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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  • May 19th, 2025
  • Submissive Male Seeks Dominatrix for Kinky Fetishes and BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky Fetishes and BDSM Fun
    I'm Andrey, a submissive male from Chicago, Illinois, looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username andrey87385. I have always been drawn to the world of...
  • 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...
  • Explore Kinks and Fetishes with Hally from Chicago!Explore Kinks and Fetishes with Hally from Chicago! Hey there! I'm Hally, a female swinger from Chicago, Illinois. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're new to the scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in th...
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun My name is Goldy and I'm a dominant woman from Chicago who loves exploring all kinds of kinky fetishes. I have a passion for whippings, domination, and roleplay that will leave you begging for more. Whether you're into spankings, age play, or crossdressing, I'm here to make your wildest fantasies...
  • Join Camala for an Unforgettable Swinging Experience in ChicagoJoin Camala for an Unforgettable Swinging Experience in Chicago Hey there! My name is Camala, and I'm a female swinger from Chicago, Illinois. My husband and I are friendly, open-minded, and we love to explore kinks and fetishes together. We enjoy meeting new people who share our interests and are always up for some adventurous fun. You can find us in the swi...
  • Passionate Swingers Looking for Playmates in ChicagoPassionate Swingers Looking for Playmates in Chicago Hey there, I'm Lona from Chicago, Illinois. My husband and I are a fun-loving, open-minded couple who are always up for a good time. We're kink-friendly and love exploring new experiences in the swinging lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under the username l...
  • Passion Seekers in ChicagoPassion Seekers in Chicago Hello there, I'm Silva from the windy city of Chicago, Illinois. My husband and I are a fun-loving couple who enjoy exploring our kinkier side. We are open-minded, adventurous, and always up for some naughty fun. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under username silva53...
  • Explore Your Wildest Desires with Renelle from ChicagoExplore Your Wildest Desires with Renelle from Chicago Hey there! I'm Renelle, a friendly and open-minded woman from Chicago with a unique fetish that I absolutely love. I am intrigued by Femdom and would love to explore it with a submissive male who is willing to indulge in my dominant side. I enjoy the power dynamics and control that come with my f...
  • May 18th, 2025
  • Hot Shemale Seeking Local Man for Wild Fun in ChicagoHot 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...
  • Passion Seekers in ChicagoPassion Seekers in Chicago Hey there, I'm Joanie, a hot and spicy swinger from the Windy City of Chicago. My husband and I are on the hunt for some steamy encounters with like-minded individuals who are ready to explore their wildest fantasies with us. We're fun-loving, open-minded, and kink-friendly - so you know you're in...