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Seeking attractive, intellectual, and fun female for mutual relationship!
I have done this in the past and its worked... Chicago - NW Burbs
am looking for a morning release girl
Hispanic, clean,... chicago
A Body Rub in Exchange For Body Rub
Hi there, I just recently moved to this area and... Chicago, NWI
I like my nipples pink and my Johnny walker black
6 ft 314 lb football built Clean shaving baby face... Lansing,il
  
Young? Sexy? Need an attractive sugar daddy to help you get through tough times?
I'm looking for someone sexy who is looking for someone... Chicago
young, hot 21yr. old
I'm shontay.. 21yrs. Old I'm 5'4. 130lbs.. very petite..if u... gary, IN
  
Looking To Spoil A True Beauty...
I would like to make a positive change in a...
Single Black Professional seeking Quality date
Hey Ladies, Single looking to have fun. Must be clean,... Chicago
  
nice couple seeks masseuse
nice caucasian couple seeks a caucasian, latina or european masseuse... north burb
Generous, real, and fun man will spoil you $$$, very private
The truth is I have not been a relationship for... Northside
Respectful man looking for Younger Submissive Woman for Companionship preferred Asian or Latina
I'm in the midst of making some moves I need... Chicago Northside
Generous and fun guy Seeking an amazing women
I'm an executive at a high-growth company that seeks a... Lincoln Park
at your service
S/w/m 5"7 seeks relationship with fun lady who knows how... south suburbs
Seeking Busty Black Woman to Support
I am seeking a long-term relationship with a nice black... Northside of Chicago
***Experience the true "ART of CUNNILINGUS" !***
Let there be no mistake, just like there is an... Palatine
Generous, real, and fun man will spoil you $$$, very private
The truth is I have not been a relationship for... Chicago
Seeking sexy babe for perfect arrangement! I'll be your sugar daddy!
I guess you could call this a benefactor, sugar daddy... Chicago
Sat. Apr. 19
Single Professional Looking for GFE - 47 (Northwest Indiana, NWI, Munster) I am seeking one special companion to spend quality time with. You: * White or Hispanic * 21 y.o.+ * Slender, petite or average (not heavy) * Not an escort * Bonus if you're educated, and/or intelligent and a conversationalis t * Looking...
Generous gentleman looking for his sugar baby. - 38 (Chicago) Respectful, generous and discreet gentleman looking for a playmate. This can be a one time thing or ongoing. I'm am not looking for anything serious and certainly don't want to change my life or yours. Please be discreet and most of all...
Gentleman seeks a discreet relationship with a woman - 55 (Chicago/Northwest Suburbs) I am a successful professional who is looking for a discreet relationship on the side. I am fun and can be interesting, and am known to be generous. If interested, please send me your pic with a few details and let's see...
nice couple seeks masseuse - 50 (north burb) nice caucasian couple seeks a caucasian, latina or european masseuse to massage us in our home on a weekday, preferably in the morning. please reply with details, phone, rate. thank you. A masseuse is a lady. A masseur is a man. We...
Looking for fun and experienced bisexual female - 40 (chicago) I am a 40year old physically fit male and my girlfriend is an attractive unexperienced 22 and curvy. Looking for an attractive, experienced female for our first threesome together. must have pics, must love sex, pleasant attitude and no unknown numbers. txt...
***Experience the true "ART of CUNNILINGUS" !*** - 45 (Palatine) Let there be no mistake, just like there is an ART to fine wine making, there is also an ART to bringing a woman up to her ultimate climax orally. The first thing to do is relax her. If she likes foot...
live-in (you live with me) oral slave - 40 (Edgewater) Strick white woman that knows what she wants from life. I enjoy traveling, all outdoor activities ie biking.swimming. Requirements: 1. Waist 40 inches or less,cock 8. Inches or larger. 2. You live with me and pay rent $610.00. You will have your...
