DEAR DR. NERDLOVE: I haven’t had many dating experiences, but the ones I have had have left me pretty confused.
My first relationship was your classic “early-years” situation. It was intense, messy, full of inexperience on both sides, and it ended suddenly and pretty harshly. The breakup was a catalyst for significant life changes, including starting therapy.
A couple of years later, I met someone and we drifted into this kind of early-summer relationship. I don’t remember every detail, but it was relatively healthy overall, aside from her dealing with bouts of anxiety. One moment that always stuck with me happened when we were sitting together talking, and out of nowhere she said “You do know your ex really loved you, right?” I never understand what she meant by that. The relationship ended when her anxiety made her unsure about continuing, so I walked away.
After that, I dated a few women very casually, but those connections never lasted long. Some just faded out, one situation escalated to the point where I had to involve the police, and another put my life at risk.
Following all of that, I unintentionally took a few years to myself. At some point, I met someone and we gradually developed feelings for each other. She told me she felt deeply safe with me and that the connection felt different to her, but things never took off romantically. When it became clear she wasn’t actually looking to date, more looking for emotional reassurance, I cut contact, and did so again when she reached out months later.
Since then, I’ve gone on to date three more women. One told me she “wasn’t ready” and then started seeing someone else almost immediately. Another seemed warm at the start, but when we travelled together her behaviour shifted dramatically and became very narcissistic and manipulative. The most recent “liked” me “a lot”, but still ended things.
So now I’m noticing a pattern. On the rare occasions I get close to someone, the beginning usually goes well. We see each other a few times, gradually spend more time together, share a strong physical connection, and open up emotionally. Consistently, I’m told I’m the best partner they’ve had, both sexually and in terms of kindness, maturity, and safety. Then they start distancing themselves, or they say something feels “off,” or that they’re “not ready,” or I see behaviour that’s a clear red flag, or they end up betraying the relationship altogether. Then a few weeks later they’re dating someone else and everything seems to fall into place for them, while I’m left on my own again for long stretches.
I could chalk this up to early experiences in youth and assume I gravitate toward emotionally unavailable people. Honestly, part of why I’m asking this now is because I recently logged into an old social account and stumbled on a message from someone I briefly dated in my early twenties, which was a relationship that meant next to nothing. She said she came across an old picture and realised how much she’d actually liked me back then, but insecurity made her act differently. She sent this over ten years after we’d dated. I didn’t reply.
Blaming childhood trauma feels too easy. I’m trying to figure out whether there’s something in my approach to dating that’s pushing people away. After all, I’m the one they move on from, very quickly, and they seem happier for it. I want to take responsibility for whatever part I’m playing, but I’m struggling to see exactly what that is.
The last thing I should mention is that none of these situations started with me directly asking someone out. Usually, we’d just spend time together until things naturally developed. The only dates I’ve been on were with those women. I’ve never actively pursued anyone. I’m told I’m a catch, and lately I do feel like more women are noticing me (and my platonic friendships with women have always been strong), but unless someone makes their interest obvious, I don’t want to make the first move.
Four Times Is A Pattern
DEAR FOUR TIMES IS A PATTERN: One of the things I tell people who seem to be having issues in their love life is to journal about who they’ve been dating and why, how those relationships progress and the way they ended. The point is to try to spot any patterns of behavior or outcome and see whether there is any overlap – in when these patterns start, in the type of person you’re dating, anything that seems to be happening with a frequency that’s greater than random happenstance.
It’s not that often that I hear from someone who has a pattern that seems this consistent across the board. And honestly, considering how you’ve been noting all of these recurring behaviors, I’m surprised you haven’t put things together yourself.
One of the things that I say often is that you are the common denominator in all your relationships; after all, these are your relationships, not ones that happen to other people. That doesn’t mean that your relationship struggles are always your fault; it just means that you’re a constant in the equation, not the constant. That’s why it can be important to examine your behavior, your actions and choices, and how they may be affecting your relationships. Being mindful of these can give you insight into what’s going on and why. Many times, the issues are external to you; bad luck exists, after all. But sometimes, the problem is something you are doing. And sometimes it’s something you’re not doing.
It doesn’t exactly take The Amazing Kreskin to figure out what’s happening here. I think it’s contained entirely in this sentence: “[…]unless someone makes their interest obvious, I don’t want to make the first move.”
There are two things that are strikingly consistent in your relationships. The first is that you’re extremely passive in dating – as you say, you don’t make the first move unless there’s no chance of rejection. The second is that you’re consistently dating women with high levels of anxiety, anxious attachment or other emotional issues. I don’t think it’s much of a stretch to suggest that the two are connected.
I mean, look at how your relationships progress: you hang out with people until “things naturally develop”, everything seems to be going well at first – complete with women saying “you’re the best partner they’ve had” – and then it detonates, messily and all over the place. Either they dip out – often, but not always moving to another partner shortly afterwards – or the relationship takes a turn for the toxic. On the occasions you hear from them again, it’s usually to mention how they didn’t appreciate what they had when they were with you.
