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  • May 24th, 2025
  • Tall Dark handsome long hair and long everywhere 31Tall Dark handsome long hair and long everywhere 31 Black Male Escort M4M in Chicago I am Dajuan, age 31 black male, and I am tall and long. I am from Jamaica and I am here in Chicago looking for men who want a hot, sexy date. Private message or text me JamaicanHeatXXX...
  • Still unpacking but looking for a date in ChicagoStill unpacking but looking for a date in Chicago New Girl in Chicago My name is Charlene and I literally just move here last week. I have barely unpacked yet and I am so wanting to get out and meet people! I love the movies and popcorn and music and dancing and having fun! Go ahead and hit me up for a date, or a drink or something! Message m...
  • May 23rd, 2025
  • Elegance and Charm Await YouElegance and Charm Await You Hey there, I'm Lisette from Chicago, Illinois. Looking for someone special to share good times with? Well, you're in luck because that's exactly what I'm searching for too! I may not be a supermodel, but my curves will definitely catch your eye. My friends say I have a warm smile and a great sense...
  • Lonnie from Chicago: LetLonnie from Chicago: Let's Explore the Windy City Together! 🌆 Hey there, fellow Chicagoans! My name is Lonnie, and I'm on the lookout for someone special to join me on exciting adventures in this beautiful city. So, let me give you a sneak peek into who I am and what makes me tick! First things first, I'm a straight guy who loves exploring new places and tr...
  • Looking for a Connection in the Windy City! 🌬️ Hey there, fellow Chicagoans! My name is Bearnard and I'm on the lookout for someone special to share some amazing moments with. 🌈 So, let me tell you a bit about myself. I'm an easygoing guy who loves to embrace life's adventures. 💪🏼 Despite not being built like a bodybuilder, I've got ...
  • Fuck my Tight Ass and Make Me Gag on Your Huge CockFuck my Tight Ass and Make Me Gag on Your Huge Cock Hey guys, I'm a horny gay man named Marlon from Chicago looking for some hot male-on-male action. I love getting my ass pounded hard and deep, feeling your throbbing cock slide in and out of me. I also enjoy giving sloppy blowjobs, gagging on your dick until you explode in my mouth. Let's play with ...
  • Chubby Chick looking for guy who can handle me!Chubby Chick looking for guy who can handle me! Chubby Looking for Dates in Chicago So, I am a little heavy but mostly just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not message me your favorite joke and we can see how we get along!  Send your pics and contact # for mine. ...
  • LetLet's Explore Chicago Together Hey there, I'm Woodie from Chicago! I love exploring the city by going on long walks along Lake Michigan or checking out the latest exhibit at the Art Institute. If you're into trying new restaurants, we could grab a bite at Lou Malnati's for some deep dish pizza or head to The Violet Hour for cra...
  • Passionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass PlayPassionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass Play I'm Rayna from Chicago, and I'm looking for a local lesbian, bisexual or bi-curious woman who wants to have some hot and steamy fun with me. I love exploring all kinds of sexual acts and fetishes with another woman. From passionate kissing to intense orgasms, I want to experience it all with you....
  • Looking for a Wild Woman to Fulfill My Wildest FantasiesLooking for a Wild Woman to Fulfill My Wildest Fantasies Are you a kinky girl who loves to get down and dirty in the bedroom? Do you enjoy exploring new sexual experiences and pushing your boundaries? Well, look no further because I'm Kirk, a man seeking a local woman for great sex, adventure, and fun. You can find me on FreeSexAds.com under the usernam...
  • II'm Alexis & I'm Everything Ur Looking 4! Alexis in Chicago: Everything You're Looking For! Hi..... I'm Alexis, a new but independent and experienced escort/provider in Chicago! I'm Looking to meet some new people and hopefully repeat clients. I am a laid back and open-minded professional lady, but I have a wild side. I will leave you smi...
  • Looking for the worldLooking for the world's best playmate! Need: One good looking guy who can make me laugh Also: has to like music and movies and be a gamer, not a player. What you get: Me! My name is Patrice and I am 25, 5'6", curvy with darkish brown hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, ...
