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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  • October 1st, 2025
  • Spark Up Your Love Life with Marta!Spark Up Your Love Life with Marta! Hey there! I'm Marta, a fun-loving transgender gal from Chicago, Illinois. I may not fit society's mold, but that's what makes me unique and fabulous! 🌈 I enjoy being part of the LGBTQ community because it allows me to express myself freely and authentically. It's all about love and acceptance...
  • Step into Marcelle'>Step into Marcelle's World of Sensual Delights
    Hey there! I'm Marcelle from Chicago, and I have a unique fetish that sets my heart racing. I absolutely love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. The feeling of soft kisses and gentle caresses on my toes sends shivers down ...
  • Kinky Fetish Seeker Ready to Explore New AdventuresKinky Fetish Seeker Ready to Explore New Adventures My name is Saudra and I am a Chicago-based fetish enthusiast looking for like-minded individuals to share my passions with. From BDSM to roleplay, I enjoy exploring a wide range of kinks and fetishes that push boundaries and ignite my senses. Whether it's whippings, domination, submission, or age...
  • September 30th, 2025
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Fowler from Chicago, Illinois, and I'm a submissive male looking for a Dominant Female Mistress to take control. I crave being forced into submission and taught how to properly please a Mistress. Whippings, domination, roleplay, and humiliation are some of the kinks I enjoy, but I'm also eage...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Marshall, a submissive male from Chicago, Illinois. I'm 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 marshall38483. I enjoy kinky fetishes like whi...
  • Join Meggi for an Unforgettable Swinging Experience in Chicago!Join Meggi for an Unforgettable Swinging Experience in Chicago! Hey there, I'm Meggi from Chicago, Illinois. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We're always up for new adventures and meeting like-minded individuals who share our passion for excitement and pleasure. You can find us on swin...
  • 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...
  • 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...
  • September 29th, 2025
  • Tempting Nellie from Chicago, IllinoisTempting Nellie from Chicago, Illinois Hey there! My name is Nellie and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin, it just sends shivers down my spine. There's something so sensual and luxurious about it that really gets me going. I'm a friendly and open-minded person who loves to explo...
  • Sweet and Sassy Transgender Beauty Seeking Love in the Windy City! Hey there, lovely people of Chicago! My name is Malissia, and I am a proud transgender woman ready to embrace the world of dating. 💃 So, let me tell you a bit about myself. First off, I have a body that's as unique as my personality - curvy in all the right places, with soft skin that you'll l...