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January 22nd, 2025

Russian sweetie looking for sexy love Sweet Russian Woman in Chicago Hello. I am new to Chicago and would like to make some friends and meet nice people. I am looking for a wonderful guy to go to dinner with. I hope you don't mind my accent. I am working on it but I speak good English. Would you like to meet me? If so, text me onl...

Scads of Ads Here, But I'm SPECIAL - That's What Momma ALWAYS Tells Me... Single and Special in Chicago I'm Rhianna still a bit of a goth at heart and trouble always seems to find me somehow. For now I still call Chicago home, but would like to see more of the world and find a hot guy. A guy who is SPECIAL just like me 😊 If you are a fun lovin rebel in need of a speci...

I am a hot black b#tch living and lusting in Chicago... Ebony Babe 4 NSA in Chicago Hi I'm Shayla here in Chicago checking this out online, never been at this before. Black female, 145, five foot 5, w extra large titties as you can see in my hot pics. (see more at my page) Just looking for a little NSA fun with the right sexy guy here in my area. I...

Achin' for the Bacon in Chicago Let's Start Makin' Bacon! Hi all, Sheila here in Chicago, single, a bit old fashioned, a little rowdy, love to ham it up, (sorry about the bad pun) 5'5, 140 pounds, 24 years old, big chested, blonde, blue eyes, love dancing, love beer, smoke but not 420, love animals, have a dually pickup and am a ...

No Beer Goggles Required! Renee 4 NSA in Chicago Hi guys I'm Renee from here in Chicago looking for a no strings situation. Don't go out to the bars looking for a hookup when you can actually see what you're getting when you come visit my profile page. Those bars are so dark and with a few drinks we tend to make bad ch...

Chicago Gamer Seeks Female Gamer for Dating and Fun... Hey let's join forces and level up together. I'm a bit of a nerd and have an outgoing personality. (very social) I'm Denny, 23 years old, 6'0, 200 pounds, blonde hair, blue eyes, love gaming and my cat Sam. About my girl: She should be from Chicago, love gaming or at least be okay with it, be smart,...

F/M seeking love and fun Female to Male Trans Man in Chicago My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it gro...

I'm a Snobby Stuck Up BITCH! I'm AllyCat and I need a sexy AF man to give it to me rough and hard and pound me - use me AGAIN and AGAIN! Have your way with me and put me in my place! Teach me a lesson I won't soon forget baby! Make me tap out and then beg you for more. I'm always ready and you should contact me here if you live...

Long and hung Wants night of fun and more Long and hung... Now that I have your attention, my name is Luke! I am a 28 year old Barista and I moved to this area 3 months ago. It's a weird time and I want to meet people I can hang with. I want a guy who will listen, make me laugh and generally be an all round good dude. Not fussy on appearanc...

No Strings in Chicago - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...

Ohhh Yeah! I'm PHAT AS HELL BABY!!! BBW Wants FWB in Chicago LustyPhatty (Susan) here livin' large in Chicago. I know you are cravin' my curves and big playful funbags, and I got a few cravin's of my own. I want you to play with and massage my huge titties all night. (heaven) I'm a BBW 34, 5'3, 42EE cup, and will tell you the re...

Here I am! Hookup with a smoking hot grandma in Chicago! You might not think so but older women still love having sex. Come check me out and see why women get better with age! I'm gonna show you what you don't know now. I'm Sherri a retired teacher and school administrator in Chicago. My friends are all settled down and traveling in their RV's, but NOT ME...

M-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....

Click here - Add to Cart. Chicago Single Dad for Fun That's my mom in the pic with me BTW. I'm Jonah here in Chicago a single working dad age 31 with a three legged cat and hope to find a woman for some NSA fun who has a big purse to get lots of snacks into the movie theatres. I'm not afraid to talk about Bruno, or yell Yab...

Looking for a Smooth Operator in Chicago... Let's See How You Operate! Hi all I'm Arlene a busy surgical nurse here in Chicago looking for a guy who is smooth like Southern Comfort. Not brash and overly cocky and overly sure of himself. I need that silent strong masculine energy in my life that tells me I'm a woman and makes me glad to be so...

