Your Dating Questions Answered

Dating hasn’t been easy since the days of Downtown Abbey (unless you’re lady Edith). The days of grand gestures and being “courted” seem to be long gone and with Tinder, Bumble, and other dating apps thrown into the mix, things have gotten even more difficult. But I met the man I’m going to marry on Tinder and one of my best friends met her husband on OK Cupid, so there’s hope.

I’m always asking my readers what questions they have for me and they’re almost always about career and relationships. While I’m hardly an expert on the subject, I receive a lot of questions about dating (and Tinder), and even though I answered these in private messages with the people who asked them, I thought it would be helpful if I shared my answers here as well.

I was wondering how you decided to use Tinder and what tips you had for using it / meeting guys? I am looking for something serious and like that Tinder is free, but my friends and I are worried about the quality of relationships that might come from it. Would love to hear your thoughts.

When I found myself going into my 30s single for the first time in my adult life, I felt both liberated and terrified. I worked from home and meeting someone in my living room (without online dating) was pretty unlikely. At the time, I was at CrossFit 4-5 days a week but there wasn’t really anyone I was interested in. My only real method for meeting someone would be via a setup or at a bar or randomly at the grocery store but that never happened for me.

I talked more about online dating in this video, but the best advice I have is to see how serious/real someone seems in their profile and be choosy with who you communicate with. Will you see more creeps than you might encounter at a bar? Yes, which is why I swiped left (no) 9 times out of 10. Hook-ups can happen no matter how you meet, so if that’s not your thing (it wasn’t mine, either) just stay true to yourself.

There’s no filter so guys can (and will) say just about anything. And you can’t weed out seeing the horrible profiles, so it can feel both scary and defeating. You can read more about my experiences with online dating here, but I decided to give it a try since I was having trouble meeting anyone.

How do you motivate yourself to get out there again after being hurt and disappointed?

I can’t tell you how many times I met a guy, thought I really liked him, and then never heard from said guy again and felt like I’d never meet someone else again. There were also so many times I met someone for drinks and left feeling so annoyed that I did my hair and makeup (and put pants on) for that.

Dating can be so fun and so discouraging. There were times it all felt like too much and when that happened, I’d sign off my dating apps and take a break. In fact, when I met Conor, I had just wrapped up this “relationship” and deleted tinder right after we started messaging. He seemed like a nice guy so I gave him my cell but had decided I wasn’t ready for another round of online dating.

When would you typically bring up that you were looking for something serious? How did you let guys know you were looking for something serious without scaring them off?

Dating experts would probably disagree with this one but within the first couple (maybe 3-4) dates, I’d find a way to mention that I was looking for something serious. I wasn’t asking for a commitment but anyone I was going to date should know what I wanted out of dating. This definitely scared a few guys away and probably goes against every single dating rule, but I didn’t want to date the guys who didn’t want something real anyway.

Conor actually asked what I was looking for on our second date since he was new to Tinder after ending a 2 year relationship a month before we met. So I was technically what some might call the rebound girl. The point here is that when it’s right, it’s right.

How would you tell someone you no longer want to date them?

This was so hard. I always tried to be honest and as cliché as it might be, if I heard from a guy I wasn’t interested in, I’d just tell them I didn’t feel a connection. We’ve all heard that line and it can be taken so personally but really shouldn’t be. We’re not going to connect with everyone we meet and it’s better to be honest upfront.

There was one guy I dated for about 3 months because he was so, so nice. I wasn’t into him but tried so hard to like him and one night, he called me “babe” and I knew it had to end. I felt terrible but told him he was a great guy, but that I just didn’t see us together. It was so hard ending that because he was the nicest guy, but just wasn’t the guy for me.

This guy seemed really interested then blew me off after our second date. Should I give him another shot?

Years ago, I would have given that guy another shot. I’ve done it more times than I should count but stand by the fact that if a guy is into you and wants to see you, he’s just not going to blow you off. It is often the case that we go on a great couple of dates and idealize these guys–he’s so handsome and kind and he actually calls me! When did our standards get so low? No judgment–I’ve done it. Then he blows you off or does something to completely disappoint you and you let it go because he’s all these other good things.

No one is perfect and mistakes are going to happen. But blowing you off, intentionally hurting you, or mistreating you? Not ok. So in this case, my answer would be no. You deserve better.

When did you feel comfortable sharing how you met with family and friends?

I was honest with friends but told everyone else that we met at my yard sale which was kinda sorta half true? Conor was actually at my yard sale but we met on Tinder a few days later. Once I knew he bought a ring, I finally shared our story on my blog

How many dates with other “duds” did you go on until you found your guy? After 1 year of going on both Tinder & bumble, and countless crappy dates, I threw in the towel and deleted the apps.

I wish I had kept a count the first dates I went on but they took place over the course of 3 years (really 2 since I “dated” 4 guys for about 3 months each) and 3 guys for around a month.

Do most people expect the guy to pay or do they split the bill?

This would depend on the date. Most guys wouldn’t let me split the bill but I would typically offer because I think it’s rude not to.

Do you have any questions you’d like me to answer in future posts? Leave them in the comments below or click the “contact” button at the the top and email me. 

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  • Hey, maybe there is hope for me after all reading all these answers. Tinder has been somewhat of a stress topic, so I took a break but now I am ready to re-commit. Thank you for the raw and honest answers, Danielle!

    Wishing you and Conor a lifetime of happiness!

  • I love this! I also met my boyfriend on Tinder – we’ve been together for 2.5 years. For about 10 months in 2014, I was on at least one of the popular dating sites. I met a lot of really nice guys that just weren’t the right fit (totally agree with your sentiment on just saying there wasn’t a connection!), and also had a number of guys that I liked who just disappeared or told me I wasn’t the right fit for them. I went on vacation and out of complete boredom, joined Tinder as a joke. I had always stuck my nose up at Tinder because it was “the hook up app” and that wasn’t me. But that same day, I matched with my current boyfriend. We went on two dates and then I flew back home and we dated long distance for 8 months before I moved half way across the country for him. We’re still together! I completely agree with your comments above to not put up with the guys who don’t treat you right — I think you see a lot more of that with online dating because there are so many other options right in front of your face, but the good guys will treat you well and will pursue you, and it won’t feel awkward sharing that you’re looking for something serious because you’ll have a connection and it will be easy to talk to them! We both deleted Tinder on our 2nd date because we knew neither of us wanted to pursue anyone else!

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