  • Fuck me hard and deep in ChicagoFuck me hard and deep in Chicago Hey guys, I'm a horny gay man named Burt from Chicago looking for some hot male-on-male action. I love getting my tight ass pounded and sucking on a throbbing cock until it explodes in my mouth. I'm into all kinds of kinky stuff like rimming, BDSM, role play, and using toys like dildos. Let's explor...
  • Passionate Lesbian Seeking Orgasms, Oral Sex, and Cum PlayPassionate Lesbian Seeking Orgasms, Oral Sex, and Cum Play I love exploring every inch of a woman's body, feeling her tight curves against mine as we lose ourselves in pleasure. My name is Stormi and I'm on the hunt for a local lesbian, bisexual, or bi-curious woman who's ready for some wild fun. When it comes to sex, I'm all about oral play - giving an...
  • Get Lost in the Windy City with MeGet Lost in the Windy City with Me Hey there! I'm Maegan from Chicago, Illinois. I may not be a supermodel, but I've got curves in all the right places and a smile that will light up your day. If you're looking for someone to explore the city with, look no further! I love trying new restaurants like Girl & The Goat or grabbing a d...
  • Passionate Lesbian Seeking Orgasms, Oral Sex, and Ass PlayPassionate Lesbian Seeking Orgasms, Oral Sex, and Ass Play Hey ladies! I'm Della, a wild and adventurous lesbian from Chicago looking for some hot and steamy fun with another woman. I love exploring all kinds of sexual acts and fetishes with other lesbian and bisexual women who are just as eager to play as I am. From passionate kissing to mind-blowing orgas...
  • Explore My Sensual Side with AlysonExplore My Sensual Side with Alyson Hey there! I'm Alyson, a fun-loving gal from Chicago who's looking to meet someone special. I may not be a supermodel, but I've got curves in all the right places. My friends would describe me as adventurous, spontaneous, and always up for trying new things. I love exploring the city and checking o...
  • Noel here. 🤓 You want to date me, right?Noel here. 🤓 You want to date me, right? Man seeking Woman in Chicago 🤓 This is Noel and I am here to let you know that you don't want to miss out on dating me. i am a joker (but not a smoker) but I love to laugh and make you laugh too. I am a music fan and I love going to live gigs. Love having fun, hiking, dining out and traveling. ...
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  • Male for Male Escort in Chicago. 29. 6Male for Male Escort in Chicago. 29. 6' 2 Male for Male in Chicago Hey, I'm Jeffrey. Will visit you or you can visit me 29. 6' 2. I'm working my way through college but I manage some free time. Need to spend time with men. I love the male form and appreciate all types of men and all body types. Message @JeffOralExpert for a get togeth...
  • Fuck Me Hard and Make Me Squirt All Over ChicagoFuck Me Hard and Make Me Squirt All Over Chicago I'm Kati, a wild girl from Chicago looking for someone to satisfy all my dirty desires. I love getting down and dirty in the bedroom, exploring new positions and kinks that will leave us both breathless. When it comes to sex, I'm not shy about what I want. I love giving sloppy blowjobs, riding ...
  • Fuck Me Hard and Make Me Squirt All Over Your CockFuck Me Hard and Make Me Squirt All Over Your Cock I love getting down and dirty in the bedroom, exploring all kinds of naughty fantasies. My name is Roanne and I'm a wild one from Chicago, Illinois. When it comes to sex, I'm not afraid to get a little kinky. I enjoy trying out different positions like doggy style, reverse cowgirl, and 69. I lov...
  • Baby Face Hot Dude waiting for the ladiesBaby Face Hot Dude waiting for the ladies Male Escort in Chicago I am Howie and I am waiting for you. I am 37, hung and it. I focus entirely on your pleasure and will do what you want. Your satisfaction is my top priority and guaranteed! Message or call @BabyFaceHowie...
