CASUAL ENCOUNTERS Chicago

421 - 432 of 454 listings
Listings
  • Married male looking to have fun with couples - m4mw - 48 - Chicago IL

    Married male looking to have fun with couples - m4mw - 48 - Chicago IL

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

    Married male looking to have fun with couples

  • I’m interested in a single female - m4w - 53 - Chicago IL

    I’m interested in a single female - m4w - 53 - Chicago IL

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

    I’m interested in a white, hispanic or Asian female for friendship. Be in chicago or nearby suburban! I’m only interested in females. No men. I work and I have my own place and I prefer someone who is drama free! I’m Hermi !

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

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

    Couples looking for Women Chicago (Illinois) August 16, 2026

    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...

  • 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) August 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) August 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

  • Lets fuck tonight around 10 pm northwest - m4m - 28 - Chicago IL

    Lets fuck tonight around 10 pm northwest - m4m - 28 - Chicago IL

    Men looking for Men Chicago (Illinois) August 16, 2026

    Clean, 28, 6.1, 185 lib wanting to suck on some dick and have that dick fuck me. Can't host, wouldn't mind car play or travel in Chicago area

  • I really really really really love to eat pussy! - m4w - 52 - Chicago IL

    I really really really really love to eat pussy! - m4w - 52 - Chicago IL

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

    I really really really really love to eat pussy call me at seven seven three four zero three four one three eight!!!

  • HUNG HANDSUM BLK MAN FOR FUN LADY - m4w - 31 - Chicago IL

    HUNG HANDSUM BLK MAN FOR FUN LADY - m4w - 31 - Chicago IL

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

    Hello yea Im a REAL person best believe, I'm in search of a fun kool clean lady race n size dont matter looks n personality does FWB if we get along. Bout myself im clean n health hung blk man 31 single with no kids. NO MEN NO ESCORTS PLEASE.

  • Bi Male looking for hung men for NSA fun - 39 - Chicago IL

    Bi Male looking for hung men for NSA fun - 39 - Chicago IL

    Men looking for Men Chicago (Illinois) August 16, 2026

    Bi white male, 39, 5' 8", medium build, clean cut, well endowed, bubble butt. Masculine, clean & well groomed, STD/HIV negative, D/D free, non smoker, DL, discreet. Educated, sane, down to earth, local, open minded/versatile, fun to be with.

  • New tiny Latina looking for fun! - w4m - 21 - Chicago IL

    New tiny Latina looking for fun! - w4m - 21 - Chicago IL

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

    Petite Latina looking for fun! I’m real and will delete this soon after ive found what I need! Open to anything! Be real be clean be respectful and don’t be broke!

  • 37 yr older genuine woman ready for fun - w4m - 37 - Chicago IL

    37 yr older genuine woman ready for fun - w4m - 37 - Chicago IL

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

    Hello sexy Guys...... I'm online now.. Hi, I'm 37 years old woman ,but I, still wants to have a sex life. I need someone who can suck my kitty and fuck me hard. I am just looking for sex, Don’t Need Money . You can come to my place. I just hate faker...

  • White 46m looking for fun with bbw in Chicago - m4w - Chicago IL

    White 46m looking for fun with bbw in Chicago - m4w - Chicago IL

    Men looking for Women Chicago (Illinois) August 13, 2026

    Hey there ladies good morning I'm from chicago looking for fun