Explore FWB Opportunities in Chicago

I’m looking for a fun BBW in the Schaumburg area. Open to a one time thing or possibly a FWB situation. 45 6’ 185 and can host or Read More ...

I am a Hot and Handsome Well Jacked Older MUSLEDADDY I am looking for a Younger Passionate Male who LOVES MUTUAL C0CK SUKKING,,69...MAKING OUT AND Read More ...

Shopping at Trader Joe's in Hyde Park-55th ( tomorrow) ) Will be in the area, looking for something mild. I like to get serviced... (open to Read More ...

I am a white mature man, widowed, looking for a mature woman who loves cuddling, slow teaseing, oral play building to explosive pleasure. If you are Read More ...

I am looking for those ladies that are 60 and over that need some intimate attention. I am 55 6’ 210lbs and very clean. If you need a FWB I am Read More ...

52 Black, M work in Chicago and I'm in the city on the weekends but live in NWI. Sometimes I stay in the city a a hotel for a night or two. Read More ...

30 clean attractive and fit No drugs no diseases Hung, and orally talented. Not looking to change my or your situation Must be located in nwi or very Read More ...

I’m a Mwm 6 1 230 50 years old 6.5 cut Looking for a fwb that can host. HMU I’ll send a pic mutual oral I’m a top

Not sure if there is anyone who can relate to my situation but to begin with, I am married. Have been in dead bedroom marriage for years now. Zero Read More ...

I'm a professional man in my mid-50s who travels throughout Illinois for work and often has flexibility in my schedule. I'm interested in Read More ...

Hello I’m mature clean drama free, just looking for a chill good vibes female to have fun with and hopefully fwb long term I’m 6’3 Read More ...

Im looking for a fellow size queen that enjoys (and or is interested) pegging/stretching. I have around 8 years experience being pegged/stretched and Read More ...

Wouldn’t it be nice to have a guy friend to explore our desires, someone who’s real, who wants to have a friend to take care of his needs Read More ...

This Goal Slaying Empress and her husband seek a gentleman for long term FWB who can provide her with magical experiences in and out of the bedroom! Read More ...

I’m 40, and am looking for older women. Up to 55, possibly 60 years old for a fwb relationship. Nothing serious. I have my own house and live Read More ...

Do you have a husband, boyfriend or FWB that you let fill you? I’m a fit, attractive and professional guy who has always wanted to eat a Read More ...

36 year old white Male 5'6 blonde blue green eyes nice cock average build horny looking for a woman to be fwb with thats into deepthroating Read More ...

Hey there ladies, just looking for a fwb, talk laugh joke hang, have some fun, when we each feel like company. Let's talk if interested... Thx L

40 6’6 really hung just looking for a no strings attached fwb someone that likes em really tall and really big big msg me if you her women only Read More ...

33 yo athletic built italian guy Looking for an ongoing fwb situation, I have a very open schedule and I can host any day of the week at my place, Read More ...

I am an Alpha,Masculine and Muscular DILF,,,I am looking to meet a Younger Guy for Ongoing Hot Intimacy,,I love SUKKING C0CK ( mutual) open to Read More ...

I am Handsome,Masculine and Well Jacked Older Muscledaddy and I am looking for a Younger Guy ( verse) for Mutual 0ral and open for Phucking I am Read More ...

Hello I am looking for a consistent clean bbc fwb who can host and is mobile. Plus if you are located south. I do not send my facial photos due to Read More ...

Asian bottom looking for a big boner to s@ck and ride and for a regular fb or fwb UC is a +++.got one for me? Hit me back with pic please. prefer to Read More ...

Anyone wants some uncut- Chorizo con leche this morning or later today. I am on the south side. FWB if it works out. Nice good DL , discreet guy Read More ...

Looking for a new good friend. Friendship , conversations and FWB situation. Going out , movies, getting a bite too eat. I dont smoke, drink and no Read More ...

Hello 5”11 clean male 420 friendly looking for fwb also someone to smoke with and drive meeting new people around the city .open to any race Read More ...

Dom here looking for a boy—or possibly two—to meet up for drinks, flirt, and see where the chemistry takes us. Open to a range of Read More ...

I am looking for women that enjoy being stretched out- and orally pleased. Shaved Squirters to front of the line. I am well versed in the art of Read More ...

36 swm 5'9 170 6in cut. I'm straight ish but like dk. Looking for similar or a gym buddy. Nothing serious just get together every now and Read More ...

Looking for a fun mature lady that wouldn't mind helping fill my fantasy. I always wanted to be with an older lady. Something about them that Read More ...

56, married, 5’5”, 255, bearded, hairy guy in southwest Naperville. I work from home. I’m seeking a guy or guys of similar stats Read More ...

