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!
Show Ads In: Bloomington-Normal | Carbondale | Champaign-Urbana | Chicago | Decatur | Peoria | Quad Cities, IA/IL | Rockford | Springfield, IL
Welcome to our World of Sensual Exploration!
Hey there! I'm Conny, a friendly and adventurous woman from the beautiful city of Chicago, Illinois. Together with my amazing husband, let's embark on a thrilling journey filled with passion and excitement. His name is Mark, by the way!
Let me tell you a bit about myself. I have mesmerizing hazel...
HMU for Sex in Chicago Newly Single and Ready to Mingle in Chicago
Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Chicago, Illinois area then message me @BarbieSingle28.
...
Submissive Male Seeks Dominatrix for Kinky BDSM Fun
My name is Kurt and I'm a submissive male from Chicago, Illinois looking for a Dominant Female Mistress or Dominatrix to force me into submission. I can be found on FreeSexAds.com Alt profiles under username kurtc73936.
I love being dominated and controlled by a powerful woman who knows how to p...
A Sensual Journey of Self-Discovery
Hey there, I'm Karrie from Chicago, Illinois. I may not fit society's idea of "normal," but that's what makes me unique and special. Being transgender has allowed me to embrace my true self and connect with others in the LGBTQ community.
I love exploring the vibrant nightlife in Boystown, grabbin...
Mistress seeks Chicago male sub for BDSM and training Mistress seeking male sub in Chicago
I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so plea...
Join Valentia for an Unforgettable Swinging Experience
Hello there! My name is Valentia, 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 enjoy meeting new people who share our adventurous spirit.
You can find us in the swingers dating prof...
Discover Lynnelle: A World of Fetishes and Exploration
Hey there! My name is Lynnelle, and I'm from the vibrant city of Chicago, Illinois. I wanted to take a moment to share something unique about myself - I have this intriguing fetish that adds a little spice to my life. Now, before you get all curious, let me tell you that it's called "Sensation Pla...
Hot Shemale in Chicago Looking for Wild Fun
Are you ready to experience the ultimate pleasure with a sexy shemale? Lucky here, and I'm on the hunt for a local man who can handle all of my dirty desires. I love getting down and dirty, so if you're into some raunchy fun, then I'm your girl.
I'm a top shemale who loves to dominate in the bedr...
Chicago Strap On Sex Hookups Chicago Strap On Dating Profiles
Browse strap-on profiles of women and men who enjoy hot role reversals!
...
Mistress Leila, Mature Mistress for sub in Chicago Mistress Leila Chicago Female Domination
Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my pe...
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!...
Submissive Male Seeks Dominatrix for Kinky BDSM Fun I never knew how much I craved being a submissive male until I discovered the world of Elroy. My name is Elroy and I am from Chicago, Illinois. I am seeking a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. You can find me in the Fre...
Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Russ from Chicago, Illinois, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control of me. I crave being forced into submission and taught how to properly please a Mistress.
Some of the submissive kinks and fetishes that I enjoy include roleplay 🎭, ...
Elegant Transgender Beauty Seeking Connection in Chicago
Hey there! I'm Lillian, a transgender woman living in the vibrant city of Chicago. I love exploring new places like Millennium Park, Navy Pier, and the Art Institute. Want to join me for a romantic stroll along Lake Michigan or grab a bite to eat at one of the local cafes?
I embrace my LGBTQ iden...
Kinky Chicago Girl Looking for BDSM Adventures
My name is Libbey and I'm a kinky girl from Chicago, Illinois who loves exploring all kinds of fetishes. I enjoy being a Dominatrix and taking control in the bedroom, but I also love to switch things up and be a submissive little pet for the right person. Whippings, spankings, and roleplay are som...
Explore Your Wildest Desires with Leelah
Hey there, I'm Leelah from Chicago, Illinois! I have a unique fetish that I absolutely adore - I love dressing up in latex and dominating my partner. It's such a thrill to take control and explore different power dynamics. I'm friendly, open-minded, and always up for trying new things.
I'm intri...
Submissive 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...
Korie's Kinky Fetish Adventures
I've always had a wild side when it comes to exploring fetishes and kinks. From BDSM to domination, I love pushing boundaries and trying new things. My name is Korie, and I'm a fetish enthusiast based in Chicago, Illinois.
One of my favorite kinks is roleplay. I enjoy dressing up and getting into...
Tempting Time with Del: Explore My Unique Fetish!
Hey there, Chicago! It's your friendly neighbor Del, ready to share a secret with you. I've got a fetish that sets me apart from the rest, and boy, do I love it! Now, before we dive in, let me tell you a bit about myself.
I'm an open-minded guy who loves to explore all sorts of kinks and fetishes...
Kinky Fetish Fun in Chicago
My name is Lorilyn and I'm a kinky girl from Chicago looking for some naughty fun. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to domination and submission. There's nothing I enjoy more than taking control and giving out some well-deserved spankings. 🍑
I have a wild...
Sultry Transgender Beauty Seeks Connection
Hey there! My name is Rayshell and I'm a proud transgender woman from Chicago, Illinois. I may not fit society's typical mold, but that's what makes me unique and special. 💃
I love exploring the vibrant LGBTQ community in Chicago and checking out local spots like Boystown for a fun night out. ...
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...
Kinky Fetish Fun in Chicago!
I'm Tammie, a naughty girl from Chicago looking for some kinky fun. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to age play. I enjoy being a Dominatrix and taking control, but I also love being submissive and letting someone else take the lead. Spankings, whippings, and...
