CASUAL ENCOUNTERS Chicago

397 - 408 of 449 listings
Listings
  • Looking for mature couple - m4mw - 41 - Chicago IL

    Looking for mature couple - m4mw - 41 - Chicago IL

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

    Clean descreet male looking to join a clean mature couple for naughty encounter hope to hear from u

  • Married couple looking for ongoing - mw4mw - 47/46 - Chicago IL

    Married couple looking for ongoing - mw4mw - 47/46 - Chicago IL

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

    We are in our 40s, tall white, hwp, ddf. John is 6ft 1, with a thick, but not too big 7+ inch member that fits perfectly in my behind. Great endurance, loves to please. I'm Denise, 6ft tall with a great looking tight behind that I will show you more ...

  • couple seeks couple for fun time - mw4mw - 30/29 - Chicago IL

    couple seeks couple for fun time - mw4mw - 30/29 - Chicago IL

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

    We are both really hoping to meet a similar couple in age for licking, sucking and fucking fun. We are 30 m and 29 f years old and would like to meet other couples for some romantic time

  • good looking man looking for couple - m4mw - 30 - Chicago IL

    good looking man looking for couple - m4mw - 30 - Chicago IL

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

    I'm good-looking man 30 years seeking a couple who is looking for a third in the bedroom.I am nice guy and I am clean and D/D free .Hoping to hear from a nice couple.

  • Looking for a playmate - mw4w - 54/52 - Chicago IL

    Looking for a playmate - mw4w - 54/52 - Chicago IL

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

    Looking for a female to have a night of fun and uninhibited pleasure. My wife is 52 very bi and hot. I'm 54 but look very young for my age. We can host in our home. Must be clean and open to trying new things. Can be more then a one night deal if the...

  • looking for a discreet third - mw4m - 54/52 - Chicago IL

    looking for a discreet third - mw4m - 54/52 - Chicago IL

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

    Couple looking to add a discreet third. Someone laid back and chilled. We are free tonight and looking to possibly hang out maybe here at the house, that way if things head in that direction we can get right to it. Anyway, looking for someone who lov...

  • Couple seeking nsa women - mw4w - 47/46 - Chicago IL

    Couple seeking nsa women - mw4w - 47/46 - Chicago IL

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

    Open to exploring with another female (3some, girl on girl or other games) one night or more depends from the situation.

  • seeking for a couple - mw4mw 25/23 - Chicago IL

    seeking for a couple - mw4mw 25/23 - Chicago IL

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

    Hi we are a couple 25m/23f looking for another couple or a woman to have a good time together. Please no single men. Contact us only if you're serious interested and real.

  • I want to make u shake in excitement - t4m - Chicago IL

    I want to make u shake in excitement - t4m - Chicago IL

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

    if u want a amazing tranny... hit me up.

  • Ts Latona exotica - t4m - Chicago IL

    Ts Latona exotica - t4m - Chicago IL

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

    HolA chicos soy una chica transexual. Estoy aquí en la zona media para divertirme con chicos grandes o ponies

  • BBC For Couples - m4mw - 33 - Chicago IL

    BBC For Couples - m4mw - 33 - Chicago IL

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

    Blk Male, 5’ 9”, D&D free, 9 1/2". Seeking COUPLES in Chicago ONLY, 25-50, D&D free, (BBW's/SSBW's/Worshippers/Cuckolds welcome). NO HEAD GAMES, NO DRAMA, NO E-MAIL TAG. Contact me WITH A CURRENT PIC-DESCRIPTION for REAL MEETS ONLY

  • Oral Bi male for couples play - m4mw - 42 - Chicago IL

    Oral Bi male for couples play - m4mw - 42 - Chicago IL

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

    I’m a oral submissive mwm looking for fun. I’m mwm, chubby, very clean, with 7” cock, heavy cummer. I love giving oral while your partner watches. Enjoy eating her while you fuck her too. I’m fun and open to most fun things. Age/size not an issue, le...