Explore FWB Opportunities in Chicago

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. I am a mwm and have not had sex with my wife in over 10 years. It is time for me to look for a woman that would enjoy getting naked and Read More ...

I am a Hot and Handsome Well Jacked Muscledaddy and I am looking to meet a Younger Male for Ongoing Intimacy/Friendship,,,Come say hi I have broad Read More ...

M4F looking to find a connection. Not looking for anything serious. Ideally a FWB situation with the emphasis on Friends. If you’re Read More ...

24 F by oaklawn looking for a switch that likes to be dom mainly but also sub for me sometimes looking for someone consitant that would meet up Read More ...

F 24 looking for longterm fwb i am a switch and love pleasing Must be fit and between 21-25 years old Virgins are welcomed

Hello and thanks for looking at our post. We are a M-M FWB couple that are seeking another top guy for the bottom of our group. Not seeking bottom Read More ...

Bored? Need some nsa fun during the day? Im in Mundelein every day and looking for someone who is within a few min to have some fun with. Hit me up Read More ...

Hi there I'm looking for a steady fwb connection im 37yr 6f3 white skin tattoos and workout often bwc needs to be used. Clean and safe looking Read More ...

Im Mexican looking for fun in bed Im in Logan square so if your close to me better looking for some fwb kind of thing love eating that cookie for my Read More ...

I can host or travel and want ro exchange pics when you respond. I will respect yout limits but take it as far as you want our fun to go

I'm 36 Latino easy on the eyes good looking.. I'm discreet. Very private person. I enjoy watching porn with whoever. I love naked fun 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 ...

Professional GWM, discrete, tested (nov)disease free, stable and authentic guy here. In the city but able to travel to anywhere in the Chicago area. Read More ...

Married guy looking for a lady to get to know and see where things go. I would ultimately like one FWB that can meet up at least 2 to 3 times Read More ...

Hello seeking a married woman that is missing passion and great sex. We can talk about details if we hit it off. Meet at a local Starbucks. I am tall Read More ...

sane tall 6 210 DDF std free tv Ts CD almost 24 7 as my fem self. full made up when meeting. shaved smooth all over discreet about my fem side. can Read More ...

I'm 26, latino, 7 inch d, in shape slim body, very horny looking for a fwb type situation. I'm not picky about age, race, or body type. I Read More ...

I am looking for someone that preferably is attached (not a deal breaker) for a fwb situation, with a dom/sub dynamic. I am looking for someone in a Read More ...

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 ...

Looking for discreet gay/bi smooth or trimmed ,REAL meet not just email chat, great hygiene, horny, wanting actual FWB and not wasting time Read More ...

I’d like to find a bbw fwb that we could meet and smoke then play together hopefully with me cumming on your tits. I’m 43 straight white Read More ...

Hey! Looking for some ongoing fun with a guy. No strings attached - just fun. About me: 5’10, 170, latino, HIV neg, and on prep and I get Read More ...

Hey there. Would love to connect with the right woman. I’m a 6’3 black man. Muscular/stocky build. Would love to make a fun new friend. Read More ...

Looking for a regular fwb for discreet get togethers. Very laid back normal hairy daddy bottom love to service am open to slim to stocky guys who Read More ...

I am looking for FWB who fan come meet as often as time does permit monthly. Marriage dead in bedroom and it's been a year with little no Read More ...

I am a Handsome,Masculine and WELL BUFFED MALE and I LOVE SUKKING C0CK and B@LLS,,,and open to PHUCKING I am looking to meet a YOUNGER PASSIONATE Read More ...

Looking to have some fun. Open to any age/race. I'm a big dom and I'm big into careplay. Bored and horny and i'm in bed hehe

I LOVE SUKKING C0CK AND B@LLS ( MUTUAL) and open to PHUCKING I am a Handsome,Well buffed Alpha daddy and I am looking to meet a Younger Fwb for a Read More ...

Hi I am a handsome and adventurous man looking for a regular FWB to get together with on a regular basis. I have not had sex in over 10 years. I 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 ...

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 ...