Young, Free and Single but I want to be with Mr. Right. You have got be out there somewhere! I am lonely and I would love to find a funny and happy-go-lucky guy who can be my best friend and lover. I'm hoping you look good in a cowboy hat and jeans! Send me a text so we can at least get familiar!  LonelyinChicago...

ShopinRound38 outgoing, funny, and independent (Please only message me if you live within 50 miles of the Chicago area) . I am winding my career down and am wanting to traveling more and work less. Looking for someone to share intimacy and good times with. It’s getting harder and harder to find someone the old fashion way, so thought ...

Road Head Sally Drivin' Hard in Chicago Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Chicago. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park...

Mature woman who likes to party seeks younger man in Chicago Mature Woman for Younger Man in Chicago I am a mature but sexy professional advertising executive who needs to find a good man to date. I want someone who likes music, long walks and romantic dinners. I also want someone who can stay up all night and party! Are you that guy? If you have the stamina...

Phat Booty Lesbian Soul Sister Shakin' it in Chicago Baby!... Hi I'm Lisa a Black BBW lesbian looking for a hot woman in Chicago. Hmm let's see do I want some chocolate, mocha or sweet vanilla tonight? I cant decide! Why don't you get hold of me and help me decide and show me what's up? I'm down for a hookup or maybe a girlfriend long term, we'll see. Please l...

My body yearns to be the center of your attention... Hi all you sexy men out there in Chi-town! I'm a horny White female looking for NSA sexual encounters of the lingering and passionate kind. I don't want just wham-bam thank you m'am type hookups. I want you to worship my body like you mean it and pamper me. Fix your studying gaze upon me when I'm na...

Hot Angel brand new to Chicago and web dating. Outdoorsy girl. I can be your hottest fishing buddy! Ok, I guess I am doing this right and I am hoping someone sees this! I am 28 and want to meet a cool guy who likes outdoorsy activities like hiking and (unbelievably) fishing! Yes, I can even hook a worm! Want to meet and hang out with me?  ...

Gay Biker in Chicago. Genuine man looking for male life partner Gay Biker in Chicago Seeking M4M Life Partner Or at least a dating partner for now. No one knows where anything will go but I am into football and sports. I play golf, so if you like golf that is an absolute bonus! I am a proud doggie daddy, love dogs! I also own a motorcycle and love to go out rid...

Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Chicago I am Tory, a 24 year old, brunette living in the Chicago area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Then I might b...

Chicago Fetish Lover seeking hot, kinky fun! Chicago Fetish Lover for Hot, Kinky Fun! I am a seriously fun woman who has a naughty side. I have never put an advert on here before, so I hope I am doing this right. I just turned 28 and I am about 5' 6" with a curvy body and slender legs that go on forever and look great in stockings. I love ki...

🔥 NEW GIRL ON HORNY SEX APP 🔥 @HornyLisa22 on the Horny Sex App I'm always horny so may as well meet some sexy guy to hang out in the Chicago area. I'm not a prostitute. I appreciate spending time with a nice man. I adore older men of all shapes and types. I find attraction in intellectual and emotional connections. I am fairly...

Girls on The Goth Side Get My Blood Pumping... Hi I'm Derek, 24 years old, 5'11, 180 pounds, black hair, hazel eyes, as it stands, I'm a bit anti-social. I have broad sexual tastes ranging from the vanilla to BDSM and enjoy fantasy play and trying new things. I need a dark Chicago girl who knows what the Goth scene is all about. Bloodsuckas...

Ebony Beauty Seeks Her Princess in Shining Armor in Chicago Ebony Beauty Seeks Chicago Princess in Shining Armor My name is Cheryl and this is my first time ever posting a dating ad. You can't imagine how nervous I am putting myself out there! It's terrifying! lol.... I am 5'5'' and slender but I have good size boobs so if that's your thing let's talk...

I'm Troy in Chicago - Bi-Curious Looking to Experiment... Bi-curious in Chicago Hi guys, I'm Troy here in Chicago divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but ...

