r/chicagor4r

kinky pussy boy looking for big dick. the kinkier the better. i like complex scenes and connections and love building that with potential partners, if that sounds interesting to you hit me up.

Want a petite latinamatuer worship your cock? Cute/handsome and Horny from the work day? Im in the middle of a move and had a little a boo boo so I'm in a cast. But just because I dont have a bed, doesnt mean I dont have a porn watching/ draining throne for a cute king! Any boys with hard cocks welcome, just be willing to prove your face is cute. Maybe this give you the confidence to go to orgies and meet our friends? Serious only.

Hello!

We are a FWB couple looking for athletic/nerdy friends for some fun this fall.

F- white, 22, runners body 4'11

M- black, 30, athletic build (but more muscular) 6'2

There is a third F but she would prefer to ease into things more. We are mainly in the north side of the city. We are open to anyone, just be chill, transparent and not disrespectful.

Have a great week!

Hi other sluts! I’m looking for a handsome dominant guy interested in having a D/s relationship. A genuine connection with someone I’d be excited to see regularly and potentially build something real with!
(That said, if you happen to catch me on an exceptionally horny day and you’re ridiculously hot, I reserve the right to be inconsistent. 😌)

I’m very experienced in this realm and looking for the same :)) been in and out of the kink community for 10 years, used to be active on fet, have met lots of horny redditors

Only interested in single guys. Preferred age range 25-35. I’m open to everyone but definitely prefer men of color :)))

Some of my kinks include: degradation, pet play, impact, bondage, free use, cnc, orgasm control, face fucking, rimming 🤭

Irl I’m super duper sweet, warm, confident and a pretty great communicator :) so I need a guy who isn’t easily intimidated.

For fun, I’m almost always outside camping, hiking, birding, trying to identify clouds and trees lol. I’m also a big reader and love going to the gym!

I’m about 5’5 180 pounds, dark skin, curly hair, glasses, big titties!, told that I’m pretty :)) Pics on my profile!!💛

Have a super normal life besides this aspect and going on some crazy solo camping trips. Lots of friends, hobbies and a regular job. I love the life I’ve built and I’m looking for the same 🩷🩷🩷

If interested, shoot me a message! You might get a response 🤭

Hi all. Sorry if we already chatted, took some time
off and now I’m back :)

I’m looking to make a real connection with somebody who would consider themselves dominant and is looking for more than just a one time thing. I’m open to FWB or a serious relationship if we click.

Me: I’m a working professional with a 9-5, workout often, love to be creative, love to be outdoors/go camping in the summer, reading, movies, and music. I just got a bike and I’m very excited to ride around this summer. I’m on the shorter side, more athletic build so not super skinny (soccer legs for life 🙃), I have some tattoos, lean a little more alt/emo but overall I’m just a little weirdo but a lot of fun. Sexually, I’m submissive and love to turn my brain off during sex.

You: Preferably you are also a working professional, in their early to mid 30s, enjoy some of the same hobbies as me, silly and like to take the lead. Alt/indie/skater boys to the front :)

I’m looking for somebody who I can grab a drink with, watch a movie, just hang out with but also explore sexually with.

Sound like you? Feel free to reach out. Please tell me about yourself, what you’re looking for and if your comfortable a sfw pic :)

I’m a latina trans girl hosting cocks in Old Town ;)

Love verbal and dominant guys! Kinky guys are a plus! Love being shared and love sweaty balls 🤤🤤🤤

Have recent pics if you want to meet up.

Into fit/toned guys only. Love hairy guys and muscular guys 🫦

Bi trans guy here in an open long distance relationship, looking for somewhat consistent fwb! Would prefer just chilling and taking care of queer women but not opposed to joining partners who play together too (any gender, 25-35, bi preference)! I’m more androgynous appearance-wise but use he/him pronouns and consider myself a soft service top. 4/20 friendly, mostly weekend availability. Let me know if you think we’d be a good fit :)

I am a thick curvy Black woman. I have my life in order. I am interested to see if a single man have chemistry with me. I enjoy bowling, cuddling, movies, sports, etc. I am looking for consistency.

Hello,

Latina looking for some car fun or possibly host. Let’s exchange photos beforehand and talk about the things we like so we can be on the same page. I’m open to traveling to you if needed. Don’t be afraid to message me again if we’ve talked before.

Looking for DL bros who need to discretely come through, and have their bodies be worshipped and edged. Can do full body massage with oil, or complete anonymous setup with a sit down gloryhole. Can edge your dick with my hands, mouth and pussy sleeve. Dm me

Hi, I'm a 22 year old woman from the North Park area of Chicago. I am looking for a guy who is more well endowed down there because I am a chubbier girl (5'4, and 170lb). I would prefer a guy also who has his own place and can host since I don't live alone. I also am looking for something reliable so not canceling at the last minute/flaking. Let me know if you are interested. I can send pics of myself and also proof of STI screening before we meet up as well.

I am a thick curvy Black woman. I have my life in order. I am interested to see if a single man have chemistry with me. I enjoy bowling, cuddling, movies, sports, etc. I am looking for consistency.

We’re both 36 and she is a bbw Asian. Looking to meet at the Cubs game and then fun afterwards. Asian men is a big plus! She is 5’2 180lbs with DDs. Looking for like minded people!

