Chicago, Illinois Alternative Sex Ads - BDSM, Trans & Swingers

Browse Chicago, Illinois alternative sex ads to meet kinky locals looking for BDSM, domination & fetish, transgender sex, or swingers & threesomes hookups near you. It's free to search these alternative classifieds, or post your own ad!

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  • January 22nd, 2026
  • Passion-Seeking Swingers in Chicago!Passion-Seeking Swingers in Chicago! Hello there, I'm Arlena from Chicago, and my husband and I are on the hunt for some steamy adult fun. We're a couple who loves to play, explore, and indulge in all things naughty. Our open-mindedness knows no bounds, and we're always up for trying new things in the swinging lifestyle. You can fin...
  • Kinky Fetish Fun with Rosalia in ChicagoKinky Fetish Fun with Rosalia in Chicago I love exploring all kinds of kinks and fetishes, from mild to wild! My name is Rosalia, and I'm a naughty girl from Chicago who can't get enough of the BDSM scene. Whether you're into domination or submission, I'm your girl. I enjoy roleplay, spankings, and even some light whippings. But that's...
  • Kinky Fetish Fun in Chicago!Kinky Fetish Fun in Chicago! I'm Jeanette, a kinky girl from Chicago looking for some naughty fun! I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to age play. I'm always up for trying new things and pushing boundaries. If you're into whippings, domination, or submission, then I'm the Mistress for yo...
  • Calling all adventurous souls! Explore the world of Maisie from ChicagoCalling all adventurous souls! Explore the world of Maisie from Chicago Hey there, curious minds of Chicago! My name is Maisie, and I'm here to invite you on a tantalizing journey into the realm of fetishes. Now, before we dive in, let me assure you that I'm friendly, open-minded, and always up for exploring new kinks and fetishes. So, buckle up and let's get started!...
  • Femdom Mistress EddiFemdom Mistress Eddi's Kinky Domination Playground Are you ready to submit to a powerful and seductive Dominatrix in the Windy City? Look no further, for I am Mistress Eddi, your ultimate Femdom fantasy come to life. I thrive on exploring a wide range of kinks and fetishes, from strap-ons and pegging to whippings and spankings. I enjoy pushing b...
  • Unleash Your Desires with RomeoUnleash Your Desires with Romeo Hey there, Chicago! It's your friendly neighborhood Romeo here, ready to share my unique fetish and explore the world of kinks and desires. Allow me to introduce myself - I'm a laid-back guy from the Windy City, Illinois, seeking an adventure with a Dominant woman who can embrace my submissive sid...
  • Unleash Your Desires with Vikki from Chicago!Unleash Your Desires with Vikki from Chicago! Hey there, fellow thrill-seekers! I'm Vikki, a fiery female swinger hailing from the vibrant city of Chicago, Illinois. Together with my loving husband, we're here to take you on an unforgettable journey into the realm of pleasure and exploration. What sets us apart? Well, let me tell you. We are...
  • Join Saundra in Chicago for Some Swinging Fun!<br>Join Saundra in Chicago for Some Swinging Fun!
    Hey there, I'm Saundra from the Windy City! My husband and I are a friendly and open-minded couple who love to explore all sorts of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for adventure in the bedroom. You can find us on s...
  • Looking for Love and AdventureLooking for Love and Adventure Hey there! My name is Nathalie and I'm a transgender woman living in the beautiful city of Chicago, Illinois. 💃🌆 I wanted to take a moment to tell you a bit about myself and what I'm looking for. First things first, let's talk about what I enjoy about being part of the LGBTQ community. The ...
  • Sexy Transgender Beauty Looking for Love in ChicagoSexy Transgender Beauty Looking for Love in Chicago Hey there! I'm Lorianna, a fun and flirty transgender girl living in the Windy City. I may not be your typical girl, but that's what makes me special! I love embracing my trans identity and being a part of the LGBTQ community. It's all about being true to myself and spreading love wherever I go. ð...