DEAR DR. NERDLOVE: Years ago, I decided to start journaling… I keep two journals, one for life and one for dating… I am about to hit 50 (bleh) and I realized something startling and went through my journals to verify…in my 40’s (an entire decade now), I went on one single date that I legit consider as being really fun. One. Over that span I went out with 35 different women on more than a hundred dates and all of one was fun.
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While I imagine that I am older than average for your readership, I imagine this question has some universality to it.
Modern dating is often discouraging, dispiriting, emotionally destructive, expensive, time consuming and a host of other negatives but we do it because we hope to find a relationship that makes all of the pain and frustration worth it.
The problem that I am having is that it just isn’t any fun anymore. I paid for 3 months of a membership to Hinge and deleted it after 2 months because I was just tired of it. It’s the same rinse/repeat over and over and over again and nothing good ever seems to come from any of it.
Dating is a numbers game is all well and good but I feel like I am just numb from all the garbage that goes along with dating now.
And, I’ve tried, I’ve tried to re-route dates to play pool or mini-golf but all anyone ever wants to do is the vibe check drink and then no matter how I try to re-route the conversation it always ends back to “what do I do for a living?” and I am not sure how (or why) to go forward when the last decade has produced exactly one fun date.
(and fyi she and I went out a 2nd time, the energy changed because I stupidly got excited about her and we didn’t go out 3rd time)
Where’s The Love Of The Game?
DEAR WHERE’S THE LOVE OF THE GAME: OK, this is going to sound like I’m setting you up to dunk on you, WTLTG, but I promise you, these are sincere questions, and I want you to put some thought into them: when was the last time dating was fun for you, and what made it fun? Second question: what has changed since then that is making it harder to find the fun?
I ask, because this can help zero in on precisely where you’re running into problems and what you might want to change or do differently. We’re going to come back to this in a moment, so just let the answers to those questions marinate.
To start off: yes, dating should be fun, and the whole thing becomes much easier if you can enjoy the process as much as the results. This is one of the reasons why I’m an advocate of trying to be outcome independent when you’re trying to meet people. Yes, obviously, you’re invested in the outcome – finding a relationship with someone you like and are compatible with – but when you get too focused on the end goal, what often starts as being fun becomes a chore.
It’s a little like getting hung up on a particularly difficult boss fight in a video game; the frustration ends up taking over because you’re having to do the same goddamn thing over and over again and not getting anywhere. Soon, you’re so focused on just getting past this fight that the things that made the game enjoyable aren’t fun anymore, especially if you’re having to repeat it so many times that you could practically do it in your sleep. You may even find that things get worse as you try to rush through the early stages of the fight or getting from the save point to the boss and start dying before you even get to the part you’re stuck on. It becomes a self-reinforcing cycle – you’re frustrated and tense and so you’re not performing at your best, and so you make a stupid mistake and die, which makes you even more frustrated, which hurts your performance more, which means you make more stupid mistakes…
In those moments, what you often need to do is to break the cycle of frustration. Sometimes that means taking a break. Sometimes it means giving up on the ostensible goal – beating the boss – and f--king around a bit and refusing to take it seriously, so you try things you might not do otherwise, because who cares, it’s not like this attempt “counts”. The precise way you reconnect is less important than just finding the fun again, because it’s in those moments that you’re better prepared to play instead of grind.
So it is with dating. When you get hung up on the ultimate goal, you’re going to get frustrated, more often than not, because there’s no real way to rush it. You’re trying to balance a lot of factors – do you like them, are they a good match for you, is this the right kind of relationship for you, what about them are you willing to accept as part of the compromise that comes with every relationship – with someone who is trying to balance those same factors on their side. Because all potential matches come with variables that you can’t control for, there are never any guarantees. Even someone who seems perfect on paper or in their profile can be a poor match for you when you meet in person. Or they may be in a different place in their life right now. Or they may be dealing with other stresses and outside factors that are getting in the way. It’s entirely possible to meet someone who, under other circumstances, would be your perfect person but who isn’t at this particular place and time. That’s baked into the entire process.
