Chicago

73 - 84 of 486 listings
Listings
  • Seeking a friend, companion and lover, long or short term - m4w - 68 - Chicago IL

    Seeking a friend, companion and lover, long or short term - m4w - 68 - Chicago IL

    Men looking for Women Chicago (Illinois) April 2, 2026

    I am a 68 year old gentleman seeking a friend, companion and lover, long or short term. Age and race are non-important. I just want to make a lady happy again. No "hookups" or website referrals, please!

  • Looking for a live-in sex slave - SexBnB w4m - 24 - Chicago IL

    Looking for a live-in sex slave - SexBnB w4m - 24 - Chicago IL

    Woman for Man Chicago (Illinois) April 2, 2026

    Hello! My name is Chelsea. I’m an exotic dancer here in Chicago. I’m looking for someone to stay at my home for free (plus a monthly allowance) in exchange for you being my personal sex slave. I’m into some kinky stuff like bondage and impact play. I...

  • Khloe VERY FREAKY TS 872-212-5259 - t4m - Chicago IL

    Khloe VERY FREAKY TS 872-212-5259 - t4m - Chicago IL

    Trans looking for Men Chicago (Illinois) April 2, 2026

    Love to get lit and get freaky I live south east south side of Chicago looking for PNP BUDDYS I LIKE BIG BOOTY GUYS WITH NICE BODIES MY DICK IS 9 INCHES CUT AND LONG 872-212-5259

  • Fast and honey - m4w - Chicago IL

    Fast and honey - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) April 2, 2026

    Looking for a woman who wants to have fun

  • Single woman - w4m - 32 - Chicago IL

    Single woman - w4m - 32 - Chicago IL

    Women looking for Men Chicago (Illinois) April 2, 2026

    I’m single ready for something serious, no kids

  • Birthday wish - m4w - 38 - Chicago IL

    Birthday wish - m4w - 38 - Chicago IL

    Men looking for Women Chicago (Illinois) April 2, 2026

    6/14 is my birthday. At the moment, I’m a virgin. My wish for this birthday is to be able to lose my virginity and get laid. That would be the greatest birthday present. I can get anyone able to help me.

  • Let's have fun - m4w - Chicago IL

    Let's have fun - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) April 2, 2026

    Looking to just fuck hit me up 7734577545 or 3128028358

  • Woman touch - w4w - Chicago IL

    Woman touch - w4w - Chicago IL

    Women looking for Women Chicago (Illinois) April 2, 2026

    Latina woman looking to have some good time with another woman.

  • Mskittycat69 - w4m - 27 - Chicago IL

    Mskittycat69 - w4m - 27 - Chicago IL

    Women looking for Men Chicago (Illonis ) April 2, 2026

    27 single sexy kinky hot young chocolate sugar babie on here to meet / hookups I'm available let's talk hit me up

  • Single mom need discreet Hook - w4m - 37 - Chicago IL

    Single mom need discreet Hook - w4m - 37 - Chicago IL

    Women looking for Men Chicago (Illinois) March 31, 2026

    I am looking for a man between25-46 to have very discreet sexy time with. I am bored at work and looking for a toy to play with when I go home for lunch. I Can host. Not looking for drama and not looking to cause drama. Just want some action. Text me

  • Treat me like a princess - w4m - 27 - Chicago IL

    Treat me like a princess - w4m - 27 - Chicago IL

    Women looking for Men Chicago (Illinois) March 31, 2026

    Open doors for me. Use words like please and thank you. Tell me I look beautiful. Thats pretty much all I ask for in return for a night that you wont soon forget. I am not here to be used and thrown away, I am here for a night of passion and pleasure...

  • Your body worshipped - m4w - Chicago IL

    Your body worshipped - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) March 29, 2026

    I am a white man looming for a sexy black woman to worship. I will be on my knnes for you. I will lick every inch of you for hours.