DEAR DR. NERDLOVE: I’m an almost-41-year-old straight woman who has most of her life going well. I have a job I like, I’m active in a Unitarian fellowship, I am a member of my local DSA chapter, I am involved in community theater and gaming groups.
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But I’m also single, and have been for eighteen years. And I don’t mean single as in no serious relationship but having lots of casual dating and sex – I mean nothing whatsoever. Part of that is because I’m only really interested in serious relationships (to me the goal of dating is to find someone so you can stop dating, because dating is the absolute worst, just stress and uncertainty, and my social anxiety loathes it), but that’s not just it. Every attempt I have made at trying to find someone to even try dating has failed. And I am ready to give up.
I have had in my entire life one boyfriend, back in grad school, who I knew I would have to leave after the school year was over so I never slept with him because I have issues with trust (see above mentioned anxiety disorder) and my reproductive health (not comfortable talking about in a public column). If I’d known that he was going to be my one and only relationship ever I might have made a different decision about that, but I’m at this point the title of a Steve Carell movie and very frustrated about it while not particularly wanting to “settle” just to get laid. What I want isn’t sex, I want a relationship where I’d feel comfortable enough to have good sex.
So I have tried online dating – that was awful. On apps where men could reach out to me, there was an onslaught of creeps and bigots. On apps where I had to lead, 99% of the time I would swipe yes on people I found had similar values and interests and I would get absolute radio dead air, no replies, really did a number on my self-esteem. I tried to lower my standards to include anyone who wasn’t immediately off-putting, which didn’t help because then I would stillonly get a few replies, and because we didn’t have anything in common, we never even got to the point of going offline. In 7 years of online dating (I’m not counting the two during the height of the pandemic when I didn’t bother) I had all of 2 dates; both were total duds (the first was very early on and my fault because I overshared, the second we just both knew right away we weren’t clicking) and the last one was in early 2020. I finally quit using them two years ago, and don’t regret it because they were just making me feel bad about myself.
My attempts at meeting people in real life have gone absolutely nowhere too, though. In the ten years total that I have been actively looking for someone, I have had all of two first dates here as well, and they were also both awkward duds that went nowhere (one was way too handsy for a “let’s get coffee” and the other insulted my profession to my face). While my libido is more picky than most, I do run into someone I’m attracted to every few months or so, because they’re nice and we have a good conversation, and then we become Facebook friends and oh look there’s his girlfriend/wife. Which isn’t terrible because I often become friends with his partner and now I have two friends, that’s great! But it is definitely starting to feel that every single man my age I am interested in is already taken, which makes sense because why wouldn’t they be at this point? I’m middle-aged, you’re not supposed to be dating when you’re middle-aged. (I have debated whether I would be okay being someone’s secondary partner in a poly relationship, and the answer is “probably not.”)
I have asked friends to set me up; no offers. I’ve gone out to lots of free concerts and events; never met anyone. I’ve made a lot of friends in the process, which is good, it’s the biggest friends circle I’ve ever had, but nothing romantic. I have one single friend about my age who I thought might have been interested in me because we spent a lot of time just hanging out the two of us, but we’ve simply remained friends which is probably for the best (I’m a vegetarian, he’s a meat lover, I need to be asleep by 11, he’s practically nocturnal, it would’ve taken work). So in the last decade, I have had two polite asks out from men I just wasn’t interested in as more than friends (one of whom is married and poly which is why I have thought about it), and one guy I thought was a friend who attempted to coerce me into going out with him and I had to block him on all social media. And one PUA who haunts a local bar, but even in terms of unwanted attention, I’m not really getting any.
I have completely run out of ideas of what to do to meet someone. None of my friends and coworkers in committed relationships have had any problems – they went out and met someone within a year, and I haven’t had any luck in a decade. So I am inclined to quit – I know the other option is to settle, but I don’t think I can do that because I don’t feel like my standards are even that high – just a nice guy about my age (± 7 years) with similar values (left of center) who is okay with monogamy. I feel like that should be manageable if there was anyone out there available, but I think I just missed my window. I struggled a lot with my mental and physical health when I was in high school and college so I didn’t date then, then I worked overseas after grad school, and I just think that Mr. Right met Someone Else and that I need to accept that. Maybe there would be more options in a different town (I live in a purple city in a red state) but I like my job and my life here and don’t want to move just on a “maybe.”
