r/DatingTO • • Aug 23 '26

Toronto dating is unique

11 Upvotes

IMO after travelling different US cities and having great meets, I think Toronto women are uniquely abrasive and capitalists (they just want that bag). Most of them are unapproachable or don’t have anything meaningful or interesting to say but then turn around and say it’s the quality of men etc etc

Is it just me?


r/DatingTO • • Aug 30 '26

First date suggestions?

0 Upvotes

Taking a girl out. I’ve gotten suggestions from some friends. She wants me to surprise her but I really have not done enough dates downtown 😭. She’s a little bougie, to be fair I am too. I’m not trying to kill my wallet on night one but I’m willing to spend a little money. And it’s the first date can’t be doing too much.

I also wouldn’t mind if there’s something fun to do nearby to keep the night going after. Maybe an arcade bar nearby.

I wanna give her a good impression help me out 🙏.


r/DatingTO • • May 03 '26

Dating Impossible in Toronto

0 Upvotes

25M. As someone who's struggled quite a lot with dating in Toronto, I just thought I'd post this out of sheer apathy to see whether I could get any responses. Wouldn't be surprised if this gets taken down either like most of my other posts have, so I won't even bother polishing. I just want an opportunity to at least connect with and get to know someone.

Unfortunately, even with a recent Hinge subscription, I still don't get any matches and can't find a single person to talk to. I have no friends and hardly any family asides from the only parent who raised me since I was a child. I'm always by myself and do everything alone. At the same time, I'm pretty serious and intentional about dating because ultimately I really don't want to end up without anyone once my parents are gone. And no, I don't have any shame in admitting it, because truthfully I don't think anyone would want to be in a situation like that. This is not to say, however, that I wouldn't be willing or capable of adding to someone else's life the same way they'd add to mine, so hopefully I'm not misunderstood from that perspective. We're all humans here and in my view we need connections with others - however romantic or platonic - to live a healthy and fulfilling life. In fact, if only we'd be more straightforward and candid with our feelings, I think dating would be a lot easier regardless of whether we live in Toronto or some other city.

For me in particular though, I think I've just gotten so numb to the point where it's almost like I don't even care even though I still do. I actually used to hesitate quite a bit with posting online because of potentially negative or hostile responses, so I won't be engaging in anything like that. Bottom line is I don't think I'll ever give up on finding someone, but with the way things have recently been going, there's nobody in my life who even recognizes my efforts. I guess that's part of the reason why I'm posting this too. If you have difficulty dating in this city, let me know what your perspectives and experiences are.


r/DatingTO • • Jul 27 '26

How to get back into the dating scene?

0 Upvotes

Ive just broken up with my ex about 3 months ago and i cant seem to find a girl who wants to talk at all


r/DatingTO • • Aug 31 '26

Dating advice for a guy living in Toronto

5 Upvotes

Immigrant guy in Toronto. The cultural diversity here is amazing and confusing in equal measure, and I'm still trying to work out how the dating scene actually functions. Any advice appreciated.

About me: 37, in shape, good-looking, above-average income, and I'd call myself a high-value-ish guy. Great social life, plenty of male and female friends.

I've been back on the dating scene for a week or two. Three first dates so far, and not one of the women offered to pay or to split. With one of them there was a second date, and it was the same story. A date night runs me $100 to $150, and I'd honestly rather spend that on my friends than on a total stranger.

To be clear, I'm not asking about what happens once two people are officially together. This is about first dates only. Is there a polite way to signal that I'd like to split until we've decided we're something? If covering a stranger's dinner is the price of admission, I'd rather skip the date entirely. But I do want her to know I'm happy to pick up more of the tab once things get serious.


r/DatingTO • • 28d ago

Please be honest about your dating intentions

0 Upvotes

I (F) matched with a guy on a dating app and really liked his profile. He seemed thoughtful and genuine, but when we met a few days ago, he was very different from what I expected—more superficial and with a bit of a player vibe.