  • Fuck me Hard and Make Me Squirt All Over Your CockFuck me Hard and Make Me Squirt All Over Your Cock I'm Jania, a naughty girl from Chicago who loves to get down and dirty in the bedroom. I enjoy exploring all kinds of sexual fantasies and trying out new things. Whether it's giving mind-blowing blowjobs or getting my tight pussy pounded in different positions, I'm always up for a good time. Some...
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  • Sugar Baby for Daddy. Possible Exclusive ArrangementSugar Baby for Daddy. Possible Exclusive Arrangement I am looking to date a generous gentleman who has a good sense of fun and adventure. I am tall, slender and curvy, with long dark hair and natural boobs.  Interested in a sugar baby? Exclusive arrangement is negotiable. My Sugar Baby Details Visit my SugarBabyXOXO profile page for more i...
  • Passionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass PlayPassionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass Play I'm a wild lesbian from Chicago looking for a sexy lady to have some naughty fun with. Ilyssa here, ready to explore all your wildest fantasies. I love getting down and dirty with other lesbian and bisexual women who are as eager as I am. When it comes to sex, I'm into everything from passionate ...
  • Unleash Your Desires with MarsiellaUnleash Your Desires with Marsiella Hey there! I'm Marsiella from Chicago, Illinois. Looking for someone to explore the city with? Let's grab a deep dish pizza at Lou Malnati's or take a stroll along the Riverwalk. You can check out my pics at my personal bio page @marsiellach88920. Who knows where the night might take us 😉 I'm ...
  • Unleash Your Desires with RosabelUnleash Your Desires with Rosabel Hey there, you! 👋 Are you ready to embark on a thrilling adventure with a woman who knows how to keep things exciting? Look no further because I'm Rosabel, and I'm here to make your heart race and your senses tingle. 💃 Let me paint you a picture of what I look like: imagine an alluring godd...
  • Handsome, tall and tanned guy wants to meet shy woman in ChicagoHandsome, tall and tanned guy wants to meet shy woman in Chicago Handsome Guy for Shy Gal in Chicago Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also that's a plus. I warm up once I start to feel comfortable. Want a mature woman for fun, laughter and more. Message @TallEric34m in Chicago....
  • Looking for a Woman to Fulfill My Wildest FantasiesLooking for a Woman to Fulfill My Wildest Fantasies I'm Torre, a man seeking a local woman in Chicago, Illinois for some mind-blowing sex, adventure, and fun. I love exploring all kinds of sexual acts and fetishes with the right partner. From passionate kissing to rough fucking, I enjoy it all. I love giving and receiving blowjobs, eating pussy unt...
  • Introducing Marga: Seeking a Connection in the Windy CityIntroducing Marga: Seeking a Connection in the Windy City Hey there, lovely ladies of Chicago! My name is Marga, and I'm on the lookout for someone special to share some amazing experiences with. 🌈❤️ So, let me tell you a bit about myself without giving away too much. I've got sparkling green eyes that can make your heart skip a beat, and my brun...
  • Elegantly Seductive Romy Looking for a Sweet DateElegantly Seductive Romy Looking for a Sweet Date Hey there! I'm Romy from Chicago, Illinois. I may not be your typical girl next door, but I guarantee you won't be able to take your eyes off me. If you're into spontaneous adventures and deep conversations over a glass of wine, then we'll get along just fine. You can check out my pics at my perso...
  • Eager to Meet You in Chicago!Eager to Meet You in Chicago! Hey there! I'm Alexia, a fun-loving gal from Chicago looking to meet someone special. I may not be your typical girl-next-door, but I promise you won't be disappointed. Let's grab a coffee at the trendy Intelligentsia Coffee or enjoy a romantic dinner at the iconic Girl & the Goat. If you're feeling...
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  • Beauty Queen from India looking for loveBeauty Queen from India looking for love Beauty Queen from India Now in Chicago My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me @ManjuChicago so we can get together. I look ...