My therapist doesn’t think I should give up; she seems to think that if we just keep working at this issue we’ve been working at for 8 years that I will make some magical breakthrough and be attracted to more men and have men throwing themselves after me or something and I just don’t get it. In fact, after our last appointment I feel like she thinks I’m lying and keeping something from her, like I’m hiding some trauma from my childhood that will fix everything once we work through it, and I’m sorry but there isn’t! I’ve been completely honest and I am just tired of how pointless this feels! I want to work on not feeling sad about being single, about accepting that I am never going to be with anyone, about moving on quickly whenever the guy I am attracted to is with someone else. I’ve seen the pattern of the last ten years and I don’t see how it’s supposed to change; if anything, as I get older along with my age cohort, the problem is going to be worse.
Am I being irrational here? I feel like I’m being rational – I’m not some 25-year-old who’s dated only a half dozen people and is convinced that means they’ll die alone. I guess what I want is a second opinion to stand against my therapist, or maybe I just need to change to someone else who is willing to help me with my actual real situation.
—Too Old For This S—t
DEAR TOO OLD FOR THIS S—T: I’m going to be honest, TOFTS, I don’t think your standards are the problem. Or, rather, let me qualify that: I don’t think the standards you are saying you have are the problem. Stick with me for a second, because I’ll get to that and I promise it’s going to make sense.
But before I get to that, I want to say that no, you’re not wrong that s—t is frustrating, you’re not wrong for being frustrated, and you’re not alone in that frustration. There’re many ways that you – and many, many others – are having to swim upstream against some seriously violent currents when it comes to modern dating.
Part of it is economic; that is, the way the rot economy has killed the utility of the dating apps. The virus of shareholder supremacy has meant that there’re more incentive to prioritize getting users to convert – getting subscriptions, no get the NEXT TIER subscription, now pay money for boosts and ‘flowers’ so you can see the people you actually want to date – than for designing an app that does what it’s theoretically supposed to. As the saying goes: the purpose is what it does, and what it does is frustrate users and tell them to pay to be less frustrated. The fact that there’s a massive gender imbalance in the user base of the apps only exacerbates this.
Part of it is social. One of the ongoing reasons for all the handwringing about the “male loneliness epidemic” and all the ink spilled about how women are forgoing relationships is that, well… frankly, society has gotten to the point where the lessons men have been taught about being men, their place in society and in relationships aren’t relevant, helpful or even useful. When men are being taught that their value is found in being a provider – having your own home, financial security, etc. – and then every path to that role gets systematically eliminated or blocked off, that’s going to create all sorts of cognitive dissonance and friction in the system.
Part of it is how the blame gets spread around. Men get scolded for not succeeding in all the ways they were told they had to, and told that they’re worthless and weak and will never be as good as the previous generations. They’re treated as though it was their fault that rent skyrocketed to impossible levels, home ownership is out of everyone’s reach, average wages don’t keep up with inflation and everyone lives with the looming knowledge that you’re basically two bad weeks away from losing everything.
It also doesn’t help that the values they’re being told to embrace, the behaviors they’re supposed to exhibit and roles they’re supposed to inhabit are all anathema to happy and healthy relationships. All of it, especially from the loudest cultural critics and the “won’t someone think about the poor menz” voices, comes from a position of “look, b--ches aren’t following the rules anymore, so you gotta make ‘em or you’re just a little b--ch yourself.”
So, in a very real sense, men are being set up to fail. It doesn’t exactly take a genius to notice how much of the advice being shoveled to men �– and reinforced by pop culture – seems to be “here’s how to put up with living with someone you don’t actually like” mixed with “you need to be able to support a family of four in a middle-class lifestyle, solely on your income,” as though that’s been possible in the last 50 years.
So, they’re already in the position of feeling like there’s something wrong with them for not succeeding the way culture told them they would, and a lot of the most prominent “manfluencer” voices are cheerfully saying “yup, y’all suck and you should feel bad about it”. Mix in the ways that the dating apps reinforce feelings of failure and undesirability and you end up with a whole lot of people who are lonely, frustrated, told that the system doesn’t fail, they’ve failed the system and little incentive to actually work on things like “social skills” or “how to communicate and get your emotional needs met”.
Which, y’know, isn’t creating an environment that’s conducive to things that actually make relationships work like mutual respect and affection, partnership and mutual support. Or even for meeting someone and being able to foster the sort of connection that can turn into love and commitment.
All of which is to say: you’re coming to this in an environment where the dating pool’s full of pond scum and algae and a whole lot of people keep pouring in MiracleGro and getting mad that women don’t like pond scum. You’re trying to find a partner in an environment that encourages developing the wrong traits, beliefs and attitudes in the gender you’re trying to start a relationship with. That’s going to make things a lot harder.
