CASUAL ENCOUNTERS Chicago

109 - 120 of 448 listings
Listings
  • Enjoy long time - w4m - 32 - Chicago IL

    Enjoy long time - w4m - 32 - Chicago IL

    Women looking for Men Chicago (Illinois) June 16, 2026

    Hey, I am 32 years old but very sexy and hot. I like oral pressure & love to suck. I can host. Contact me with a pic. Thanks

  • 31 y/r old woman looking 4 s_ex minded men.! - w4m - 31 - Chicago IL

    31 y/r old woman looking 4 s_ex minded men.! - w4m - 31 - Chicago IL

    Women looking for Men Chicago (Illinois) June 16, 2026

    31 year old lady seeks a man for friendship and s_ex minded men. Your age is not important to me.

  • I Am Always Available And Ready To Have Fun - w4m - 33 - Chicago IL

    I Am Always Available And Ready To Have Fun - w4m - 33 - Chicago IL

    Women looking for Men Chicago (Illinois) June 16, 2026

    I’ve got the kinks to make sure you’re satisfied sexually and i’ll make sure you feel real pleasure and the limitless enthusiasm you’ve always wanted, with my tricks, you’ll spit your cum several times, you can’t wait to fuck this real pussy,,, Catch...

  • Looking for Female Sub - m4w - Chicago IL

    Looking for Female Sub - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) June 16, 2026

    Looking for sub female to call mine. Someone who loves to please and wants some attention. A nice sub who knows how to take orders and will do anything to please her Master. Serious inquires only!

  • Wanna suck a stranger - w4m - 27 - Chicago IL

    Wanna suck a stranger - w4m - 27 - Chicago IL

    Women looking for Men Chicago (Illinois) June 16, 2026

    I'm not single and need to be discreet. I've had a fantasy for a while now to suck off a complete stranger and take his load in my mouth. I don't want to have sex with you so don't ask please. Just suck you, take it in my mouth and maybe swallow plea...

  • 100% Real Local Hot Sexy Divorce Mom Looking For Special Fun - w4m - 32 - Chicago  IL

    100% Real Local Hot Sexy Divorce Mom Looking For Special Fun - w4m - 32 - Chicago IL

    Women looking for Men Chicago (Illinois) June 16, 2026

    Hey! Im 100% real 32 years Old local hot and horny sexy Milf Divorce Mom. I just want to enjoy sex ... All my picture 100% real you can see then knock me...! I want to explore fantasies...So only interested person text me with details abs a pic

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

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

    Women looking for Men Chicago (Illinois) June 16, 2026

    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 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) June 16, 2026

    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.

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

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

    Men looking for Couples Chicago (Illinois) June 16, 2026

    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) June 16, 2026

    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) June 16, 2026

    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.

  • 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) June 16, 2026

    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...