Now, if we come back to those questions we asked: I’m willing to bet that at least part of the answer to both will be “you were younger”. For a lot of folks, dating as we get older often doesn’t feel the way it did in our 20s or even sometimes our early 30s. Sure, some of this involves the way dating changes over time – courtship expectations and “rules” vary and shift, what’s considered common sense or good manners in one era seems quaint, old-fashioned or even out and out wrong in another – but much of it is that we’re not the same people we were back then. We frequently don’t have the same level of freedom and availability that we did when we were younger; as we’ve grown and matured, we have more responsibilities, more obligations and more demands on our time. Our interests and lifestyles have frequently changed, which means that some of the ways we used to meet people aren’t as readily available; going to the bar or bouncing from person to person at the club is very different in your 20s than in your 40s after all. Hell, we often don’t have the same energy or stamina that we did back in the day; everything is easier when your knees don’t hurt, you don’t make noises when you sit down and you know that more than two drinks will leave you with a hangover that will f--k up your next three days.
So, the way we date often has to change. Sure, it felt easier and simpler when we were younger, but that’s often because our lives were simpler. We didn’t have as many things to balance, and it was easier to find time for things because we had youth and a twenty-something’s metabolism on our side to help us pay the price of our choices and vices. So we have to take more things into account, which obviously can be limiting.
But being limiting doesn’t necessarily mean bad. As many a creative person can tell you, sometimes what you really need are some walls to bounce off of or restrictions you have manage in order to create something incredible. Having limits and concerns that you didn’t have when you were younger requires that you get inventive. You have to stretch your wings a bit, try new things, often even going off in directions you might never have considered when you were younger. That can end up opening up new options for you, broadening your horizons and giving you choices that you might never have even realized were possible before. And that effort and creativity can be a big part of what helps bring the fun back to dating – for you and for the people you’re taking on these dates.
Another factor is who you’re dating. There are many times when the issue is as more about the other person than it is about you. You can do everything right, but still fail, simply because the person sitting across from you is not right for you. What’s “right” for you isn’t necessarily “right” for them, after all. And if you have very different outlooks or philosophies on how you’re approaching dating, that can be an insurmountable obstacle. Someone who’s laser focused on “Marriage. Kids. Settling down NOW” isn’t going to be a good match for someone who simply wants companionship and good times, maybe feeling things out to see if there’s some long-term potential. That’s not your fault and it’s not theirs; it’s simply a matter of you two not being right for one another.
A third factor is how you’re meeting them. You mention being on Hinge and it sounds like the apps are how you’ve met most of the people you’ve been on these unsatisfying dates with. That’s actually part of the problem with things being less fun and more frustrating.
While there are profound benefits to having access to a pool of people who have explicitly opted in to meeting someone to date, quantity doesn’t necessarily have a quality all of its own. Dating apps multiply the amount of rejection you’re going to experience by orders of magnitude, simply due to their very nature. You are putting yourself out there more often on a dating app than you would be if you were meeting people in person, even at a popular singles bar. You can’t “approach” and carry on conversations with five different people at the same time when you’re in physical space; you can on the apps. This means that you’re setting yourself up for rejection far more often, simply because you’re trying to initiate a connection with more people. If you aren’t ready to let most of those rejections roll off you like water off a duck’s back, you’re basically paying for a subscription to a service designed to shred your self-esteem. That’s just the nature of the beast, regardless of the app, and it’s something that anyone signing up needs to keep in mind and be ready for.
But another problem is that dating apps – especially in the era of the swipe mechanic – encourage a mindset that’s counter to how we meet and connect with people. The way modern dating apps are designed helps reinforce a “need” for instant chemistry; you either both get hit by lightning right away or you move on. This creates a level of expectation that can be hard for most people to meet, especially with a relative stranger. Why give something more time when you can just move on to someone else? And the swipe mechanic helps create the feeling that there will always be someone else.
To be sure, lightning can and does strike – people do meet long-term partners on the apps – but this approach means that there’re going to be a lot of first dates to nowhere. Part of this is simply because there’re factors that affect attraction that can’t be gauged without being in physical proximity of the other person. Again, this is often nobody’s fault; the necessary x-factor simply isn’t present.
