Chicago

373 - 384 of 475 listings
Listings
  • White 46m looking for fun with bbw in Chicago - m4w - 46 - Chicago IL

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

    Men looking for Women Chicago (Illinois) October 11, 2026

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

  • 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) October 11, 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...

  • free online sexting - m4w - 18 - Chicago IL

    free online sexting - m4w - 18 - Chicago IL

    Men for Women Chicago (Illinois) October 9, 2026

    here is my snap leibsker

  • Let me be your getaway! Hit me - w4m - 21 - Chicago IL

    Let me be your getaway! Hit me - w4m - 21 - Chicago IL

    Women looking for Men Chicago (Illinois) October 9, 2026

    Fun and flirty hot and steamy 21 year old. Don’t hesitate to Reach out to me. (Safe and clean)

  • Grandpa - w4m - 33 - Chicago IL

    Grandpa - w4m - 33 - Chicago IL

    Women looking for Men Chicago (Illinois) October 9, 2026

    33 submissive white female looking for a grandpa that wants to play with and breed his granddaughters tight pussy. Spoil me grandpa and you can do whatever you want to this tight pussy

  • AA Female to Male Trans Seeking Chubby SWM with SWC for face fucking - t4m - Chicago IL

    AA Female to Male Trans Seeking Chubby SWM with SWC for face fucking - t4m - Chicago IL

    Trans looking for Men Chicago (Illinois) October 9, 2026

    Looking for a single white male older than 40 please. I mean creepy like "Motel in the middle of the night" Type creep. Not looking for Sensual or compassionate. I'm located in Edgewater, Chicago, Illinois. I DO NOT HOST. DONT ASK. My apartment was v...

  • Sexy CD Bottom White Shaved Ass Sissy is Looking For a Top in South Suburb - c4m -Chicago IL

    Sexy CD Bottom White Shaved Ass Sissy is Looking For a Top in South Suburb - c4m -Chicago IL

    Crossdresser looking for Men Chicago (Illinois) October 9, 2026

    Hi, I am a sexy CD bottom, white, safe, clean, great hygiene, shaved smooth legs and ass, I am looking for a top. Educated, I have a Bachelor of Arts degree in Cockology (major in sucking and licking). I can host with advance notice. I can travel. Op...

  • DL’s To The Front - m4m - 30 - Chicago IL

    DL’s To The Front - m4m - 30 - Chicago IL

    Men looking for Men Chicago (Illinois) October 9, 2026

    Love what I Do and does it very well I aim to please And be Pleased I can Do what she Can’t Verse Top Heavy Shooter And I have Party favs HMU I’m Avail now 720-608-2437

  • My name is Terrance - m4t - 44 - Chicago IL

    My name is Terrance - m4t - 44 - Chicago IL

    Men looking for Trans Chicago (Illinois) October 9, 2026

    i am looking for a trans girl to have some fun ok. i am in the south side of Chicago in the 100 i am looking for someone company and a relationship with a girl and a trans girl

  • Drinks first then show me your bed - w4m - 36 - Chicago IL

    Drinks first then show me your bed - w4m - 36 - Chicago IL

    Women looking for Men Chicago (Illinois) October 9, 2026

    Meet me up for a drink and lets see where it takes us ?? By the way I am not really a slut but someone above average sex drive. r u interested then text me. pics please.

  • Young Married Unhappy At Home - w4m - 28 - Chicago IL

    Young Married Unhappy At Home - w4m - 28 - Chicago IL

    Women looking for Men Chicago (Illinois) October 9, 2026

    I am not getting what I need at home.I'm looking to have an ongoing affair with a discreet man. No feelings, just fun. I have no intentions of leaving my husband. Shoot me Interested? Then contact me here. Serious inquiries only!

  • ANY HUNG MAN AVAILABLE ? - w4m - 44 - Chicago IL

    ANY HUNG MAN AVAILABLE ? - w4m - 44 - Chicago IL

    Women looking for Men Chicago (Illinois) October 9, 2026

    Hey, I am 44 yrs old very horny & looking for someone to come over eat my pussy and f**k me well. Must be hot and willing to come to and able to make me cum. Interested person contact me