I am a hot and handsome Alpha Muscular Daddy and I am looking for a Younger Fwb for Phucking and Sukking,,Possible Relationship

I LOVE INDIAN/ MIDDLE EASTERN MEN,,,I am a masculine ,Handsome and Well Jacked WHITE Muscledaddy,,and I am looking for a Hot Sexual Fwb ..Maybe Read More ...

looking for FWB who can come over a few times a week in Gurnee Marriage dead in bedroom its been a year with little no conversation - so were just Read More ...

tall 6 210 DDF std free tv Ts CD almost 24 7 as my fem self. full made up when meeting. shaved smooth all over discreet about my fem side. can be Read More ...

Would love to find somebody who wants a nsa fwb situation where I can come over, give oral and be on my way. Me: 37 years old White Facial Read More ...

5'10, 6.5 uncut, slim build, smooth mostly all over, rather shy looking for a masc bear/chub type guy who enjoys the bottom bunk, and is okay Read More ...

I am a Handsome,Masculine and Really Well Jacked Alpha Daddy and I am looking for a Younger Fwb who is serious to meet and Go with the Flow Come say Read More ...

I’m a fit college guy looking for a nice wet BJ, I don’t want anything long term just a fuck buddy or someone who loves to suck me off Read More ...

Not into the “models” and all that. Looking for a real woman into real fun for the fun of it! Used to have a secret FWB and miss that Read More ...

It has become very apparent that i don't know how to respond back to people interested in my post. I get way too excited and just start blowing 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 ...

You posted you were looking for a FWB to spice up your marriage, we were chatting but your post disappeared. Contact me if you're still looking.

Not looking for anything serious, but only looking for 1 women to meet time to time when our schedules align. If your to shy to please the man your Read More ...

35/m here looking for a sexy lady to come over for discreet fun. Prefer a fwb but open . Send pic on first message for quicker response.

In great shape for petite trans male or female around 98 too 115lbs. More petite the better. I am looking for a Companion or FWB homeless I enjoy Read More ...

In great shape for petite trans male or female around 98 too 115lbs. More petite the better. I am looking for a Companion or FWB homeless. I enjoy Read More ...

In great shape for petite trans male or female around 98 too 115lbs. More petite the better. I am looking for a Companion or FWB homeless I enjoy Read More ...

Just as the title says... Im looking for a woman who is on the curvier side(bbw, thick, etc.) who would enjoy a legit FWB relationship, with an Read More ...

I am a hot and handosme well jacked and Buffed male and I am looking to meet a Younger Fwb for Ongoing Intimacy,,,I have broad shoulders,great Read More ...

I am Looking to meet an Ongoing FWB for PHUCKING,,SUKKING,,69,,AND open to more,,,I am a hot and handsome Well Jacked WHITE MUSCLEDADDY I have broad Read More ...

NOTE: Send a message, don't just like or save my post. Its been a couple of rough weeks at work and I'm looking to play with someone. Read More ...

Good morning. Educated and professional guy here downrown looking for find someone for regular (or one time if needed) fun. 8 inches. Discreet and Read More ...

Who likes a tight white ass to split. It's been a long time so I'm going to moan and shake as I take every inch. My last fwb was a fit Read More ...

married, 54, discreet. Looking to give your problem some attention. Come in, bl0w ya and leave. Simple right. Open for more....will bttm Very Read More ...

So I am looking for a longterm FWB where we can explore each other’s fantasies, fetishes and limits. I am of average build, 6ft, 200lbs, very Read More ...

Very discreet and masculine bi white guy looking for a fwb to be comfortable with and avoid creeps and diseases. Not much experience but looking to Read More ...

I am a MWM 64yo clean intelligent fun and easy going. I am also very open minded and respectful. I am looking for a FWB to enjoy some passionate Read More ...

We are fun and kinky friends looking to add another F to our play nights. She is 28, pretty, petite, and at times wants to be the center of our 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 ...

Hey. Looking fot a regular thatbwe can link up from time to time. Prefer ages between 30 to 55. Please have good hygiene, DDF, available in the Read More ...

Married FWB Fun desired Pretty Cute & Discreet here….. Looks combined with personality Interesting and Fun Considerate and Read More ...

Hello, I’m a good, normal and fun 40 year old guy. I’m in shape and I’m just hoping to find an older woman to have fun in the Read More ...

So me and my Girl are looking for a unicorn. We are a little more than fwb she is 42 medium build very high sex drive and bi. I’m 48 6 ft 195 Read More ...

