/33 - Chicago IL

    Couples looking for Men Chicago (Illinois) November 22, 2025

    34y/o black male and 33 black female looking for verse/bottom for MMF threesome, preferably bi black 21-35. Couples are also acceptable. No pic no answer.

  • BBC Fun.... - mw4m - 31/31 - Chicago IL

    BBC Fun.... - mw4m - 31/31 - Chicago IL

    Couples looking for Men Chicago (Illinois) November 22, 2025

    30 somethings white couple here, my GF has wanted to experiment with showing off in public and having BBC surround her. Anyone know a hidden spot she can find some action at to get her started.... Cant miss her pale white skin Strawberry Blonde hair ...

  • AA Female Seeking Same - w4w - 20 - Chicago IL

    AA Female Seeking Same - w4w - 20 - Chicago IL

    Women looking for Women Chicago (Illinois) November 22, 2025

    20 y.o. AA female looking for sensual time with another woman. I can travel to anywhere in NYC or split a room. I love to lick and be licked. You should too. No men and no couples, PLEASE. Video chat is a must before meeting.

  • Hot young CD for Older Daddy - m4m - 29 - Chicago IL

    Hot young CD for Older Daddy - m4m - 29 - Chicago IL

    Men looking for Men Chicago (Illinois) November 22, 2025

    Hi Gents! I’m very easy going, on the shy side. I love to cater to TOP Gents. I love to crossdress, I have a large collection of panties, thongs, suits, and heels to model for you. I have a tall slender body, all smooth. I do enjoy receiving oral, to...