But let’s get back to what I said about the standards you’re professing and the ones that I’m not sure you’re aware of… and why they can be a problem.
Now to be sure: I don’t mean this in the sense of “oh, you want X because ALL women do, even if you don’t know it.” I mean it in the sense of “there are things that we don’t think of as standards,” partially because it seems patently obvious but partly because we rarely have reason to think about them. And, just as importantly, we don’t think about the other parts of our lives that interact with and influence those standards. You wouldn’t think of “I have to like them” or “I feel safe and secure with them” as being standards, so much as “universal basic prerequisites”, but they are.
The problem is, sometimes we don’t realize how those can get in the way of meeting the right person. Occasionally, we’ve got s—t going on under the hood that ends up drawing us to people who, for one reason or another, aren’t a good fit for us romantically, and we don’t know why it keeps happening. The classic “I’m always attracted to people who don’t like me back/ are wrong for me/ treat me badly” is a primary example of what I mean.
If you’re a regular reader, I’m sure you’ve seen me talk about how we are all very bad at understanding how we feel and why, and how various external and internal factors affect our emotions. There are a lot of systems at work under the hood that influence who we find appealing and who we’re drawn to, and we often don’t realize how many of them are in play or why. That means that when there’s a bug in the code or a gear slippage somewhere, we don’t make the connection as to how that’s affecting other parts of the system.
I mention all this because there’re a couple points in your letter that leapt out at me as being a sign of what may be going on. The first is your combo of social anxiety, trust issues and reproductive health worries. The second is your tendency to fall for men who are in relationships and end up friends instead. I believe the former is directly influencing the latter. I think your various anxieties and worries lead you to being more drawn to men who don’t set off your highly-sensitive Spidey-sense, and that lack of alarm must feel like a cool washcloth on a hot, fevered brow.
It just happens with these men in particular because these are men who’re interacting with you without any sort of romantic or sexual agenda. They’re just, y’know, being friendly. While I have no doubt they’re genuinely good guys who treat everyone with respect, part of that is because they’re already in a relationship. For a lot of folks, it’s much easier for many to relax and just vibe with people when they’re partnered up; there’s less of the self-imposed pressure to juggle “maybe friend, maybe date” and the way that can play into the interaction – consciously or unconsciously. A lot of folks also feel more relaxed and confident when they don’t feel like they have to be “on the market” and showing a more curated side of themselves.
So as a result: you end up being drawn to guys who don’t trigger those anxieties and they make you feel safe, but they’re safe because they’re partnered up, which serves to make you feel more frustrated and demoralized, and you end up blaming yourself and asking what is wrong with you.
And if I’m being honest, I think the ways you’re blaming yourself and getting frustrated at yourself get in the way. I’m a big believer that some of the worst words in the English language are “should” and “supposed to” – as in, “you’re not supposed to be dating when you’re middle-aged.” This is profoundly unhelpful and limiting; you’re telling yourself you’ve failed at life because you’re having a very understandable and common struggle, and that’s going to sap your morale and emotional resilience. It’s hard to bounce back from disappointment when you’re treating yourself as a failure and a loser. But just as importantly, it’s not even true. Even if we leave out cases like yours, where someone simply hasn’t had a relationship at your age, middle-aged people date all the time! Getting into a relationship in your 20s isn’t some magical ritual that guarantees the relationship’s success and longevity until you both die at the exact same time. Folks in their 40s find themselves single on a daily basis! Forty-something couples break up! They get divorced! Partners die! Acting as though being single at a certain age is a marker of anything besides “I’m not currently in a relationship” is the definition of a self-limiting belief… especially when you treat it as a personal, existential failing.
(And, just to indulge a personal pet-peeve for a second, I can’t stand the “if you don’t get in a relationship by X age, it’s too late because everyone’s coupled up and there’s no one left” variant of the discourse. Relationships end all the goddamn time. People re-enter the dating market at every age and couple up at every age. F--king hell, there is a straight up STI crisis in retirement communities because everyone assumes they can’t get pregnant after 50 and so don’t bother with condoms!)