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  • Seduce Me with Your CharmSeduce Me with Your Charm Hey there, I'm Milly from Chicago, Illinois. I may not be your typical girl next door, but I promise you won't be disappointed. I love exploring new restaurants in the city like Alinea or Girl & the Goat. Maybe we can grab a drink at The Aviary or Lost Lake and see where the night takes us. If you...
  • Seeking a Connection Beyond Words<br>Seeking a Connection Beyond Words
    Hey there! My name is Nadia, and I'm on the search for someone special to share some amazing moments with. 🌈❤️ Let me tell you a little bit about myself. I have short, wavy brown hair that frames my face perfectly. My eyes are a mesmerizing shade of hazel that can make you feel like you're...
  • Fuck Me Hard and Make Me Cum ErwinFuck Me Hard and Make Me Cum Erwin Hey ladies, I'm Erwin from Chicago, Illinois. I'm a man seeking a local woman for some great sex, adventure, and fun. I love to get down and dirty in the bedroom and explore all kinds of kinky fetishes. From giving sloppy blowjobs to getting my tight ass pounded, I'm up for anything that brings us b...
  • Fuck Me Hard and Deep in ChicagoFuck Me Hard and Deep in Chicago I'm a horny gay man looking for some hot male-on-male action. My name is Shawn and I want to find guys who are into all things dirty and kinky. I love getting my cock sucked and my ass played with. I enjoy rimming, anal, role play, bondage, and using toys like dildos. I'm also open to trying new ...
  • Eager to Meet YouEager to Meet You Hey there! My name is Noami and I'm a fun-loving gal from Chicago, Illinois. I may not be a supermodel, but I've got curves in all the right places 😉. I'm looking for someone who can make me laugh and show me a good time. I love trying new restaurants, so how about we grab some deep dish pizz...
  • Looking for a Connection in the Windy City 💨Looking for a Connection in the Windy City 💨 Hey there, fellow Chicagoans! My name is Tymothy, and I'm on the lookout for someone special to share some amazing moments with. 🌈❤️ So, let me tell you a bit about myself. I'm an easygoing guy who loves to laugh and have a good time. I may not have six-pack abs or be super tall, but my wa...
  • Sweet and Sassy Seeking Adventure!Sweet and Sassy Seeking Adventure! Hey there! I'm Allyn, a fun-loving gal from the Windy City, Chicago. 💨 I'm all about embracing life's adventures and looking for someone special to join me on this crazy journey. If you're up for some excitement, keep reading! I believe in living life to the fullest, whether it's trying out ne...
  • Local Librarian 📚 to let her hair down with a Chicago woman 🔥Local Librarian 📚 to let her hair down with a Chicago woman 🔥 Woman seeking woman in Chicago Hey, I'm Josephine and I am a 32 year old librarian. 📚 Even though I am not a typical-looking librarian I am pretty good at what I do and I love working around books and digital media. I am an avid reader and I love to read you a bedtime story. I must confess I lov...
  • Totally new to this kind of thing!Totally new to this kind of thing! Single Girl in Chicago I use a couple of apps to do dating but I have never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send...
  • Looking for a Tight and Sloppy Blowjob QueenLooking for a Tight and Sloppy Blowjob Queen I'm Al, a man seeking a local woman in Chicago, Illinois for some wild and raunchy fun. I love exploring all kinds of sexual acts and fetishes with the right partner. From passionate kissing to rough play, I'm open to trying new things and pushing boundaries.If you're into deepthroating, gagging, an...
  • Nigel 56, new here in Chicago Nigel 56, new here in Chicago Male seeks a nice woman in Chicago Hello ladies! I am Nigel, age 56, and I am back on the market after a failed buyout with an ex. lol. That's life. I am lighthearted and friendly and I love to laugh and be made to laugh. If you want to know more, just out my bio page @FunNigel56. ...
  • Great kisser, looking for sameGreat kisser, looking for same Great Kisser in Chicago Did I get your attention? If you are reading this, I must have! So, there is more to me than just great kissing, but I wanted to reel you in! Here goes...I am 32, a manager in a store and I just relocated to Chicago because of my job. I don't really know many people yet, exc...