A selection of our members looking for casual hookups near Chicago
Playing it and living it, is all part of the lifestyle and I enjoy it
"Exploring the world through my lens"
. "Sharing smiles and adventures"
. "Capturing moments that matter"
. "Embracing the beauty of everyday life"
Interests: Toys, Massage, Threesomes, Roleplay, Discreet Meets, BDSM, Lingerie, Full Time, Transfan, Intersex, Trans, Oral
Join Casual Meetupz to message Carolyn
True love is as strong as death is
Having a quality time with my partner and achieving great goals
Interests: Toys, Groups, Clubs, Parties & Socials, Massage, Threesomes, Dom, Sub, Discreet Meets, Hookups, Friends With Benefits, Video Chat, A Relationship, Online, Friendship, BDSM, Outdoor Fun, Erotic Fiction, Lingerie, Crossdress, Short-term Fun, Curves, Dirty Talk, Electro Play, Feet, Oral, Petite, Naughty Games, Open to Whatever
Join Casual Meetupz to message Lexilust
Tímido, abierto a cualquier cosa
De todo un poco , me gusta experimentar cosas nuevas
Interests: Groups, Watching, Safe Sex, Threesomes, Fetish & Kink, Discreet Meets, Friends With Benefits, BDSM, Short-term Fun, Open to Whatever
Join Casual Meetupz to message Antonio
Serious couple looking for a third female 🦄
We want to enhance our sexual experiences and fulfill our desires while also doing the same for our third - in any way they want it. We are open to anything.
Interests: Anal Sex, Threesomes
Join Casual Meetupz to message Ready2Please
He's 32 she's 29 and we are married looking for a third lovely woman to add to the fun.
We are open to communicating so feel free to message us, we would love to hear from you.
Interests: Threesomes, Friends With Benefits, A Relationship, Local Only, Polyamory
Join Casual Meetupz to message Mo&Lizz
I am a Large masculine presenting person who is a Dom Daddy but also have a submissive sissy side
I'm happy when I meet honest people who want to explore in an open way the different kinks and fetishes that turn them on.
Interests: Lace, Roleplay, Fetish & Kink, S&M, Dom, Sub, Discreet Meets, Hookups, Friends With Benefits, BDSM, Lingerie, Crossdress, Short-term Fun, Pegging, Anal, Bondage, Edging, Impact Play, Nylons, Oral
Join Casual Meetupz to message Big Sissy 52
I really want you to eat out my sweet tight wet juicy pussy and fuck me so hard and faster deep down in my tight pussy and Ass 💦💦
I really want you to eat out my sweet tight wet juicy pussy and fuck me so hard and faster deep down in my tight pussy and Ass 💦💦
Interests: Masturbation, Toys, Groups, Watching, Clubs, Parties & Socials, Massage, Lace, Threesomes, Cuckold, Bukkake, Roleplay, Fetish & Kink, S&M, Dom, Sub, BBW / BHM, Exhibitionism, Discreet Meets, MILF, Hookups, Friends With Benefits, Video Chat, A Relationship, Online, Friendship, Outdoor Fun, Erotic Fiction, Lingerie, Crossdress, Couples, Mature, Short-term Fun, Pegging, Age Gap, Anal, ASMR, Body Hair, Bondage, Curves, Dirty Talk, Edging, Electro Play, Feet, Impact Play, Leather / Latex, LGBTQIA+, Nylons, Oral, Petite, Naughty Games, Temperature Play, Tickle Play, Open to Whatever, Dilf, Gilf, Nudism
Join Casual Meetupz to message Karkley
Treat everyday like it's your last. Everyday is a gift,Waking up to each day is a beautiful present .It's either you live and explore your present or you sit and watch other's live it and share their experiences,the choice is fucking yours.
I'm looking for someone adventurous, confident in their skin, and loves to try new.
Interests: Clubs, Parties & Socials, Bondage & Discipline, Roleplay, Spanking / Whipping, Fetish & Kink, S&M, Dom, Dungeon Parties, Discreet Meets, Hookups, Friends With Benefits, Video Chat, A Relationship, Online, BDSM, Erotic Fiction, Short-term Fun, Foot Fetish, Expert, Breast Play, Chasity, Collaring, Wax Play, suspenders, Findom, Feet, Open to Whatever
Join Casual Meetupz to message Michelle
Bold trans woman with sharp wit, soft confidence, and zero tolerance for games. Dominant energy, loyal heart, late-night vibes, and unapologeticall y authentic. Here for connection, respect, laughter, and unforgettable conversations. 🖤
Bold trans woman with sharp wit, soft confidence, and zero tolerance for games. Dominant energy, loyal heart, late-night vibes, and unapologetically authentic. Here for connection, respect, laughter, and unforgettable conversations. 🖤
Interests: Bondage & Discipline, Roleplay, Fetish & Kink, S&M, Dom, Dungeon Parties, BDSM, Erotic Fiction, Foot Fetish, Pony Play, Breast Play, Electro-Play, suspenders, Findom
Join Casual Meetupz to message Stephaniedale
behind the uniform is a heart thats seen the world, and still believes in true love. lets explore together and see where it goes.
i like to play pianos around my friends and thats makes me feel lively always.
