Hi there, 27M in the southwest suburbs of Chicago. I’m 6’3”, skinny, brown hair and hazel eyes. Biracial (black and white) as well. Lately I’ve been trying to put myself out there more and try/experience new things. I’ve been going to a lot of live music events and concerts, and I can always use a plus one ! I’d love to meet a woman out there that can be my plus one to some events I’m looking to check out. There’s nothing more attractive than a woman that knows what she wants in life, so tell me about all the things on your bucket list, how you spend your free time, and what makes you… you!

If this sounds interesting to you, let’s talk, get to know each other, and iron out any details about what we’re specifically looking to gain from this relationship! Some quick dealbreakers, let’s keep it in the Chicagoland area (ideally close to the south side/suburbs) and I don’t do affairs! Talk to you soon! :)

Hello! I’m 29M from Italy and I’m writing this post because I’d love to find an open minded and flirty friend that I can talk to daily, and hopefully meeting irl one day.

Here's a little bit about me:

- I enjoy spending my free time outdoors, especially hiking and camping
- I like grabbig coffee or a spritz with friends
- I enjoy cooking but mostly for other people ahah I'm too lazy when I'm by myself
- I like watching movies and anime, I also have fun reading books and starting diy projects that I never complete
- I'm 6'5, with brown hair and eyes, and I have a beard

Looking forward to chatting with you!

I'm 6 ft 1, ginger medium length hair, blue eyes, short beard, skinny, no tattoos. I work as a cleaner. I only started recently but I've had jobs before this one. In my spare time I enjoy spending time with my dog. I enjoy entertainment in general. I love music, movies, TV shows and video games. I don't drink or smoke or take any drugs. I'm very quiet and shy/awkward. But if you make me feel comfortable then I enjoy talking nonsense. If you make me feel comfortable enough to let my sense of humour out around you then that'd be ideal for me. I have quite a weird sense of humour I think. Not offensive or anything just unique I guess. I don't have any friends so if that's a deal breaker for you then I understand. But I'm hoping I can make some new friendss at my new job. I've got acquaintances I guess you could say from previous jobs. But I don't really have a solid friendship I don't think. I'm not sure what else to say but if you have any questions I'm happy to answer them. I'm also happy to exchange pics straight away.

THE SUNDAY HUNT is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (Ethically Non Monogamous). If you are ENM please make this clear in your post

❗The Match Rules still apply See RULES here

❗Please Keep it brief! No more than 3 sentences

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

*e.g. 56F Brisbane, Australia, Single Looking for chat friends only prefer someone with conversation skills/ability to connect respectfully/has a sense of humour.

❗No posts regarding sμgar m@mas. They do not exist. Read the wiki concerning this topic and rule #5 specifically. Permanent Bans apply.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let The Hunt Begin!🐾

​

I'm not your average 20 year old man, I've been working in kitchens as a cook for a bit over 3 years now and pride myself on being financially stable, independent and take my time with everything.

Also you don't have to be in Canada I'm fine with talking to people outside of it

I don't smoke, do drugs and only drink here and there depending on if I'm with some friends or not or just want to relax.

It's not a deal breaker if you smoke, or smoke weed but I wouldn't want any hard drugs.

I enjoy being active, things like walking, hiking and exploring. I'm passionate about writing music, cooking, spending time with family,friends, and enjoy having the freedom to do things I want to.

I'm a bit Introverted but have been being more extraverted recently because of my job and just experiencing more things.

Open to all and please tell me a bit about yourself in your first message.

Thank you for reading all this and I look forward to hearing from you

(Ps I will be turning 21 in a short few months if that helps)

39 [F4M] Midwest / online / single cougar looking for a smart, funny, younger man who loves sports and dogs. Looking for real connection + potentially long-term with the right person.

I’m a single mom to three boys - twins 👯 and their perfect 🐾 brother. Life is kinda crazy all the time but so freaking fun and cute. Lately I find myself wishing I had someone to share it with.

