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 4th, 2026

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Wheeler, a submissive male from Chicago, Illinois, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I crave being forced into my place, learning how to properly please a Mistress in every way possible. Some of the submissive kinks and ...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Mendel from Chicago, Illinois, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I can be found on FreeSexAds.com Alt profiles under username mendelchi94261. I enjoy being dominated in various ways, such as whippings, ...

Explore Your Desires with Ray from Chicago! Hey there! My name is Ray, and I'm here to tell you about a unique fetish that I absolutely love. It's called "Tickle Torture"! 🤭 There's something exhilarating about being tickled relentlessly, feeling those uncontrollable giggles burst out of me. It's like a rollercoaster ride for my senses!...

Hot Shemale Seeking Local Man for Wild Fun in Chicago Hey there, I'm a sexy shemale named Cammy looking for a man who can handle all my dirty desires. I love being on top and taking control, but I also enjoy getting down on my knees and giving sloppy blowjobs. Let's explore each other's bodies and make each other cum over and over again. I'm into ever...

Explore Your Wildest Desires with Arleen from Chicago Hey there! I'm Arleen from Chicago, and I have a unique fetish that I absolutely love. It's something that sets my heart racing and makes me feel alive. I won't reveal what it is here, but trust me, it's something you won't forget. I'm a friendly and open-minded person who loves to explore differ...

January 3rd, 2026

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Lambert, a submissive male from Chicago, Illinois, looking for a Dominant Female Mistress to take control and force me into submission. I can be found on FreeSexAds.com Alt profiles under username lambertch13684. I crave the feeling of being dominated and controlled by a powerful woman who kn...

Explore Your Desires with Manuel - A Submissive Gentleman from Chicago Hey there! 👋 My name is Manuel, and I'm a friendly guy hailing from the vibrant city of Chicago, Illinois. Today, I want to share something unique about myself – my random fetish. 🌟 You see, I have this exhilarating fascination with role-playing as a naughty schoolboy. It's an innocent ye...

Passionate Swingers Looking for Playmates Hello there, I'm Caresa from Chicago, Illinois. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are always up for new experiences and love meeting new people who share our passion for the swinging lifestyle. You ca...

Explore Your Wildest Desires with Christine from Chicago Hey there! I'm Christine, a friendly and open-minded woman from Chicago who has a unique fetish that I absolutely love. I adore exploring different kinks and fetishes, and I'm always up for trying new things. One of my favorite fetishes is Femdom, where I get to take control and dominate a submis...

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