27, Latine, Nonbinary (I look pretty androgynous, depending how I feel that day), Bottom, Hot, 5’8, Experienced, Dom-ish (kinda bratty), AMAB, looking for chill and respectful guys who wanna hang and have some good sex anytime our schedules allow. Especially looking for guys who like sharing me.

I like guys who have good hygiene, have nice dicks, and aren’t afraid to share me, also I appreciate good communication, don’t just ghost me or leave me hanging.

Looking for:

•Hung guys+++

•BWC++++++++++

•BBC+++++++++++

•Latinos++++ (especially chubby and hairy Latinos)

•Asians

•Hairy

•Daddies

•College Boys

•Nerdy Guys

•Thick Boys

•Skinny Boys

•Open to being spitroasted/group play with other guys

Dislikes:

•Impatience

•Disrespect

•Bad Hygiene

•Drugs

•Having to be someone’s secret

•Selfish Lovers

—-> Don’t just say “hi” or “I saw your post” lol cause I won’t respond. Normal pics are fine too to introduce yourself, unless you wanna be bold (which I approve).

I am 28 years old, living in Uptown, and looking for a regular friends-with-benefits dynamic. I am hoping to meet a man between the ages of 25 and 40 who lives in the city and wants a consistent, ongoing connection.
Sexually, I am submissive and a total brat. I have a major size kink, so I am looking for a partner who is 6ft or taller and ideally with a bwc. I like an assertive, confident dominant partner who enjoys taking charge, providing structure, and putting me in my place. For logistics, I am able to host, but I am also willing to travel a reasonable distance within the city. Just a heads up that I do not drive, so I rely on transit.
If you’re interested send a DM. To make sure you actually read this entire post, your first message must include your age, the neighborhood you live in, your height, your race, and your favorite movie or TV show. If we vibe online, let's grab a drink and go from there!

Hope everyone is managing through all of these gloomy weather and storms! Attractive duo here looking for a little fun. My gay bestie and I were recently talking about all of the handsome guys walking around the city, particularly around all of the different festivals and patios It got us thinking about the many times we used to play with ALPHA type men when we were younger and more wild/slutty about these things. We decided to try again and see what's out there. So, if you are a fit handsome guy in the city, open minded, and with experience being serviced or pleased, we'd love to hear from you and see where this goes. Ideally, we'd like something ongoing. Both are very discreet (and expect the same), biz exec types and respectful about this. We hope to hear from you!

Touch starved introvert seeks cuddle buddy. Anyone else could use a warm hug and gentle rub to reset their nervous system?

I'm a 40yr old black female, 5'9, thick with a soft belly. I can't host, but I can come to you. Not going to lie, my attention can be short. So, keep the convo interesting and let's see if we mesh. No rocket science here simply seeking a warm arms to myself in.

Ps I don't like drama so if your involved don't

Be kind rewind!

Hiya I split my time between Southside and Irving so I am mobile but I can also host.

As the title says I'm looking for an older boyfriend, kink partner, or fwb

I'm pretty much down for everything as long as it's ABOVE BOARD!!

About Me:

26 yo college student

Polyamorous and Vanilla is only for frostys 😏

I tend to be very ambivalent depending on who I'm around

I'm the space and transit flavoured autistic

I am also physically disabled to a point of my Dr wants me in a wheelchair but the Appalachian in me doesn't know how to spell it there go doesn't nead it.

What I'm Looking For:

Someone real...no goofy ass flipping ass sketchy ass dudes....

Idk how many messages I get a day where it's like "oh I've never had Ftm....wanna make that change and chest on my wife with me!?" 🤢🤢🤢

Be genuine or get the fuck out

27 solo mom and a Nurse (5’6) seeking company with a local guy...Not into endless chatting, if you’re free, serious, be direct with your stats, location, age, and a clear pic. No strings!

Trying to throw some water on a very, very long dry spell. I've had some luck and good fun on reddit in various past lives, and somehow, potentially meeting up with strangers here is less terrifying than trudging back to the dating apps. Yikes! I find myself craving touch, cuddling, that little jolt of adrenaline when you get a message from someone intriguing. I'm longing for a good kiss leading to less wholesome things;)

Me: single, short, white, no kids, curvier than I would like to be (and working on it!), glasses sometimes, curly hair, couple two tree tattoos. Hopelessly unambitious yet gainfully employed in the corporate hellscape, musician of sorts. Frequently found reading a book in the corner of a cozy bar or wandering around the city on a bike. Never had a bad time at any live music event, regardless of genre.

You: single, ideally within 5 years of my age either direction, funny, talkative, curious about the world, politically left, kind. I have a nearly fatal weakness for accents different than my basic Midwestern one. Honestly not even entirely sure what my type is these days. Able to host when/if we meet up privately (nothing sketchy on my side, just living situation details I don’t want to share here).

While I'm not actively looking for anything capital-s Serious, I would love to make at least a reliable and mutually beneficial friend. Ideal situation would be a bit of chatting on here to get a feel for each other and then grab a drink to see if there's actually a vibe. And go from there...?

If any of this sounds appealing, send me a message with something I should add to my endless to be read list or an album you have stuck on repeat.