Cunning Linguist Desires a Little Vixen - 49 (Chicago) Are you a Cunning Little Vixen desirous of a skilled Linguist? cun·ning ˈkəniNG/ adjective 1. having or showing skills in achieving one's ends. 2. attractive; quaint. lin·guist ˈliNGgwist/ noun 1. a person skilled in foreign languages. 2. a person who studies linguistics...
Fri. Apr. 18
Looking for an Intelligent, Sensual Woman for a Weekly FWB Arrangement - 49 (Chicago) I may be the unlikely combination of experience, intellect, athletic shape/agility and especially, sensuality. Also, modesty... (I am actually embarrassed to list all these undeniable facts about myself) and a quirky sense of humor. Raised and educated with European sophistication, trained in...
very busy businessman looking for fun - 28 (westmont) 28-30 year old businessmen looking for a pretty girls 21-35 that like to travel, like night life (New York, Miami, Las Vegas) and have fun. Some gifts Caucasian Nice house Expensive car We don't mind spending money for some awesome time. Respond...
Looking for the perfect companion - 26 Picture (Lansing IL) I am 26 years old I work a full time job and go to school full time. I am single with no kids. I have my own car and place. I am looking for a woman I can spend time with on...
Looking for young girls for fun dates - 19 Picture (Addison,IL (west of chicago)) I'm a young Mexican guy. 19yrs old. I'm funny, chill, and sporty. Got a stable job and afternoons free. Also weekends. Looking for young girl 18+ (Latinas and black girls are more my type. I would pay for expenses and provide car...
Thu. Apr. 17
Looking For A Woman To Carry My Child ***THIS IS NOT A JOKE*** - 29 (Chicago) First off, THIS IS NOT A JOKE!! I have devoted my life to my job, and now as 30 rounds the corner I find myself wanting a child, But I don't have the time to create one of those "ever lasting" relationships!...
Just Want To Have Some Fun! - 51 I will be in Chicago the night of April 29th. I will be staying close to O'Hare. Looking for an attractive female that would like to have a little discreet fun. Open minded and fetish friendly. I can host later that night...
Are you my $exy counter part? - 31 I am a busy business owner, and handsome if I say so myself, searching for a young sexy lady with which I can spend my off days and spare time. I work hard so I can enjoy myself, if you are under...
WM seeks Ebony or Latina - 44 Confident, fit, handsome, professional gentlemen seeks a thick ebony or latina lady to see on a regular basis. Looking for an ongoing mutually enjoyable arrangement that leaves us both happy. I am real and you be too. Please respond with pics, description...
Seeking a discrete FWB - 24 (oswego / montgomery / aurora) Hello one and all im here looking for a little fun here and there. Someone who knows what they want and how the want it. Someone who maybe is even a little exotic;) Im looking for a non white lady for me...
Brown sugar!!! - 23 Picture (Outcall only) After a hard days work or long work week let me take you to another level! No rush sensual time with me Very discreet but open-minded Let's make something happen I'm jada give me a call 630-660-5140 Exotic dancer and sexy strip...
ALL WORK..... letsS gET SomE PLaY In!! - 47 (CHICAGO) In search of discrete, independent, no game players, only attractive, with nice curves, shapely backside, and perky breast females only, born that way. Who are willing to interact with a handsome, no bs, drug free,non pimp, hard working, real, NO THUG NOW...
Spoilinyou - 38 (south burbs) Attractive white gentleman looking for a sugar baby to spoil; shopping, allowance, travel, etc. If interested send pic for pic, we can go from there...
College cutie read this!! Financial Help? - 29 (Chicago / Northwest Suburbs) I'm interested in spoiling a shy college student trying to make ends meet. I'm a discreet and respectful gentleman with a gainful and generous career. This can be a one time thing, but preferably ongoing with no baggage. Please be the sweet...