These are almost textbook examples of people who are dealing with issues that are getting in the way of finding a healthy and productive relationship. Someone with an avoidant attachment style or who’s used to partners who’ve treated them badly often have trouble with relaxing into emotional intimacy or being able to trust. Many of them can be uncomfortable with a relationship that’s going “well”; it feels like something is wrong or that they’re sitting under the Sword of Damocles. It’s hard for them to accept being treated with respect or care because of how often they’ve been hurt or mistreated. Others have a hard time being able to be vulnerable or open simply because they’ve been taught that this is a form of weakness or vulnerability. As a result, they end up hitting the relationships self-destruct button by pushing their partner away or they have an anxiety spike that causes them to hit the eject button.
Not surprisingly, some of them will then go on to relationships that fit negative or neglectful patterns that they are more familiar with. They don’t prefer that treatment, but there’s a comfort in the familiar and the known, even when what’s familiar is mistreatment. Others will repeat the pattern they just completed with you – dating another person who seems to be The Best Boyfriend They Ever Had, before they eject once again.
The same goes with the toxic partners you’ve had. Some of these might be people struggling with conditions like borderline personality disorder, while others may have abusive tendencies or a desire to control their partner. All of them seek out partners with weak boundaries, who they can manage to one degree or another.
If you’re dating the same kind of person over and over again, that suggests that you’re either seeking these people out or not waving them off when they find you. I also wouldn’t be surprised if some of these women are in good overall working condition, but are frustrated by you and eventually bounce… in no small part because of your own patterns of behavior – or, more accurately, your lack of behavior.
That’s where your desire to not make a move comes into play. You, like a lot of men who struggle with dating, are trying to avoid the pain and stress of rejection… or even the possibility of rejection. This means that you’re being a passive figure in your own relationships – you aren’t seeking out potential partners and assessing whether they’d be a good match for you. You have consistently allowed these relationships to “just happen”. You don’t say it in your letter, but I’d be willing to bet that the women you date end up making the first move the lion’s share of the time.
This means that you’re selecting – sometimes inadvertently, via inaction – people who aren’t good matches for you. The women with anxiety may feel a little more comfortable making a move because of your passivity, while the toxic ones see this as a sign that you’re not likely to have strong boundaries. And the women who are a little more comfortable with making a move and being the more assertive partner get frustrated if they have to take the initiative with everything.
To be clear: I don’t think there’s anything wrong with someone else deciding to take the initiative. Nor do I feel that you – or men – need to be the dominant or leading partner in a relationship. But the problem here is that you have given up agency and discernment; you aren’t trying to decide if someone is a compatible match, if they are in a good place to date, or if they’re someone who is actively toxic. And I wouldn’t be surprised if that lack of agency also shows up in either not being an active partner or being more reactive – not advocating for yourself, not taking decisive action or otherwise letting the other person set the tone and agenda for everything. This has a tendency to frustrate women who want a more equitable relationship while also being very attractive to people who are looking for a partner they can manipulate.
The answer here is pretty obvious: you’re going to have to get over your passivity and be willing to start making actual moves. While I understand that you’re afraid of rejection, the fact of the matter is that avoidance – and looking for “obvious interest” is a form of avoidance – just makes things worse. The more you avoid the thing that you’re afraid of, the stronger that fear gets, and the avoidance simply grows. You go from avoiding the thing you’re afraid of to avoiding circumstances that might lead you to encountering the thing you’re afraid of, to avoiding anything that isn’t absolutely “safe”.
And as much as I hate to say it, the only way to get over this is to put yourself out there and get rejected. You’re going to have to be willing to make yourself vulnerable, open yourself up to the possibility of being turned down and make the first move. If you’re going to practice martial arts, you’re going to have to be comfortable with getting hit. If you’re going to ski, you have to be comfortable with the possibility of wiping out and getting injured. You can minimize or mitigate the risk or potential damage, but you can’t eliminate it entirely; accepting that risk is part of the price of participation. So it is with love. It sucks, but love is a full contact sport. You can affect the degree to which you might get hurt, but you can’t eliminate it entirely; it’s the nature of the beast. If you want to date, you have to accept the risk to get the reward.
And, to be perfectly blunt, your attempts at avoiding rejection have not only not worked, they’ve really only served to make things worse. Can you honestly say that someone saying “no” to a date is going to be worse than, oh, “one situation escalated to the point where I had to involve the police, and another put my life at risk” ?
I would suggest that no, it’s not.
I’m always saying that if you want things to be different, then you have to do things differently. That’s especially true in this case. If you want to break this pattern in your relationships, you have to break it where it starts. And in this case, it starts with you.
It’s clear that the way you’ve been going about things hasn’t been working for you. You need to ask yourself how many more failed or toxic relationships you’re willing to endure before something changes. One? Five? Ten? Are you that committed to hoping that Random Number Jesus will finally smile on you and bless you with a relationship that doesn’t implode like a billionaire’s submarine?
You’re going to have to make a point of actually putting your hand on the tiller and directing the ship yourself. You are going to have to play an active role in seeking out people you’d want to date, to vet and qualify them and decide whether they’re someone you think would be a good partner for you. This means that you’re going to get rejected, yes. Many of those will hurt, because rejection is never fun. But your fear of rejection has lead you to situations where the pain of rejection is worse than it needs to be and the relationships you have had have still lead to pain, rejection and more.
Until you do, you’re going to find yourself consistently at the mercy of fate, hoping against hope that maybe this time the pattern isn’t going to repeat and you’ll have a relationship that actually meets your needs and doesn’t turn malignant.
Good luck.
Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com