CASUAL ENCOUNTERS Chicago

217 - 228 of 459 listings
Listings
  • Horny, relaxed, passionate guy seeks hot sexy time - m4w - 24 - Chicago IL

    Horny, relaxed, passionate guy seeks hot sexy time - m4w - 24 - Chicago IL

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

    Yeah you heard me. Hot sexy time. Chill 24 year old just posting this for the hell of it! Wanting to discreetly hookup with someone relaxed or kinky. Age doesnt matter. Body type doesnt really matter. Just shoot me a reply, lets have fun. I love to p...

  • Unmarried (single) lady looking for a good nsa fucker - w4m - 34 - Chicago IL

    Unmarried (single) lady looking for a good nsa fucker - w4m - 34 - Chicago IL

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

    I m a single young lady and I would like to meet a guy to have a no strings relationship. I live by myself so I am able to host you I am real!!! Looking for some fun. I’m new to this site, hopefully it works :-)

  • Snicker with lots of nut - Who wants to take a bite? - m4w - 50 - Chicago IL

    Snicker with lots of nut - Who wants to take a bite? - m4w - 50 - Chicago IL

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

    AA DDF, STD, Covid Free male looking to open you up two continents and allow my tongue to lick all of that sweet nectar from down under then stroke new life with this Jamaican curve (JamRoc). Lots of loads from both of us. I have great stamina and ex...

  • Midnight looking for a clean and sexy girl - w4w - 24 - Chicago IL

    Midnight looking for a clean and sexy girl - w4w - 24 - Chicago IL

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

    I am looking for casual friend, no age range . I'm 24 and attractive ;) I'm clean and safe, trying new things. and expect the same. If u are interested, Te-xt me n-ow. I a-m wa-it--ing f-or y-ou.

  • Hungry Divorced MOM Looking- For A GOOD SEX- PARTNER - w4m - 33 - Chicago IL

    Hungry Divorced MOM Looking- For A GOOD SEX- PARTNER - w4m - 33 - Chicago IL

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

    Hey I am 33yrs old lonely, bored, horny, divorced mom. Looking for someone to sex with me. I am ****and need to get off. If this is you then hit me. Age no problem….

  • sub looking for a dom++ - w4m - 27 - Chicago IL

    sub looking for a dom++ - w4m - 27 - Chicago IL

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

    Hi, Im a married 27 yr old sub looking for a dom. Yes, you read that right. No, Im not cheating, my husband is well aware and we have an agreement. Now, if thats not a problem for you I will continue. Im new to the kink and Im looking for a dom to tr...

  • Blowjob Tonight - w4m - 34 - Chicago IL

    Blowjob Tonight - w4m - 34 - Chicago IL

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

    Need a good blowjob tonight..I’m out and about and needing a clean dick to suck. No games or bs i cum in drain your nuts and leave. If you interested, please contact me

  • no strings - w4m - 32 - Chicago IL

    no strings - w4m - 32 - Chicago IL

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

    Married, attractive female looking to give a discreet, no strings blowjob I'm ready for any and everything,

  • Single Sexy Young Girl Soft Tight Pussy Wanna Fuck - w4m - 24 - Chicago IL

    Single Sexy Young Girl Soft Tight Pussy Wanna Fuck - w4m - 24 - Chicago IL

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

    I am looking for an older guy between 28-45 to be a low key fwb. I'm 24, 5'3 and pretty. Please reply with a pic!

  • Sexyitalian - w4m - 43 - Chicago IL

    Sexyitalian - w4m - 43 - Chicago IL

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

    I'm looking for fun dirty sex... . Im open minded and enjoy sex.....

  • Let’s play - m4m - 42 - Chicago IL

    Let’s play - m4m - 42 - Chicago IL

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

    I can host. I am 42 fit ddf and discreet. Reply with pics

  • Newly single lesbian - w4w - 32 - Chicago IL

    Newly single lesbian - w4w - 32 - Chicago IL

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

    Petite attractive newly single fem lesbian looking for an aggressive lesbian or butch to trib and cum all over my fat long clit. Also interested in bi-curious older women who want to put out their fire. Not looking for back and forth let’s just do it...