Generous man looking for a female - 30 (Chicago) Generous man looking for a female - 30 (northwest suburbs) Me: 30 years old Successful Respectful Generous Funny Thoughtful Creative Smart You: 18-40 White, Asian or Latina Slim, Slender, Athletic body type Articulate Energetic Flexible schedule. I am looking forward to spend...
Wed. Apr. 16
SCAT SLAVE, only for the KINKIEST WOMAN in the NW burbs ! - 48 (NW suburbs) A previous lady friend got me into this. She needed her pussy and ass clean real good and wanted it done orally. To douche her, she would lay back on the bed over some towels. I would use a douche bulb and...
SHE laid down the RULES and I FOLLOWED them ! - 54 Picture (Arlington Heights) She told me that if I wanted a relationship with her that I was going to have to follow the rules and meet her requirements. First, I was going to have to get down on my knees and listen to what she...
Respectful man looking for Younger Submissive Woman for Companionship preferred Asian or Latina - 49 (Chicago Northside) I'm in the midst of making some moves I need a young intelligent woman that is very submissive and ready to work for me I live in Chicago a very big and busy city with a lot of opportunity I'm not sure...
Generous, real, and fun man will spoil you $$$, very private - 48 (Chicago) The truth is I have not been a relationship for over 15 months. I have had other priorities. Now I’m ready, but I’m in my late forties and would like to be with a younger woman. And you know what they say,...
Tue. Apr. 15
Mr do u right all night - 34 Picture (downtown & ohare area) to relax your mind, body, and soul....I AM THAT MAN.... Do u needa massage??? How bouta good fuck to bust a few good nuts.......I BE HIM BABY.....IN CALLS AND OUT CALLS .....downtown. southside. Eastside ohare.....HIT MY LINE 773-503-1403...
Mon. Apr. 14
White Male Seeking Black Female For Toilet Fun - 48 (All Chicago) Single white attractive and successful bottom male seeking top toilet female. I can travel anytime to You!...
I go down on PERIOD PUSSY! Relieve STRESS, ease CRAMPS! - 46 (NW suburbs) Why? first, because I love doing kinky things. Second, I love looking up and seeing a woman get off to one of the most intense orgasms she has ever experience. As you ladies know, most women are more sensitive and more horny...
Oral and Very Successful Business Owner Looking for a Sexy Lady - 48 (Berwyn) Looking for a pair of hot sweet cheeks I can nestle my face in between. Me: attractive, single white businessman male, weight proportionate to height, full head of straight brown hair, blue eyes. I love all kinds of showers too!...
Can I pay your rent, car payment, school tuition, or other bills every month? - 32 If you are open to the idea of hanging out with a younger good looking fun guy regularly in exchange for him paying your rent, car payment, school tuition, or other bills every month, in an on-going and long-term arrangement then please...
Do you have this DEEP, DOWN, DIRTY, NASTY desire? - 48 (NW suburbs) A Scat Queen forced me into submission and made me her scat slave. She made me take it on demand, when ever she was in the mood. She made it so I would have to serve other scat queens in the future...
I want to be an ASS and PUSSY SLAVE for a BLACK woman in the NW suburbs - 46 Picture (NW suburbs) Let me visit you and pleasure you on a regular basis. I can start by massaging and kissing your feet, if you desire that. I would like to remove your panties and spead your ass cheeks, and kiss and lick your ass...
Sun. Apr. 13
Male seeks female for massage/fetish fun - 42 (Chicago and suburbs) I am a respectful, well-educated, normal, athletic white male, who happens to enjoy massages and has a long nail fetish. I am looking for an attractive woman with long, manicured nails, for a light touch body massage/fetish fun. I can massage you...
Are you busy too? - 30 Picture (Chicago) I am a small business owner and I am really only free in the evenings. My days are full of hustle and bustle. I would like for my free time and evenings to be fill with the presence of a lovely counterpart...
Can host today!! - 28 Picture (chicago) 28/m/ Chicago, N side. Partner is away, so I want to have some side fun. (I'm just being real). I have the place to myself and interested in anyone that wants to have some fun. Liquor already provided. Just for tonight only...
