CASUAL ENCOUNTERS Illinois

541 - 552 of 608 listings
Listings
  • My name is Terrance - m4t - 44 - Chicago IL

    My name is Terrance - m4t - 44 - Chicago IL

    Men looking for Trans Chicago (Illinois) May 13, 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

  • Casual Hotel Fun - m4t - 36 - Chicago IL

    Casual Hotel Fun - m4t - 36 - Chicago IL

    Men looking for Trans Chicago (Illinois) May 13, 2026

    Married man looking to get his cherry popped. Skinny bottom only please. If your in the Chicagoland area and looking for a fwb situation send a few pics, let's get coffee and figure out a hotel????

  • i am a man looking for a transexual girl and a girl - m4t - 44 - Chicago IL

    i am a man looking for a transexual girl and a girl - m4t - 44 - Chicago IL

    Men looking for Trans Chicago (Illinois) May 13, 2026

    i am 5-6 and i way 150 i have brown eyes and I am looking for a transexual girl and a girl

  • Casual Hotel Fun - m4w - 37 - Chicago IL

    Casual Hotel Fun - m4w - 37 - Chicago IL

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

    I am looking for a skinny girl that wants to have fun occasionally. Please live in the Chicagoland area! I'm not looking for multiple partners. I am white male, 37, 5'9. Athletic/Skinny build. I don't discriminate against Age,race,marital status ect....

  • 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) May 13, 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.

  • Dominant woman seeking sub man - w4m - 29 - Chicago IL

    Dominant woman seeking sub man - w4m - 29 - Chicago IL

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

    Hello guys! Experienced dominant woman in the greater looking for one or two more select subservient guys. Must be submissive, eager to please, and take direction well. BBC in front to the line. Text me now and don't forget to attach a pic.

  • Have fun - w4m - 32 - Rockford IL

    Have fun - w4m - 32 - Rockford IL

    Women looking for Men Rockford (Illinois) May 13, 2026

    I really like to have fun. During sex I'm very sensual, I like spontaneous sex, oral sex, just about any sex. Just romance and comfortable love See u soon.

  • Bottom guy looking for one or several top guys - m4m - Chicago IL

    Bottom guy looking for one or several top guys - m4m - Chicago IL

    Men looking for Men Chicago (Illinois) May 13, 2026

    Hey! I’m a bottom, clean, discreet, and open-minded. Looking for one or a few active, masculine guys for regular or occasional fun. Prefer 25–45 age range. Send pics if you’re serious.

  • BBC for fun tonight - m4w - Chicago IL

    BBC for fun tonight - m4w - Chicago IL

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

    Black male on the north side of the city looking for a woman to have fun with today. Open to all races. Please send a pic. Please respond if you’re serious about meeting.Thanks. onlyj85 k I k

  • Slutty Black Queen 4 you - w4m - 45 - Chicago IL

    Slutty Black Queen 4 you - w4m - 45 - Chicago IL

    Women looking for Men Chicago (Illinois) May 12, 2026

    Sexy ebony female looking for men of all ages and races. Cum play with my juicy black pussy and big hard clit.

  • Horny as a goat and ready to get naked - m4t - 45 - Quincy IL

    Horny as a goat and ready to get naked - m4t - 45 - Quincy IL

    Men looking for Trans Quincy (Illinois) May 12, 2026

    Looking for mutual adult naked fun and games and experimentation for adult gratification and satisfaction .

  • Looking for horny guy,who quick play with me - w4m - Chicago IL

    Looking for horny guy,who quick play with me - w4m - Chicago IL

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

    Looking for someone,who quick play with me... Add me on telegram: @Queenquie