Chicago

205 - 216 of 478 listings
Listings
  • Unhappy_older_Woman - w4m - 35 - Chicago IL

    Unhappy_older_Woman - w4m - 35 - Chicago IL

    Women looking for Men Chicago (Illinois) May 18, 2026

    I am unhappy and lonely fun sexy horny milf looking to get off.. Pic swap.. And maybe meet if the vibe is right.Shaved, wet and ready. I just want someone who can make me happy

  • Couple looking for a male to join - mw4m - 38/37 - Chicago IL

    Couple looking for a male to join - mw4m - 38/37 - Chicago IL

    Couples looking for Men Chicago (Illinois) May 18, 2026

    We are a married couple looking to spice things up. Looking for an attractive, tall strong male between 30-45. (Hung would be nice too). Meetups mostly would be late night on weekends. Love to find the right person for a regular meet up. Message me i...

  • Looking to host couple in downtown Hotel - m4mw - 54 - Chicago IL

    Looking to host couple in downtown Hotel - m4mw - 54 - Chicago IL

    Men looking for Couples Chicago (Illinois) May 18, 2026

    I am 54, attractive old man staying in Downtown at a nice hotel and would love to host a couple tonight. I am bisexual and love to please both sexes. I open minded and happy to play any role that would make you happy.

  • Fun filled guy - m4w - 33 - Chicago IL

    Fun filled guy - m4w - 33 - Chicago IL

    Men looking for Women Chicago (Illinois) May 18, 2026

    Looking for beautiful ladies in the area to get together with and have a good time satisfy both are sexual needs. Love eating a sweet little psssy before this dick gets wet, if you thing I should get a taste of that pussy shoot me a message

  • PnP anyone? - m4m - 36 - Chicago IL

    PnP anyone? - m4m - 36 - Chicago IL

    Men looking for Men Chicago (Illinois) May 18, 2026

    Anybody down to pnp and get super spn while teaching a straight masculine whiteboy a lil less masculine? Show me what it’s like to not be in charge? I’m Looking for a FWB to party with and have dirty fun with on the super dL. Must be super discreet. ...

  • Love large shaved cocks - w4m - 46 - Chicago IL

    Love large shaved cocks - w4m - 46 - Chicago IL

    Women looking for Men Chicago (Illinois) May 18, 2026

    If you have a large shaved cock that has a curve(hook). I would be interested in occasional NSA Hookups. I’m a mature female with average body and large breast. Send me a pic to see if you are what I’m looking for.

  • Horny wife seeking a fwb - w4m - 41 - Chicago IL

    Horny wife seeking a fwb - w4m - 41 - Chicago IL

    Women looking for Men Chicago (Illinois) May 18, 2026

    41 year old female seeking a friend with benefits relationship. Age and relationship status does not matter.I can host....

  • Looking for a fun kinky couple - m4mw - 49 - Chicago IL

    Looking for a fun kinky couple - m4mw - 49 - Chicago IL

    Men looking for Couples Chicago (Illinois) May 18, 2026

    Looking for a fun kinky couple couple. I’m a good looking WM 49 yo, 7” and very thick. I really get off to having sex with another’s mans girl with him or him watching I’m looking for a laid back couple that likes to have fun. Your pics will get mine...

  • Lets Hookup an have fun - w4m - 24 - Chicago IL

    Lets Hookup an have fun - w4m - 24 - Chicago IL

    Women looking for Men Chicago (Illinois) May 18, 2026

    I Am Always Available And Ready To Have Fun ...Must be discreet and ddf... I am really young horny hot looking alluring woman.......If you wanna hook up then hit me up with your cell number. I'll text back with good pics and perhaps we can play.

  • Couple seeking couple for adult fun - 35/32 Chicago IL

    Couple seeking couple for adult fun - 35/32 Chicago IL

    Couples looking for Couples Chicago (Illinois) May 18, 2026

    We are clean, fit, ddf and discreet, seeking a couple to show us around and host a night of Xtra fun with us. We are open minded and looking to spice up our lives and yours too.

  • Clean and discreet bottom looking for black men only! - m4m - 31 - Chicago IL

    Clean and discreet bottom looking for black men only! - m4m - 31 - Chicago IL

    Men looking for Men Chicago (Illinois) May 18, 2026

    I’m a clean bottom very discreet looking for lover and if possible to find a real black man who can keep up with me. I’m 31 yr old drink and desease free. I can’t host I do travel anywhere as long as you have a safe spot and place. Please reply with ...

  • Soulmate wanted - w4m - 29 - Chicago IL

    Soulmate wanted - w4m - 29 - Chicago IL

    Women looking for Men Chicago (Illinois) May 18, 2026

    I’m a communicable and well-wishing person with very positive views of life. I’m a determined, active and confident, I prefer carry out everything I do. I wish to find a real man, who will spend the rest of his life with me. I am very friendly person...