The same thing goes for comparing yourself to others in your social circle and telling yourself that you’re failing for not having the exact same results they did, with the same level of effort. There’s a reason why we say that comparison is the thief of joy, after all. Your relationship timeline is not and will never be the same as theirs, no matter how closely it matches or how much it diverges. Not only are you not them – you haven’t lived their exact lives, had the exact same experiences at the exact same time, with the exact same people – but you don’t get the full, uncensored, unedited download of their experiences in dating. Even with your closest friends, you’re still getting a highlight reel, not the raw footage. Their dating successes or failures aren’t the yardstick to measure your own by, simply because the metrics don’t match.
So, what do you do about all of this? Well, for one thing, I think it’s time to shift your focus and your priorities. Believe me, I understand and empathize with your frustration and wanting to not just find a relationship but to have found one yesterday (or last year or last decade or…), but I think you should be putting the focus on resolving and managing your trust issues and social anxiety. I think those are forming a major roadblock for you and making it harder to meet and connect with the right people. It’s hard to find someone who’s a good match when your subconscious keeps directing you towards folks who are “safe” because they’re unavailable. Similarly, it’s hard to lay the foundation a relationship needs when you have a hard time with trust or the way that the process of dating and meeting people stresses you out.
It’s a lot like trying to drive with the emergency brake on and a tire that’s leaking air; you might get where you’re going eventually, but it’s going to be a struggle at best, and it’s going to damage everything else in the process. Fixing those issues means having a much smoother, faster ride, with far more control and less wear and tear that will cause even bigger problems later.
Now I don’t know if that’s ever been something you and your therapist have ever actually addressed, if it’s never come up and you decided you wanted to focus on the dating thing or what. But if you’ve been seeing the same therapist for eight years and you don’t feel like things are working for you… well, honestly, that sounds like it’s time to try a new therapist. Therapy is a lot like a relationship; if it’s not working for you the way you need, staying longer isn’t gonna make it start working. And – again, like relationships – sometimes you outgrow your therapist. They were right for you at one point in your journey, but now your needs have changed. So I would suggest that yes, it’s time to maybe look elsewhere and see about finding someone who gets you and who you connect with.
And I do think it’s valid to consider moving. I know moving simply because you think it may be easier to meet someone can feel frivolous, it ain’t frivolous when it’s important to you. You get to decide what’s important and how to arrange your priorities. Other people (including loudmouth assholes with an advice column) can have opinions, but they don’t get votes.
Just as importantly though, sometimes it really is a case that you’re living in the wrong place. We wouldn’t tell a queer person that moving to a big city instead of staying in a small, conservative town with only one other gay person is a foolish mistake. While I get that you like your life where you are, you are dealing with a demographic issue. It’s a lot easier to find folks who are compatible with you when there are more people in general who meet the basic requirements. If you’re a wild-eyed leftist or an LGBTQ person in a deep red state, you’re going to be dealing with a much smaller pool of options to choose from. Bluer states, larger cities and/or more cosmopolitan cultures (including college towns) tend to have more possibilities simply because of raw numbers.
The last thing I’ll say is that I don’t think you need to give up, but I do think that maybe you should give yourself permission to take a break from dating for a while. As you said: you’ve been at this for literal decades; it’s not exactly a surprise that you’re exhausted. Sometimes a motherf--ker just needs a rest. I know you’re hearing the emotional equivalent of the Super Mario “time’s running out” music in your head, but even people in perfect shape in the prime of their lives see their performance suffer when they’ve gassed out. You’re allowed to stop and recover, to recoup your energy and do the things that feed and replenish your soul. Taking some time off – like a vacation or sabbatical – can let you replenish the emotional resources and drive to keep going. And when paired with changing your focus to your emotional health, it means that when you come back to it, you’ll be tanned, toned, rested and ready to give the ol’ town a wedgie again.
And the important part is that a break isn’t forever. It can last precisely as short or as long as you need it to. If you decide you’re giving up (or “accepting that it will never work”), you’re making it that much harder to change your mind later; you have to push past the “well, you said you were giving this up for good, remember” barrier of ego-protection. Knowing that you can dip back in when you’re ready – for whatever definition of “ready” you decide to roll with – means you don’t have to fight to open the door again.
I know, I know; you’re worried that it’s only going to get worse as things go on. I promise you: that’s just anxiety. It’s the sunk-cost fallacy, telling you that you have to keep at this or else you’ve “wasted” all that time. But trust me: taking a break is what’s going to make it possible to succeed, the same way that letting the mechanic overhaul the engine makes it possible for the car to get where you need it to go.
Take care of yourself, and you’ll see how much easier it becomes to take care of the rest of things.
You’ll be OK. I promise.
All will be well.
Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com