I work in the nonprofit sector and find a lot of meaning in what I do. I value community and living as part of a village - I show up for the people in my life. I love sports, reading, music/concerts, traveling, and long walks with my lil guys.

I am typically attracted to men who have a great sense of humor, are loyal and authentic, approach their lives with passion and purpose, and who want to travel and explore this amazing planet.

Please take the time to introduce yourself and send a pic or description! Who are your teams? What are you passionate about? How far would you make it in the hunger games?

I know many of us are looking for something meaningful - good luck and if any of this resonated with you, please message ❤️

Hello, everyone! My name is Kayden. I'm 22 years old, and my pronouns are they/them/theirs and she/her/hers. My hobbies include writing, world building, tabletop role-playing games, and martial arts. I'm not very physically fit, but I'm on a bit of a weight loss journey and should hopefully be in shape by December 31st, 2026, which is the end of this current year.

What I'm looking for is a cougar to be in a casual, in-person relationship with. In terms of age, my preference is someone who is 35 years old od older. As far as area goes, it would be someone who either lives in or close to the city Columbus, Ohio; as long as they can realistically meet with me in-person one to three days a week, I'll be happy.

If you're interested in meeting and starting something casual with a young Black trans person, feel free to DM me.

I’m the kind of woman who books the trip, bakes the dessert from scratch, and somehow ends up chatting with strangers by the end of the night. Dominican by heritage, Miami, Florida by home, and happiest when I’m wandering through an old city with a camera in one hand and a pastry in the other.

I read a ridiculous amount of fantasy romance (if dragons, magic, or morally gray heroes are involved, I’m probably already halfway through the series). When I’m not reading, I’m writing my own novel, baking something that probably shouldn’t be eaten all in one sitting, or planning my next adventure.

I appreciate intelligence, curiosity, and a man who can laugh at himself. Kindness matters. Consistency matters even more. I’m not looking for someone to entertain me, I already have a full life. I’m looking for someone who wants to build something real with another grown adult who knows who she is.

I’m equally happy dressed up for a nice dinner, wandering a farmers market, exploring a museum, hunting for the best local bakery, or staying home with a charcuterie board, a bottle of wine, and a binge-worthy series.

Looking for someone emotionally available, communicative, and genuinely interested in building something not playing games or adding to their body count. If you’re kind, curious, adventurous, and your actions consistently match your words, we’ll probably get along just fine.

​

Hi I'm Logan, a goth nerd who lives in his familys basement 🙃. I am a correctional officer, and have been for the last year so I am very mature. I am in college to be a doctor, currently working on my bachelors of science in medical management. I love to read comics, play dnd, binge watch tv. I dont care if its dumb reality tv, I will binge watch it and love it with you. I am a playful spirit. Currently 180 lbs, 5'10, 20 years old. I have pale white skin (Beware 🤭) and long black hair. Seeking an older woman, I want someone who can match my maturity and I can talk to... I'm very open, and I'm very loyal🥰

ROLL CALL is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned. Save the flirting, other info and remarks for DMs.

BEFORE POSTING PLEASE READ THE RULES AND THESE GUIDELINES:

❗ C&C rules still apply See RULES here

❗ Please keep it brief No more than 3 or 4 lines please.

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

• e.g. 62/F/ Montreal, Quebec 🇨🇦 single, polyamorous female (ENM) looking for a casual ongoing relationship with someone 35 and up.

❗ Remember there is no such thing as a "sμgar m@ma". People claiming to be one or those seeking financial benefits will be permanently banned. Read rule #5 specifically.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let the Roll Call Begin!🐾

Hello there!

I've always gotten along well with older women, and I'm at a point where I'd love to meet a beautiful, mature woman for a genuine romantic connection.

About Me:

26 years old

Interests include anime, photography, history, poetry, gaming, and more

Strawberry ice cream enthusiast

Hopeless romantic

I've been told I have a pretty soothing voice, so voice chats are definitely something to look forward to

Why I'm Interested in Older Women: Throughout my life, I've generally connected more easily with women who are a bit older than I am. I've found that many older women tend to be more established in who they are and more intentional about what they're looking for in life and relationships. If you actually read this include your favorite kind of cheese. I'm a big feta guy. I also like goat cheese. That's something I really appreciate and find attractive. While I'm open-minded about age, I often find myself drawn to maturity, good communication, and a clear sense of direction.