Looking for a steady discreet cock sucker to let me unload at ur place. Im 6f3 well built bwc that shoots ropes need a safe and discreet fwb Read More ...

Hi there I'm looking for a steady fwb connection im 37yr 6f3 white skin tattoos and workout often bwc needs to be used. Clean and safe looking Read More ...

I'm 35 Latino 5'7 180 6. I love topping and mutual bjs . Missionary, u riding me. Lots body on body contact. Can host now we can watch Read More ...

I am a Masculine and Handsome Well Jacked/ Buffed Male and I am looking to meet a Yoinger Fwb for Ongoing Intimacy Come say hi,,We can swap pics and Read More ...

I am a Masculine.Handsome,and Swole Muscledaddy,,and I am looking to meet a Younger ,Passionate Guy for Ongoing Intimacy,,I am Verse

Would love to find somebody who wants a nsa fwb situation where I can come over, give oral and be on my way. Me: 37 years old White Facial 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 ...

I'm 6'4" muscular build. Love women, but looking for a regular fwb. Prefer fem or smooth, but will consider all

35-year-old Black man looking for a woman who wants a genuine, consistent FWB situation. I’m looking for mutual attraction, good conversation, Read More ...

Getting together and enjoying a regular FWB sounds fantastic Have the blanket pulled above ur waist so just ur member is out. Lick n finger only. No 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 ...

Married FWB Fun desired Pretty Cute & Discreet here….. Looks combined with personality Interesting and Fun Considerate and Read More ...

Looking to meet up with an attractive asian woman for FWB. I can host in Bucktown. Tall, tan, attractive and built.. Would love to chat and have you 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 ...

I'm 50 years old and of average height and weight. Very normal and clean-cut and looking for someone to play with, perhaps even regularly. I Read More ...

6’5 with a dominant presence you’ll feel immediately… and 8” that I know exactly how to use. If you’re a woman who Read More ...

37 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 ...

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 ...

Come say hi,,if You want to meet a hot and handsome well jacked Older Muscledaddy,,I am looking to meet a Younger Lover for Ongoing Intimacy I have Read More ...

Very good looking mixed ethnic 62 year old male 5’8” 180 seeking cute latina for some fun. I like to please and be pleased. Prefer women Read More ...

Recently divorced, sexually deprived for years, finally free to have some fun. I have a lot of pent up sexual frustration to take out on someone! Read More ...

Hello/ Hola , DL here. Nice , good guy here. Discreet Tell me about yourself , age, race , stats, etc? Share a pic...would be nice to have FWB Read More ...

Looking for a good one night stand or a FWB if things go well, 23 yrs old Asian with a piece sure to give you the pleasure you’re looking for, Read More ...

Most guys seem to need it fast but I am looking to be slid into in a certain way. Positions can be varied but my favorite is you spreading my legs Read More ...

Safe and sane here. Looking to host another masculine guy, 45-65. Open to body contact, jo, oral and possibly more. Very discreet, safe, ddf, you Read More ...

I'm a 63 year old, good looking, well endowed, Straight, Married, Alpha Bull looking for a couple for either a one time rendezvous or a possible Read More ...

I am a Hot and Handsome Well Jacked Buffed Male and I am looking to meet a Younger/Passionate Guy and experiment together Sukking,Phucking,,69, Read More ...

I am a hot and handsome Well Jacked Daddy with a Toned,Muscled Body I am looking to meet a YOUNGER FWB for ongoing Intimacy COME SAY HI

Currently have a lot of free time as im on vacation, would love a longterm fwb to go out have some summer fun check out the beach or museums do cute Read More ...

I am a Handsome,Masculine and Well Jacked Alpha Daddy and i Have broad shoulders,great pecs,big arms and a 3 pack,,,I am looking to meet a Younger 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 ...

8” with the stamina to back it up. I bring a strong, confident top energy and I know exactly how to take control. I’m into trans/CD vers Read More ...

We are a FWB couple (Bi-M, Bi-Curious F) searching for a like minded couple to play with. We've have each had successful encounters with Read More ...

Looking to find an ongoing fwb situation. Early morning fun before work? Or after work? You choose :) I’m very clean, respectful, discrete, and Read More ...

Hello there, regular guy here. I’m Latino, 5’6” 155 lbs, bottom looking for a fwb type of connection. Would like to make it a Read More ...