Interests: Toys, Bondage & Discipline, Spanking / Whipping, Fetish & Kink, Dom, BDSM, Pegging
Join Casual Meetupz to message SympatheticTroubcef9
Beautiful & generous couple looking for bisexual woman to join in our fun :)
Fun, confident, and emotionally grounded. I’m married, and we have a strong, open, and respectful relationship built on trust and communication. I’m outgoing, love good conversation, and value chemistry just as much as comfort. I know what I like, I’m honest about it, and I make sure everyone feels seen, safe, and genuinely enjoyed. We’re both easygoing, drama-free, and here for a positive, respectful experience.
Interests: Anal Sex, Clubs, Parties & Socials, Clubs, Threesomes, Cuckold
Join Casual Meetupz to message Tinker
Older, but experience counts! No stress, no drama, just fun.
I'm 67 years old, living in the Chicago region. I'm interested in meeting a married/attached woman aged between 40 and 78. Hoping to find an AP/FWB with emphasis on the F. Chemistry is everything. Please be in Chicago or near suburbs, read a book now and then, have a sense of humor, ready to take down the oligarchy/patriarchy .
Interests: Groups, Watching, Threesomes, Roleplay, Fetish & Kink, Exhibitionism, Discreet Meets, MILF, Hookups, Friends With Benefits, Outdoor Fun, Couples, Mature, Age Gap, Curves, Dirty Talk, Naughty Games, Open to Whatever
Join Casual Meetupz to message Marcovaldo
Playing it and living it, is all part of the lifestyle and I enjoy it
"Exploring the world through my lens"
. "Sharing smiles and adventures"
. "Capturing moments that matter"
. "Embracing the beauty of everyday life"
Interests: Toys, Groups, Watching, Clubs, Parties & Socials, Massage, Lace, Threesomes, Cuckold, Bukkake, Roleplay, Fetish & Kink, S&M, Dom, Sub, BBW / BHM, Exhibitionism, Discreet Meets, MILF, Hookups, Friends With Benefits, Video Chat, A Relationship, Online, BDSM, Outdoor Fun, Erotic Fiction, Lingerie, Crossdress, Couples, Mature, Short-term Fun, Pegging, Swinging, Age Gap, Anal, ASMR, Body Hair, Bondage, Curves, Dirty Talk, Edging, Electro Play, Feet, Impact Play, Leather / Latex, LGBTQIA+, Nylons, Oral, Petite, Naughty Games, Temperature Play, Tickle Play, Open to Whatever, Dilf, Gilf, Local Only, New Friends / Platonic, Available This Weekend, Ready Now, Open to Double Dates, Polyamory, Open to long-distance relationships, Nudism
Join Casual Meetupz to message Ellie Ellie
Older guy looking for fun!
I've been an auto mechanic for over 50 years so my hands are ruff and stiff which can be good thing or bad?! I love tools and using them for special jobs. I like to explore things and learn how they work. Smooth skin and long hair really turn me on.
Interests: Massage, BBW / BHM, Discreet Meets, Video Chat, Transfan, TS-Friendly, Anal, LGBTQIA+
Join Casual Meetupz to message PATRICK
"Commanding Mistress Seeking Devoted Submissives"
I am a confident and experienced Mistress who thrives in power exchange. I enjoy taking complete control, whether through strict discipline, mental teasing, or sensual torment. I value obedience, respect, and a genuine desire to submit.
My style blends elegance and cruelty—sometimes I am nurturing and demanding, other times merciless and unyielding. I enjoy exploring boundaries, pushing limits safely, and building connections based on trust and intensity.
If you crave structure, punishment, or the intoxicating freedom of surrender, you may find what you’ve been longing for at my feet. Approach with manners, humility, and honesty—anything less will be ignored.
Interests: Toys, Fisting, Latex, Cuckold, Bondage & Discipline, Roleplay, Spanking / Whipping, Fetish & Kink, S&M, Dom, CBT, Medical Play, Dungeon Parties, BDSM, Erotic Fiction, Foot Fetish, Trampling, Pony Play, Breast Play, Chasity, Collaring, Contract, Electro-Play, Wax Play, gags, suspenders, Pegging, Findom
Join Casual Meetupz to message DelightfulHiker86cd57
I’m an experienced Dom with a lot of bdsm experience and I’m looking for a serious sub who is ready to explore with me
I’m an experienced Dom with a lot of bdsm experience and I’m looking for a serious sub who is ready to explore with me
Interests: Bondage & Discipline, Spanking / Whipping, Dom, Dungeon Parties, BDSM, Collaring
Join Casual Meetupz to message Phillip
Hi. I am a CD that dresses fully with makeup. I try to be the complete girlfriend. I would love to find a friend with benefits.
I love being with men. I am open to most anything. Just ask.
Interests: Lace, Satin, Underwear, Pantyhose, Cleavage Enhancement, Padding, Sissy, Petticoating Roleplay, Discreet Meets, Hookups, Group Meets, Friends With Benefits, Friendship, Lingerie, Part Time, en Femme, Crossdress, Trans, Short-term Fun, Transgender, Transexual, Intersexual, Intergender, Open to Whatever
Join Casual Meetupz to message Chgocherylcd
A fun couple looking for a new adventure
A biracial couple looking for a new encounter with a couple. We are into kinky, not vanilla sex. We think “out if the box”.
We have never had multiple partners alone or as a couple. So we are clearly novices.
Interests: Bondage & Discipline, Spanking / Whipping, Sub, Hookups, Friends With Benefits, BDSM, Collaring, Wax Play, gags
Join Casual Meetupz to message A Fun Couple