This Goal Slaying Empress and her husband seek a gentleman for long term FWB who can provide her with magical experiences in and out of the bedroom! Read More ...

Yes Yes! Off this week actually; could really use partner- for hot action, ongoing too...as quality fwb on the side (I'm attached, but not Read More ...

Hey guys happily married to a woman I am not sexually satisfied. This is where you come in I want a DDF masculine non smoking gifted man on his Read More ...

My long time FWB moved away. Im looking for another for occasional get togethers. I dont care about your relationship status because its just you Read More ...

33 Latino 5'5" and 150 lbs (34 waist). As title describes I'm a first timer non experienced curious about bottoming Latino who is Read More ...

looking for someone who's down for fwb or one time thing doesn't matter for me ;) I prefer bbw big girls in general but don't mind any Read More ...

Looking for a regular FWB that can host. I’m a Mwm 6 1 230 50 years old 6.5 cut . Please send a pic stats and location. Please be able to host

I am a Masculine,Handsome,and Well Muscled Male and I am looking to meet a YOUNGER FWB to meet and go with the flow I am open minded and Verse,,I am Read More ...

Attractive, adventurous, fwb couple looking for a third. Safe, same, respectful of limits. She's a hot yoga instructor. He's hung like Read More ...

Hey everyone, I'm looking for a woman in the chicago area who is interested in an ongoing fwb situation. Not interested in bots, etc., only Read More ...

7.5 inch bwc for femboys or transgirls. Hard and hor*y all the time. In central illinois (Peoria specifically) Would love an fwb type thing but Read More ...

Looking for an attractive curvy fwb for one time or potentially ongoing fun. I live in a house near bucktown and can host after work in the Read More ...

Looking for a reliable fwb to meet up with when the mood strikes. I am not into anything unsafe. Fit black guy here, 30s, in shape, and discreet. I Read More ...

I love a white man’s thick ass and tasting there hole and kissing their cheeks. I’m always looking for a friends with benefits situation Read More ...

Hello thanks for that click! I’m desperate for a chat, a new friend and a passionate kiss if you just can’t stop yourself. Kissing is not Read More ...

Chicago couple looking to fulfill my wife’s fantasy of being used by one or two clean, disease-free men waiting their turn with her, with me Read More ...

Total discreet good looking Latin top looking for bj, bottom missionary, rimming. What we do stays between us . Looking for fwb or one nighters Read More ...

Hello I'm 34, black, 5'11, 210lbs. I'm looking to have a FWB situation with a stud lesbian. Something I've wanted to try for a Read More ...

Hi, I am still looking for a women that likes a man that likes panties. I know its hard to find and I been trying for quite some time, but I heres Read More ...

Looking for a thick thighed thick double cheeked up Latino man that’s looking to get their cheeks eaten regularly. I’m always looking for Read More ...

I'm looking for a fwb along 49 in nw indiana. 18+ race and size not important. Must be able to host as I'll be there b4 or after work for Read More ...

Been in Chicago-Uptown a couple years and have met some great guys for occasional nsa fun. But tired of always having to post and respond to ads - Read More ...

We are FWB that play morning and daytime during the week. Need to be discreet. We can host or get a room. Please be clean and fun. Pics 4 pics.we Read More ...

Looking for a decent/nice guy to spend time and be FWB Very Discreet here and respectable of your situation. Good/Nice Guy looking for the same - Read More ...

******************************************************************************** I want to go to Olive Garden the one on torrence ave in Lansing for Read More ...

Hello. In search of a hispanic male between the ages of 35 to 50 for a fwb situation. I can travel and sometime host during the week (morning to Read More ...

I am a Masculine,Handsome and Well Jacked Male and I am looking to meet a Passionate Younger Male for Ongoing Intimacy I have Broad shoulders,great Read More ...

Just a 22M that sadly cannot host nor travel but more then willing to have some car or public play/travel with a cutie. I work second shift so Read More ...

I'm a regular clean cut guy who wants to find an ongoing simple and safe nsa connection with a bi, married or single guy. Most important is Read More ...

Its been a long time that Ive been looking for a long term FWB type of situation. An occasional fling with someone that gives me butterflies then I Read More ...

Looking for NSA fun with DL, discreet guys. 45 yo 5ft 11, 200lbs. Oral btm here. Always horny and ready to drain some ballz. No recip necessary. Read More ...

Peoria guy with BBC looking for an older woman who can give a gum job or at least a good blowjob I'm really into older women please no men. Read More ...

42 w m by sterling il looking for f for fwb, i can host or travel, 8 plus inches and good stamina, hit me up

Seems like it's all talk on here ain't seen nothing yet but hey keep looking love to go multiple times and love to do bucket list things

Looking for a FwB in, around or outside of Down Town Chicago. Just for fun and no dollars involved. A milf or Mature is a plus but not required.