But part of what can get in the way of the fun is that some of the dead-end first dates are connections that might blossom into something more if they were given more room to breathe and grow. But the instant yes/no decisions encouraged by the swipe mechanic and the incessant “hey, it’s RUSH HOUR, get on here and meet your special someone” or “it’s been 45 minutes since you were last on here, we miss you, come swipe on people” notifications encourages a feeling of “nope, too much trouble, keep looking for that instant connection”. So, if you’re someone who takes time to grow attracted to people, or you’re someone who’s strongly flavored, the dark patterns the apps encourage work against you.
So, what do you do about this? Well, one of the obvious options is to change how you’re meeting people. This is one of the reasons why I’ve been increasingly pushing folks to focus on dating slow – go out into the physical world, meet people socially, get to know them without the pressure of making that immediate “do you want me, yes or no” decision and let things build. Taking this approach may not lead to as many first dates, but it will increase the quality of the dates you have, simply because you won’t be wasting as much time on people who aren’t right for you; you’ll weed out many incompatible people long before you even think about asking them out on a date.
Another thing you will want to do is adjust your expectations to work with the facts on the ground. A lot of people, especially women who date men, are going to want a vibe-check date. It’s both for safety – they want to see that you’re who you say you are – but also to feel out whether a longer date would be an exercise in boredom or worse. Rather than fighting against the tide, it’s something you’re going to want to adapt to, simply because it’s become much more common.
Now to be fair, the vibe-check date is, in fact, something I encourage, especially if you’re meeting on the apps. The idea is that, rather than spending several hours with someone you haven’t even met yet, you spend around 20 or so minutes to have coffee or ice cream or some other low-investment meet-up that allows you to decide if you actually are attracted to this person. Sure, their profile pics were hot as hell and you had tons of chemistry when you were messaging, but you still aren’t going to know for sure until you meet in person. This way, at least, you’re ensuring that there’s enough mutual interest to spend an afternoon or evening with them. If there isn’t, then you’re out 20 minutes and the price of a latte. You can then plan your next date – assuming that you both vibe – to do the fun things like mini-golf or shooting pool.
You also want to be ready for questions like “what do you do?” Sure, you’ll meet the odd individual who is doing it because they’re looking for someone of a certain net worth and it’s rude to ask for a credit check on a first date. But more often than not, it’s an intro into who you are as a person. How someone answers this question can give a lot of insight into who they are. Leaving aside that there are folks for whom their job is their identity, the way you answer can tell someone whether you’re ambitious and driven or more go-with-the-flow. It may give them an idea whether you’re someone who’s responsible and focused, or if you’re a dreamer, a slacker or someone who is constantly moving from crisis to crisis. It may give them an idea of what your schedule would be if you were going to date, or how often you might have to cancel dates at the last minute because of work emergencies. Or it may even tell them if you’re at a job you love in a career you’ve always wanted, or if you’re feeling stuck.
So think of how to answer questions like this in ways that convey more about who you are and the sort of information you would want the other person to have. You might say “Well, I do X to pay the bills, but my passion is Y and I’ve been working towards doing that full time.” Or you might say “I’m doing Z; I’m not crazy about it but the benefits are amazing.” Or “I do A, B and F and I’m the luckiest son of a bitch alive because I love my job.”
The last thing I would suggest is to learn to be interested in people. One of the best things I’ve ever learned is how much simply being curious about other people, even folks I may not be interested in, makes life way more interesting. By assuming that everyone has something about them that makes them cool and trying to find it, I have ended up having some fascinating conversations with people and met all sorts of folks from all walks of life. Even when those encounters only last the length of time it takes to have a drink (singular), I rarely feel like my time’s been wasted or like I could’ve been doing something else. And as a bonus: if you make someone feel like they’re the most interesting person in the world, you become far more attractive to them. ��Just sayin’.
To be sure, dating can be a struggle, and it’s easy to lose sight of the why of it all. By remembering what made it fun in the first place, you’re better able to adapt and reconnect with that joy and make it a far less frustrating or irritating experience.
Good luck.
Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com