Looking for Love and Adventure in the Windy City! 🌈
Hey there, lovely people of Chicago! My name is Muriel, and I'm a proud transgender individual ready to embrace life's incredible journey. 💖
Living in this vibrant city has allowed me to fully express my authentic self, and I couldn't be happier. Being part of the LGBTQ community has taught me...
Sultry Transgender Beauty Looking for Love in Chicago
Hey there! I'm Lora, a confident and sassy transgender woman living in the Windy City. I may not fit society's standards of beauty, but I rock my curves with pride. Being transgender has opened my eyes to a whole new world of self-discovery and acceptance, and I wouldn't have it any other way.
I...
Unleash Your Desires with Seline from Chicago!
Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further! My name is Seline, and I'm here to invite you into a world of uninhibited passion and excitement.
Located in the vibrant city of Chicago, Illinois, my husband and I are friendly, open-minded individual...
Hot Shemale Juliann Seeking Local Man for Wild Fun
Looking for a man who can handle a tranny like me? Look no further! I'm Juliann, a sexy shemale from Chicago, Illinois, ready to show you a good time. I love getting down and dirty with a guy who knows how to please me in all the right ways. Whether you're into sucking my throbbing cock or lettin...
Explore Your Wildest Desires with Katherine!
Hey there, I'm Katherine from Chicago, and I have a unique fetish that I absolutely love! I am really into foot worship and find it incredibly sensual and exciting. There's just something about having my feet pampered and adored that drives me wild!
I'm a friendly and open-minded person who love...
Explore Kinks and Fetishes with Adella from Chicago
Hey there! My name is Adella, and I'm a female swinger from Chicago, Illinois. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for adventure in the bedroom. You can find us in the swingers...
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, ...
TS M2F Top in Chicago TS Top Seeking Man in Chicago
I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body. Non op functional, nice big ladystick for your pleasure! 😈 Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and ...
Kinky Chicago Fetish Seeker Looking for Playmates
I'm Lyda, a kinky gal from the Windy City looking to explore all sorts of naughty fun with like-minded individuals. I love indulging in BDSM, domination, and submission play. There's nothing quite like the thrill of being in control or surrendering to someone else's desires.
I have a particular ...
Catherine's Kinky Fetish Adventures in Chicago
I'm Catherine, and I'm a kinky girl from Chicago looking for some naughty fun! I have a few fetishes that really get me going, like BDSM, domination, and roleplay. I love being in control and taking charge of my submissives. Whippings, spankings, and humiliation are just a few of the things I enjo...
Submissive Male Seeks Dominatrix for Kinky Fun Hey, I'm Roscoe from Chicago, Illinois. I'm a submissive male looking for a Dominant Female Mistress to take control and show me the ways of proper submission. You can find me on FreeSexAds.com Alt profiles under username roscoechic42046.
I enjoy kinks like whippings, roleplay, and age play, but I'...
Explore Kinks and Fetishes with Adrian from Chicago
Hey there! I'm Adrian, a female swinger from Chicago, Illinois. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for excitement and adventure in the swinging lifestyle. You can find us in t...
Kinky Fetish Fun in Chicago Hey there, it's Lilia from the windy city of Chicago! I'm a kinky girl who loves to explore all sorts of fetishes and kinks. You can find me on FreeSexAds.com Alt profiles under username liliach99616.
I have a thing for BDSM and domination. There's nothing more thrilling than taking control and mak...
Unleash Your Wildest Desires with Bernie from Chicago!
Hey there, naughty neighbors of the Windy City! My name is Bernie, and I'm here to tell you about an adventure you won't want to miss. Together with my husband, let's dive into a world of pleasure and explore all the kinks and fetishes that make us feel alive.🔥
Now, let me paint a picture for ...
Indulge in Your Wildest Desires with Mureil
Hey there! I'm Mureil from Chicago, and I have a unique fetish that sets my heart racing. I absolutely adore role-playing as a dominant woman in Femdom scenarios. The power exchange and control excite me in ways you can't even imagine!
I'm a friendly and open-minded individual who loves to explo...
Mistress has opening for a male submissive training in Chicago area Mistress Seeks submissive male in Chicago
Mistress seeks submissive male for training in Chicago. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after disc...
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...
Kinky Fetish Fun in Chicago!
I'm Meredith, a kinky girl from Chicago looking for some naughty fun. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to domination and submission. Whippings, spankings, and age play are just a few of the things that get me excited. I'm always open to trying new things and...
Unleash Your Desires with Aurora from Chicago
Looking for an unforgettable adventure that will leave you breathless? Look no further! I'm Aurora, a passionate and open-minded female swinger hailing from the vibrant city of Chicago, Illinois. Together with my husband, we are on a quest to explore the depths of pleasure and indulge in alluring ...
Kinky Mistress Seeking Submissives for BDSM Fun!
I'm Tessi from Chicago, and I have some wild kinks that I love exploring. If you're into BDSM, domination, submission, roleplay, spankings, or even age play, then we might just be a perfect match! I enjoy pushing boundaries and exploring new fetishes, so don't be shy to share your fantasies with m...
Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Kraig from Chicago, Illinois, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username kraigchic26575.
I enjoy being tied up and spanked 🍑, roleplay...
Submissive 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 Fun
I'm Robb, a submissive male from Chicago 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, and exploring all sorts of kinky fetishes and roleplay scenarios.
I en...
Kinky Mistress Issy from Chicago Seeks Submissives for BDSM Fun
I'm Issy, a dominant woman from Chicago looking for submissives who are ready to explore their wildest fantasies with me. I love all things kinky and taboo, from whippings to roleplay to age play. Nothing is off-limits when you're with me.
If you're into domination and submission, then I'm the Mi...