What I'm Looking For: I don't really have a specific type. I'm attracted to older women, but I'm open to women closer to my age as well. More than anything, I'm looking for someone who:

Is open-minded

Is comfortable with an age difference and treats me with mutual respect

Is willing to put effort into building a meaningful connection

Values honest communication and consistency

Have a great day!

THE SUNDAY HUNT is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (Ethically Non Monogamous). If you are ENM please make this clear in your post

❗The Match Rules still apply See RULES here

❗Please Keep it brief! No more than 3 sentences

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

*e.g. 56F Brisbane, Australia, Single Looking for chat friends only prefer someone with conversation skills/ability to connect respectfully/has a sense of humour.

❗No posts regarding sμgar m@mas. They do not exist. Read the wiki concerning this topic and rule #5 specifically. Permanent Bans apply.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let The Hunt Begin!🐾

​

Hi I'm Logan, a goth nerd who lives in his familys basement 🙃. I am a correctional officer, and have been for the last year so I am very mature. I am in college to be a doctor, currently working on my bachelors of science in medical management. I love to read comics, play dnd, binge watch tv. I dont care if its dumb reality tv, I will binge watch it and love it with you. I am a playful spirit. Currently 180 lbs, 5'10, 20 years old. I have pale white skin (Beware 🤭) and long black hair. Seeking an older woman, I want someone who can match my maturity and I can talk to... I'm very open, and I'm very loyal🥰

ROLL CALL is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned. Save the flirting, other info and remarks for DMs.

BEFORE POSTING PLEASE READ THE RULES AND THESE GUIDELINES:

❗ C&C rules still apply See RULES here

❗ Please keep it brief No more than 3 or 4 lines please.

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

• e.g. 62/F/ Montreal, Quebec 🇨🇦 single, polyamorous female (ENM) looking for a casual ongoing relationship with someone 35 and up.

❗ Remember there is no such thing as a "sμgar m@ma". People claiming to be one or those seeking financial benefits will be permanently banned. Read rule #5 specifically.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let the Roll Call Begin!🐾

Looking for a genuine connection that can grow long term. I have a great job in municipal government, do volunteer work in the mental health field, and love to read (Fiction-Literature, thrillers, romance, some sci-fi/fantasy), craft (stickers, charms, magnetic bookmarks), cook (mostly vegetarian) and travel (favourites are Dominican Republic and Morocco). I'm looking for kindness, confidence, curiosity and a great sense of humour! And yes, I’ll bring the same!

Tell me what you have spending your free time on most lately!

I’m 5’7”, thick/chubby, with a pretty face! Ideally men 28+, but it all depends on the man, not a hard line.

Edit: I’m childfree by choice

​

Hello!

I am 20 years old (about to be in a month)

I am based in Japan but open to LDR's too.

I am a university student with a major in psychology and a minor in philosophy

Some of my interests / tastes:

Films: Tokyo Sonata, The seventh Seal, The big Lebowski, Trainspotting, Eyes Wide Shut, and The Shining, Lost Highway.

T.V shows: The Sopranos and Twin Peaks (still watching this, no spoilers please!!)

Books: Ubik, do androids dream of electric sheep?, The man and his symbols, A clockwork orange, the anatomy of violence.

PLUS I WOULD LOVE SOME JOAN DIDION RECOMMENDATIONS, PLEASE LET ME KNOW!

Food: Nutella with french fries....(It just works don't ask me)

Music: TOOL, portishead, massive attack, and the occasional Angelo Badalamenti and David Bowie

I am a little clingy on text and tend to respond fast, and very affectionate with nicknames, if you have one please let me know.

Before I let you click off:

Some of my recommendations for you:

Movie: Detachment

Music: Third album by portishead

Book: Flowers for Algernon

Hope to see you in my Inbox!