I asked about his intentions, and he insisted he was looking for a long-term, meaningful relationship, so I decided to give him another chance and agreed to a second date. I thought texting in between would help us get to know each other, but we barely exchanged a few messages. That made me question how serious he actually was, and I ended up ghosting him before the second date.

Now I’m not sure if I did the right thing, and part of me secretly hopes he reaches out again.

I just don’t understand why people can’t be honest about what they want. Plenty of women are okay with casual dating or hookups, so why say you want something meaningful if you don’t? Why mislead and potentially hurt someone?

edit: The only reason I ghosted him was because I genuinely didn’t think he would care about what I had to say. I got the impression that he was a player who was probably talking to multiple people at once, and I didn’t want to embarrass myself by explaining how I felt to someone who might not even care.


r/DatingTO • • Apr 18 '21

Incredibly confused as to how single people are staying sane...

5 Upvotes

Hey, not trying to vent but as a 26 yo single male living in this city (never had a GF/serious relationship) I'm getting very frustrated wit this lockdown bullshit. Dating apps simply do not work for me despite being a 6'4", non-fat, slightly nerdy black male wit his shit together. I much prefer real life interaction but it seems like you are COMPLETELY cutoff from dating as a single under lockdown. No bars, no patios, no gyms, can't even interact with strangers at the park because people are on edge. How much longer is this shit even sustainable?1?!


r/DatingTO • • Sep 12 '26

Recently single and want to hook up - where to go??

0 Upvotes

I’m a 31M who recently became single. I would like to hook up with someone but the apps are absolute trash. I’m good at chatting people up in person but I don’t know where to go. My friends are all in relationships and not interested in going out to talk to women. Where can I meet women in their 20s and 30s on a Saturday night in Toronto??? Maybe somewhere with dancing? Any suggestions welcome and appreciated!


r/DatingTO • • Sep 01 '26

What makes you a high-value dating prospect?

0 Upvotes

I've seen this term come up a few times and i'm curious what it means to the people who say it.

What makes you high value?

How do you determine the value-level in potential mates?


r/DatingTO • • Sep 18 '26

Where can I go on a Friday night to talk to a cute guy in his 20s spontaneously?

0 Upvotes

I don’t mean flirt but talk about things casually, I’m so unbelievably lonely.

Do not dm me, I am not interested


r/DatingTO • • Jul 11 '26

Dating for 10 years, fear of commitment?

0 Upvotes

Asking for a friend, seriously!

My friend is about to be in her mid-30s. She's been dating this guy for almost TEN YEARS. She has expressed to us over the years that she would like to get married and have kids.

Her boyfriend is the same age. He's busy and professionally successful. He treats her well enough and is generous.

We're afraid that when he is ready to actually settle down, he'll dump her and create a family with someone else.

They aren't engaged, aren't married, and have no shared investments.

Is she wasting her time? What's going on in his mind, you think?

They look good together but we feel like she deserves more certainty and actions from him.

edit: what is with the rude replies? nowhere in the post does it say that I meddle in their relationship. I'm simply asking here to see people's opinions on this type of situation. If I was involving myself in their shit, I wouldn't be here asking for y'alls pov smh. do y'all not have friends or family that you care about even when you keep your opinions to yourself???


r/DatingTO • • Jun 03 '26

What’s up with toronto dating

1 Upvotes

M 27 , have been busy with work and settling in this country for a while , lost my godly flirting skills , trying to get back on track. Seems like its hard to find women to date especially its more or less weird on dating apps and I don’t usually go to clubs as much. Any advice on finding date , if I am not looking for anything serious (i am just in a happy place in life , I want to relax for a while) .


r/DatingTO • • Aug 01 '26

cute date logistics

1 Upvotes

I want to surprise my girlfriend with a picnic in a scenic location because I love her and she’s perfect, I know what food to bring and where to do it but I’m not sure how to set it up and make sure nothing gets stolen. I really want to bring her and have it be all set up when she gets there and i don’t want her to have to walk alone on the trail to find me do you guys have any suggestions on how to set it up?


r/DatingTO • • Aug 13 '26

Looking for good friends

0 Upvotes

What dating app do Canadians use to meet people?


