CASUAL ENCOUNTERS Chicago

409 - 420 of 449 listings
Listings
  • Looking for nsa fun sex - m4w - 30 - Chicago IL

    Looking for nsa fun sex - m4w - 30 - Chicago IL

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

    Looking to have some fun with a hot girl. I’m an open mind person so don’t be shy hmu let’s try new things...

  • Busco mirar pareja hacer el amor - m4mw - 38 - Chicago IL

    Busco mirar pareja hacer el amor - m4mw - 38 - Chicago IL

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

    Hola, Busco una pareja que quiera que los miren haciendo el amor. He salido con parejas en el pasado. Me encanta poder conocer parejas y que me agarren confianza. Es algo muy bonito cuando una mujer hogarenia se abre a algo nuevo asi y la mujer como ...

  • Muy caliente - m4w - 35 - Chicago IL

    Muy caliente - m4w - 35 - Chicago IL

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

    Hola soy juan me gusta mucho el sexo soy muy caliente busco una nenita caliente de 20 hasta los 45 si eres tu llamame la pasaremos rico. juan69

  • BBC for fun tonight - m4w - Chicago IL

    BBC for fun tonight - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) June 15, 2026

    Black male on the north side of the city looking for a woman to have fun with today. Open to all races. Please send a pic. Please respond if you’re serious about meeting.Thanks. onlyj85 k I k

  • Sensual Massage and a Licking - m4w - Chicago IL

    Sensual Massage and a Licking - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) June 15, 2026

    First I will give you a long, slow, sensual massage. Ill rub every inch of you thoroughly. Then when you are ready, I will lick every inch of you. Lets see how many times you can cum.

  • Ready for some fun and excitement - w4m - 25 - Chicago IL

    Ready for some fun and excitement - w4m - 25 - Chicago IL

    Women looking for Men Chicago (Illinois) June 15, 2026

    Hey! I’m available for some fun and excitement. I’m super clean and can bare back. I enjoy kissing cuddling and I can also squirt if you play the game well. Let’s meet and have a great time together

  • AA Female to Male Trans Seeking Chubby SWM with SWC for face fucking - t4m - Chicago IL

    AA Female to Male Trans Seeking Chubby SWM with SWC for face fucking - t4m - Chicago IL

    Trans looking for Men Chicago (Illinois) June 14, 2026

    Looking for a single white male older than 40 please. I mean creepy like "Motel in the middle of the night" Type creep. Not looking for Sensual or compassionate. I'm located in Edgewater, Chicago, Illinois. I DO NOT HOST. DONT ASK. My apartment was v...

  • Exploring euphoria - w4m - 52 - Chicago IL

    Exploring euphoria - w4m - 52 - Chicago IL

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

    Want to enhance sexual euphoria

  • Big clit fun - w4m - Chicago IL

    Big clit fun - w4m - Chicago IL

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

    Come pull, slap, suck, and jerk my big clit

  • Let me be your getaway! Hit me - w4m - 21 - Chicago IL

    Let me be your getaway! Hit me - w4m - 21 - Chicago IL

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

    Fun and flirty hot and steamy 21 year old. Don’t hesitate to Reach out to me. (Safe and clean)

  • Sexy CD Bottom White Shaved Ass Sissy is Looking For a Top in South Suburb - c4m -Chicago IL

    Sexy CD Bottom White Shaved Ass Sissy is Looking For a Top in South Suburb - c4m -Chicago IL

    Crossdresser looking for Men Chicago (Illinois) June 14, 2026

    Hi, I am a sexy CD bottom, white, safe, clean, great hygiene, shaved smooth legs and ass, I am looking for a top. Educated, I have a Bachelor of Arts degree in Cockology (major in sucking and licking). I can host with advance notice. I can travel. Op...

  • Young Married Unhappy At Home - w4m - 28 - Chicago IL

    Young Married Unhappy At Home - w4m - 28 - Chicago IL

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

    I am not getting what I need at home.I'm looking to have an ongoing affair with a discreet man. No feelings, just fun. I have no intentions of leaving my husband. Shoot me Interested? Then contact me here. Serious inquiries only!