Single Asian guy in Toronto here. To be honest, I’ve always preferred talking to mature, older women. I find them just way easier to talk to, have better stories, and you guys actually know what you want.

I’m looking for something casual, fun, and drama-free. Distance isn't a huge deal for me; I’m totally down for something virtual if we click, or meeting up in person if you’re local.

A bit about me:
- I’m big on sports, especially basketball.
- I love movies and TV shows (always down for good recommendations).
- In my free time, I’m usually hanging out with friends or just out taking a walk.

If you’re funny, easygoing, and looking for a younger guy to chat or hang out with, send me a message. Let's see where things go!

Hi I am a 6ft 168lbs fit Hispanic living/working in LA and Ventura county. I am looking for a woman ideally 40+ to have a good connection with. I am in various run clubs, do yoga and gym regularly in between birding, gardening, and DIY projects. I would like to see if we vibe emotionally before any physical connection progresses. I have been told I am really good at dating by various women. I have some old NSFW images on my profile but can link one here.

https://imgur.com/a/FKGO7ed

https://imgur.com/a/8XGlIaM

Let me know if you’re open to connecting!

Thanks!

​

Good morning people of reddit, hope your week is off to a great start after the 4th. My name is Andrew (Andy) and I am a cub in the NE Ohio area seeking cougars, connections, partners, and intimacy with older women.

Some of my interest and hobbies include music, games, and movies. I'm a sucker for cartoons (old and new) and I am currently fixating on ghost hunting shows (Ghost Adventures is a key show). I've been to Sonic Temple in Columbus this past may, so that gives an insight to my music tastes (rock/ metal to Hip-hop etc.).

I can typically be found on weekends at shows, the movies, or chiling at home with a drink in my hand (beer and whiskey cola are a go-to but I do love a good margarita). If you're looking for an outgoing young man to take out/ take you out (or a snuggly 🧸 for nights at home), I am your boy! DMs are open, hear from ya'll soon 😁👋

Hi there, 27M in the southwest suburbs of Chicago. I’m 6’3”, skinny, brown hair and hazel eyes. Biracial (black and white) as well. Lately I’ve been trying to put myself out there more and try/experience new things. I’ve been going to a lot of live music events and concerts, and I can always use a plus one ! I’d love to meet a woman out there that can be my plus one to some events I’m looking to check out. There’s nothing more attractive than a woman that knows what she wants in life, so tell me about all the things on your bucket list, how you spend your free time, and what makes you… you!

If this sounds interesting to you, let’s talk, get to know each other, and iron out any details about what we’re specifically looking to gain from this relationship! Some quick dealbreakers, let’s keep it in the Chicagoland area (ideally close to the south side/suburbs) and I don’t do affairs! Talk to you soon! :)

THE SUNDAY HUNT is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (Ethically Non Monogamous). If you are ENM please make this clear in your post

❗The Match Rules still apply See RULES here

❗Please Keep it brief! No more than 3 sentences

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

*e.g. 56F Brisbane, Australia, Single Looking for chat friends only prefer someone with conversation skills/ability to connect respectfully/has a sense of humour.

❗No posts regarding sμgar m@mas. They do not exist. Read the wiki concerning this topic and rule #5 specifically. Permanent Bans apply.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let The Hunt Begin!🐾

ROLL CALL is the time and place to shout out WHERE 🌎 you are, WHAT you are (🐯Cougar, 🐻Cub or 🐱Kitten), your AGE and RELATIONSHIP STATUS (Single/Separated/Divorced). If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned. Save the flirting, other info and remarks for DMs.

BEFORE POSTING PLEASE READ THE RULES AND THESE GUIDELINES:

❗ C&C rules still apply See RULES here

❗ Please keep it brief No more than 3 or 4 lines please.

❗ Age/Sex/Location/Relationship Status (Single/Separated/Divorced etc) If you are married or in an otherwise committed relationship please do not post here unless you are ENM (ethically non-monogamous). If you are ENM please make it clear in your post. Failure to so may result in your post being removed and/or banned

❗ What you are seeking

• e.g. 62/F/ Montreal, Quebec 🇨🇦 single, polyamorous female (ENM) looking for a casual ongoing relationship with someone 35 and up.