Hey nerdy single guy here i am fun and a freak looking to get to know that special woman and see how far we go when we vibe i am 5'7 and 145 I Read More ...

unsatisfied in a dead end relationship that is sexless and need help with some stress release!Looking for fwb or quick cum and go !-Literally no Read More ...

unsatisfied in a dead end relationship that is sexless and need help with some stress release!Looking for fwb or quick cum and go !-Literally no Read More ...

Looking for a buddy to meet up with regularly. Risking disease, meeting anonymous people can be too risky. Not looking to get married or have a bf. I Read More ...

Hi I'm 36 white guy 5'10" 250lbs been a few months since I've been out. Smoker 420 friendly. Looking to get out and have a fun Read More ...

Damn where the cum dumpsters at that want it either the mouth or booty. Just looking to set up a regular FWB cum dump that wants to suck me while Read More ...

We are a fwb couple that is searching for a male or 2 to join us tonight in Countryside Hotel right of Lagrange. She is a sexy White BBW that likes Read More ...

If your a hot passable cd fem that dresses up and is a hot piece that can bounce on a 7.5 inch cut thick rod and is verbal. 5ft 11in hwp ddf. 40 Read More ...

We are a fwb couple looking to have expand our fun. She played with other girls b4 just not with me. Also would be open to another couple just no guy Read More ...

Hey! I'm a single guy looking for a woman that would like to be a fwb. I'm talking about hanging out, watching movies, doing fun stuff Read More ...

Hi! Looking for a female friendship that comes with some perks! I am married the perks part I would like to keep discreet. I have a high sex drive Read More ...

Mwm, 49, attractive, athletic build, educated, laid back, sane, ddf, clean, non smoker, looking for an attractive, fun and drama free lady for an Read More ...

Hi, slight panty fetish even though I am straight would love to a find a women that enjoys a man that loves panties. Would love to build a friendship Read More ...

We are a fwb couple looking for a top. There are rules. Be clean, ddf, non smoker and sane. This is to top him and she watches. At least the first Read More ...

So, what brings me here and why specifically an asian lady? I've been lonely for a long time. I'm hoping to find someone to talk to and Read More ...

I’m mostly on here lookin for friends with benefits type of situation or if you’re looking to experiment . Always looking for regular Read More ...

Looking for a new friend with FWB , that is low key , not into drama . Like going to the movies , walks , being ourselves , no one needs to know our Read More ...

Looking for a fwb to meet regularly for some fun! 25yo male, hispanic! NSA, as long as we connect well def want to meet first.

Hey guys. I am looking for guys who are either average or small, or feel small. I love chatting about size and comparing. I am 39, 5'9, 165, Read More ...

Looking for a regular fwb muscular guy tonight.33 years old smooth cute asian pantyboy, 150 lbs and 5'5 ft. Into oral and bottom . Sane, safe Read More ...

A married white dad is looking for a like minded married mom for a friends with benefits situation. I'm a professional who needs an escape from Read More ...

As title says, older, masculine, fit dad looking for a fem or twink to please. Reciprocation is not needed but also wouldnt say no. Ongoing fwb thing Read More ...

I am a fit male looking to see if he could take a good dip deep inside some caves. I'm looking for a FWB (preferably with a single woman) but if Read More ...

New to city dk alot about where or what to do. So looking for FWB or NSA if anyone is down to get it in and Dtf. But worst case can hit me up and Read More ...

I hope this post finds you open-minded and adventurous. I'm here to explore the possibility of finding a Friends with Benefits arrangement with Read More ...

If we have a connection and attraction,,,I am hoping for a SUKK AND PHUCK BUDDY I am a Hot and Handsome Well JACKED MUSCLEDADDY and I am looking Read More ...

Hi im 28 y/o good looking. 155lb . Bttm. Ddf. Im looking a nice d...c for b j . Or fwb will be perfect like a descreet regular body . I work in a Read More ...

Hi im 28 y/o good looking. 150lb . Bttm. Ddf. I need a nice d ck asap . Or fwb will be perfect like a descreet regular body . I work in a spa . You Read More ...

I am a Hot and Handsome Well Jacked Muscledeaddy with broad shoulders,great pecs big arms and a 3 pack,,,I am looking to meet a Younger Fwb for Read More ...

Older male looking for a female FWB if you don't mind me wearing pantyhose. Would like to have you in pantyhose too. I'm located in Read More ...

Hello I’m currently looking for a consistent fwb that will let me eat all holes to my hearts content. Then we can have fun in your favorite Read More ...

I am wondering if you are open to think about the following scenarios: We set up a time and meet at a theatre and sit all the way in the back and Read More ...

I'm looking for a recurring fwb situation with another discreet, respectful guy. Nothing crazy or unsafe. very interested in exploring more Read More ...