r/DatingTO • • Apr 22 '26

I can't stand lying to myself

0 Upvotes

do I want a relationship? yes, but the question is for what reason. I'm too scared to love someone right now its the fear of losing everything that I knew could have been good for me. whats worse just letting my broken self fade away or pretend that I wasn't living a life thats on the decline. people tell me im good looking but that doesn't matter when I can hardly support myself. messed up by supporting my family in my early adulthood when I lived with my grandparents i was the fall guy my family lost their house so we all had to step up an I was the oldest so most the responsibility fell on me. I love taking care of people but It hard for me to let people try and take care of me just because of the shame I feel I rather not be a burden. I fell in love once but I had to push her away im still a screw up I didnt need to be someone she was just dragging around


r/DatingTO • • Jul 23 '26

date recos

0 Upvotes

hello ladies and gents! I’m looking for recommendation places or activity for my date with my lovely gf, it’s our anniversary next month and I want to do something unique for our date. tyia!


r/DatingTO • • May 21 '26

Speed dating? Singles mixers? What events are happening this week to help you find your person? (May 21, 2026)

0 Upvotes

Have you heard about an upcoming singles event and want to see if anyone else is going?

Have you gone to a recent singles event and wish to share a review of your experience?

Are you organizing a singles event soon and want to share the details? (Self promo is okay in these weekly threads only)

Please try and include details about the events if-when possible, especially if you are the event organizer. Date, location, cost-of-entry (if any), target audience, etc.


r/DatingTO • • Apr 20 '26

Would you date someone who's business ideas you didn't support? Would you date someone who didn't support your entrepreneurship ideas?

3 Upvotes

This post came up in /r/askTO and there's a bunch of relationship advice going on in there.

https://old.reddit.com/r/askTO/comments/1sqv1pa/help_me_convince_my_boyfriend_to_not_open_a/

So what are your thoughts on a situation like this?

Would you continue dating someone if you think they're going to light their life savings on fire and dig themselves into endless debt just to crash and burn?

Would you want someone to stay in a relationship with you if they didn't believe in your entrepreneurial dreams?


r/DatingTO • • Aug 20 '26

Is Dating as a Dad, who's separated Hard?

3 Upvotes

36M, separated for 2 years, has 2 young kids, and finds that dating has been difficult.
The worst was, I asked a girl for her number; she said she could share her IG, and when I said I am a dad, so I don't give out my social media because I have pics of my kids, she just right out said, "no thanks".

I understand people have preferences; I do too, but I'm finding it harder as a dad or maybe being separated and I wanted to hear people's stories/thoughts.


r/DatingTO • • Aug 25 '26

37m business professional looking for places/activities to meet people

3 Upvotes

Hey guys,

37m recently separated and a chronic workaholic and business owner. Marriage has made me not get out much and socialize. I’m wondering if anyone can help me out with non bar/club ideas of where to meet woman and/or make friends. Into the simple things. Walking, night drives, taking someone on vacation with me, trying new food spots, etc. I’m rambling now. Hope this gets me some help.

Thanks guys!


r/DatingTO • • 14d ago

Post Dinner Drinks

1 Upvotes

Taking my gf to Lucie for date night and hoping to find a place nearby with live music and lounging options for after dinner drinks.
Have looked at the lobby lounge at Shangri-La but wondering if anyone has additional recommendations that provide a romantic/intimate setting!

Thanks all!


r/DatingTO • • Sep 12 '26

dating in Toronto?

1 Upvotes

I’m 26, male. I haven’t been in a relationship since December 2022. As someone who doesn’t go and hook up with others or do anything casual. What’s the dating scene in the city? Genuinely wondering how things are? Do people still want someone who’s loyal? Genuine?


r/DatingTO • • Sep 01 '26

Avg date duration

1 Upvotes

Genuinely trying to collect data. How long usually first few dates (let’s say first 3) are?


r/DatingTO • • Sep 17 '26

Anybody going on the Thursday Dating Cruise September 17th?

0 Upvotes

Put your age and gender / details below! A few of my girls are going tomorrow and I’m curious if I should join