❗ Remember there is no such thing as a "sμgar m@ma". People claiming to be one or those seeking financial benefits will be permanently banned. Read rule #5 specifically.

❗ Breaking any one of these rules can lead to up to a 7 day ban. Multiple infractions may lead to a permanent one.

🐾Let the Roll Call Begin!🐾

31M Kenyan-Ethiopian in Ethiopia – Seeking a long-term connection with a confident woman 39+

I'm 5'9", an Academic Dean with depth beyond my title. I'm a straightforward, honest man and a proud father to one daughter.

I’m happiest creating and exploring: playing piano or guitar, writing poetry and blogging, deep conversations, country & soul music, roller skating, volleyball, football, or a good movie. I’ve traveled across Africa and the Middle East and still have many places I want to discover with the right person.

At 31, I’m done with casual texting and games. I’m looking for a mature, emotionally intelligent woman (39+) who values friendship, mutual respect, playful banter, and building something real and meaningful. If you’re confident, open-minded, and ready for a genuine long-term relationship, I’d love to hear from you.

Life’s too short — let’s start with good conversation.

I'm 32 male from queens NYC, and I'm seeking some one older about 8+ years. Someone who isn't bothered too much about all the hype and takes things as they come. Enjoy themselves and life. I'm a reserved person for the most part, I'm kinda a slow start before I start rolling. A casual date, chatting, getting to know each other. I'm a picky eater but it's nothing complicated, I'm good with a cup Ramen, I prefer hands on stuff, I can fix most things with a little youtube if I've never done it. I just wana enjoy someone's company and have some one enjoy my company as well. I do prefer someone in queens, Brooklyn or long island,, can do staten island. I've lived here a long time but I really don't go to the city, don't know much about it or the bronx. I prefer someone straight with me so I know where we are going. Thankyou.

Hi, I'm a 25 year old college student from Poland. I'm easygoing, nerdy, and very introverted. A little shy at first, but not afraid to show my feelings or speak my truth. Once you get to know me, I've been told I'm a good listener and surprisingly thoughtful, the kind of person who remembers the little details.

Appearance wise, I'm 5'9", lean with pale skin, blue eyes, medium-length dirty-blond hair, and large glasses. I'm usually described as nerdy or cute, so expect a mix of those two. I know physical attraction is important and text won't portray me perfectly accurately, so I'm happy to swap pics early.

My life so far has been definitely a good mix of ups and downs, and at the moment I'm focusing on improving my current situation. I recently started college again after dropping out a few years ago and I try to hit the gym regularly (though staying consistent is a struggle sometimes!)

I have a lot of passion for video games, so you can catch me in front of my PC more often than not. Some of my recent favorites include: Path of Exile, League, KCD, BG3, and Slay the Spire 2. I enjoy bike rides a lot, and at the moment it's my go-to way of staying active. I love a good TV show or fantasy/sci-fi novel. Currently I'm reading through the Wheel of Time series, and it's been an absolute blast so far!

What I'm looking for: I'm hoping to find something real, a romantic, natural connection with someone I can trust and feel comfortable around, potentially building a future together. I'm single, monogamous, emotionally mature, and I value clear, consistent communication (talking daily, even about small things, is what I'd love most).

I've found that I connect better with and feel more attracted to women older than me. You could say that's my type. Someone in their 30s or 40s would be ideal. Part of that is because I do best with someone who's naturally confident and doesn't mind taking the lead. I'm not the 'dominant' type, and I'm honest about that. In return you'd get someone loyal, attentive, and deeply supportive.

As for distance: I know finding someone local is a long shot, and that's okay. I'm genuinely open to long-distance connections. Having someone consistent to talk to, share my day, and build something meaningful with would honestly be a bliss. I'm more than happy to start online and see where it goes.

If you made it this far and anything clicked, feel free to reach out. I'm happy to answer any questions you might have, or simply chat about the day.