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 13th, 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...
  • Tantalizing Evy from Chicago Seeks Submissive Male for Femdom FunTantalizing Evy from Chicago Seeks Submissive Male for Femdom Fun Hey there, I'm Evy and I have a unique fetish that I absolutely adore. It's something that brings me so much excitement and pleasure. I'm always open to exploring new kinks and fetishes with others who share my interests. I'm friendly, open-minded, and always up for a good time. One of the things...
  • 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...
  • Passion Seekers Ready to Play - Chicago Swingers LifestylePassion Seekers Ready to Play - Chicago Swingers Lifestyle Hey there, I'm Lynea from Chicago, Illinois. My husband and I are fun-loving, open-minded, and kink-friendly swingers looking to spice up our sex life with like-minded individuals. We enjoy exploring new experiences and pushing boundaries in the bedroom. You can find us on FreeSexAds.com Swingers...
  • Join Augustine for an Unforgettable Swinging ExperienceJoin Augustine for an Unforgettable Swinging Experience Hello there! My name is Augustine and I am 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. We believe in creating a safe and exciting environment for like-minded individuals to come together and in...
  • May 12th, 2025
  • 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 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...
  • 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 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...
  • 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...