I Need a Sexy Man to Tame Wild Willy! Hung Chicago Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Chicago with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks and see a ...

Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Chicago and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along gre...

I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Chicago. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop music Lov...

Needed: Single Men and Women For Sexy Swinger Couples in Chicago!... Meet Local Swingers and Get Naughty! Thanks to you Chicago swingers can spice things up by having a sexy woman, a hot man or even an amazing couple join them in the bedroom for adult fun. Instant Access - Biggest  Selection - Widest Variety Meet and hookup for the best sex ever! ...

Shy femme needs love from butch woman in Chicago Femme for Butch in Chicago Hello. I am Jemma and I am 24 and very shy. I work Tuesday through Saturday and so my weekends might not be the same as yours. I hope you can accommodate me. I would like to meet a butch lady who looks so handsome, has short hair and long fingers. Please send me a messag...

Erotic exotic Asian queen in Chicago now (25) Asian Transexual in Chicago Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....

How do I look? / M4W in Chicago Man for Woman in Chicago Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamChicago. Send your pics for mine. I'm available evenings and weekends.  Sorry guys, no men.  I appreciate femin...

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Single Black Female Seeks Sexy Man for Friends with Benefits Situation... Hey fellas, I'm Sheena, 29 years old and I'm a professional who works long hours. I need someone to take care of my needs sometimes at odd hours of the day. When it gets urgent, it gets urgent - what can I say? I am a little picky and will not settle for just any man. I need a man who is sexually e...

Looking 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 dark hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, so if we ...

I wanna be your friend and lover Mature black man in Chicago Howdy, the name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, divorced, no kids and I am into riding my bike and fishing on weekends. There is just one thing missing - maybe it's you! How about you message me and...

47, 6' 2 Man Seeking Woman for Dates in Chicago Hey, Richard here. I just want to say hi to you and hope you might check out my profile and see if you want to date me. I am just a regular guy looking for a regular gal. I've been single too long. It's time to meet someone special to enjoy the fun things in l...

Wanting slightly older gentleman Hello. My name is Sylvia, age 24 and I am pretty done with young guys who mess around. I want a guy who is mature and kind and likes to travel. Please contact me so I can learn more about you!  Send your recent pics for mine. I just took some naughty pics with my girlfriend Brianna. I think yo...

Puss N Boots Sexy Puss N Boots Fetish Hi I'm Linda (PussNBoots) here in Chicago looking for a man who has a boot fetish like me. Boots are a symbol of power and that's why serious bikers and Armies wear them. If you love a woman in boots then maybe we should see about a FWB situation. I want you to take me boot...

Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Chicago Look no further honey, I'm Franny an Ebony trans woman here in Chicago to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have to ...

Vibrant and Intense 26 year old wants to meet sexy dude Hi! My name is Angelina. My body is in great shape and I like to exercise and stay fit. I am fun-loving and down to earth. Would like to meet same in the perfect guy. I love swapping pictures and sext messages on mobile so don't be shy. I think swapping pics is the perfect way to set the tone for a ...

Femme looking for Femme Femme for Femme in Chicago Hi, thanks for looking at my ad. My name is Kari. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I drive an old hunk of junk but it looks good and it goes. I am currently studying dentistry and work two jobs. My life is so bu...

Sophisticated Black/White mixed Lady wanting Gentleman friend in Chicago My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...

Sexy hung and big busted Hung and Busty Shemale in Chicago Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....

Wife Swap! Let's Swing in Chicago Attention Swingers in Chicago! Adventurous, attractive, athletic swinging couple in the Chicago area seeks swinger hookups for social activities and to explore the local swinging lifestyle. Let's go to the clubs and spend time socializing for fun and passionate sex. Kinks are welcome with us! He i...

Shania Needs Some Sexy Masculine Energy in Chicago! Want a Real Man in Chicago! Shania here and I'm looking for a certain type of energy to make me feel like a woman. I'm old school in many ways and love to be feminine and treated like a lady. But I'm a lady with needs like anyother and only you can satisfy those needs.  I live here in Chicago...