Single, mixed male looking for a naughty lady - 30 Picture (Chicago, north side) I don't know if real women browse this site but craigslist is garbage so here I have landed in search of a naughty lady who might appreciate some thorough drilling and filling not unlike such found in pornographic dealings. Passionate yet aggressive...
Generous WM iso Sexy Petite Ebony Lady - 49 (Downtown) I am a handsome, in shape guy and would love to meet a sexy lady for mutually helpful times. Please send a picture and let's chat and meet. I live downtown so be able to come to my place I am looking...
Seeking my PISS GODDESS for LTR in the NW suburbs ! - 54 (NW suburbs) She billed herself as the "Piss Goddess". She was looking for someone to be her personal urinal on demand. I answered her ad. It started out as a Dom/sub thing with her desire to show her dominance by pissing down a mans...
Sat. Apr. 12
I would like to meet a lady 40-55 to be physical friend on monthly arrangement - 56 (ohare area) If you are a pretty lady 40-55 and would like to meet a real gentleman for adult fun on a monthly arrangement,,,, then this might be for you. I am mid 50s, I own business. I works lots of hours,,, I don't...
Monthly cash allowance just to hang out? - 32 Are you open to the idea of hanging out with a younger good looking guy for a nice monthly cash allowance? Tell me a little bit about yourself, where you live by, and send a picture...
I want to meet a lady for physical relationship on a monthly arrangement - 55 (N.W, Burbs) I would like to meet a lady 18-45 for a physical relationship on a monthly arrangement. Excellent for a college lady I'm 55, 6 ft.3, 270 lbs., considered attractive. I own Business. Don't have time for a relationship, but miss intimacy. I'm...
Fri. Apr. 11
Seeking Busty Black Woman to Support - 55 (Northside of Chicago) I am seeking a long-term relationship with a nice black woman - Any adult age (18 to 65) who is very busty. I am not jealous and do not care who else you are sleeping with. I need a best friend and...
Sexy Male For Fun! - 27 Picture (Chicago) Hi, I am taking inbound and outbound phone calls to any Lady that wants a sexy, muscular, handsome, hung guy for fun. I do massages, back rubs, and more. Email me with your number and I will get back to you. Or...
Seeking sexy babe for perfect arrangement! I'll be your sugar daddy! - 32 (Chicago) I guess you could call this a benefactor, sugar daddy or mutually beneficial arrangement. I prefer to call it a perfect arrangement. It just sounds better to me. So, what makes an arrangement perfect? First, there's mutual respect. Let's simply pretend we...
Pregnant Fantasy - 29 (South Shore, Lake Shore Drive) Hello, I'm looking for a pregnant female to explore a fantasy I've had forever. I am a mature professional and I live alone on the South side of Chicago. If you are interested contact me and we can talk. Must be at...
Mature gentleman will rock your world - 48 (NW suburbs) Hi, thanks for reading my post. I am a 48 year old attractive and fit white male. Just to be clear, I'm not looking to receive and definitely not looking to pay any money. I have perfected the art of pleasing a...
Woman wanted for fun times - 36 Picture (city or burbs) Nice white man seeking a woman for mutual pleasurable fun. I am very open to age, race and body types. I do love bbw, thick and curvy also. top or bottom heavy a plus. If interested lets talk...
Visiting west coast exec needs a sexy assistant this week - 45 (Ohare Area) If you're a hot young woman and short on cash, I need a sexy assistant while I'm visiting Chicago. I'm a laid back, good looking entertainment executive, and I think you will be happy with me. All activities will take place at...
An easy going roses giver - 45 (Chicago, Evanston) I'm in town Friday night and Saturday night. I'm a handsome guy with a simple need...a great massage. I'll ensure you walk away with some roses.. I'm a business professional and need to maintain a high level of discretion. Thanks...

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