DEAR DR. NERDLOVE: I wanted to write to you to ask for advice about my inability to get dates, but also as a way to challenge my train of thought about dating in general.
In my early 20s, I started thinking seriously about dating. Until then, I’d had various crushes, but I was too shy to act on them, so I began looking for advice. I remember reading a lot on Reddit and in self-help books about how the bar is very low for men, that you just need to get presentable (hit the gym, get a nice haircut, wear fitted clothes), talk to women like a normal person, and it should be impossible not to get a girlfriend. So I did all that: I lost 30 kg (66 pounds) in a couple of months, “upgraded” my barber from my mom to a proper one, started researching clothing, went to kinesitherapy to fix my posture, started therapy to work on my stuttering and trying to become a more well-rounded person. Overall, there was a visible glow-up, but there were no women. I felt like I’d been lied to.
Then I turned to online dating. I asked a female friend to help with my profile. We went around the city doing photoshoots, trying to use the environment to show my passions (e.g., a picture in the Japanese garden to reflect my love of anime). We also brainstormed a great bio. A couple of months passed, and I had no matches. It made me feel very ugly and unwanted, so I uninstalled the apps.
I went back online looking for solutions, and what I read was that I needed to get involved in more real-life activities. At that time, my life revolved around work, the gym, and my master’s during the week, and gaming/anime on the weekends. I found a Japanese cultural NGO that offered language classes. I enrolled and started volunteering, but this was just two weeks before the lockdown. I enjoyed learning the language, it gave me something to do during COVID, and I even earned a certification. But it didn’t help with socializing: the classes moved online, and I never really got accepted as a proper volunteer in their group.
Next, I decided to go outside my comfort zone. I’d read that women like a man who can dance, that dance classes are mostly full of women, and that, again, it would be impossible not to get a girlfriend that way. I was hesitant at first because I had a bit of a trauma around dancing: in school, my math teacher once raised me in front of the class to ask why I hadn’t danced at the graduation party. Still, after lockdown ended, I found a Latin dance class. I tried from the start to make myself visible and socialize with both men and women. Over time, there were several women I felt I was connecting with, we’d chat for hours about personal topics, sometimes practice privately, go for coffee in our free time. But every time I asked one of them out on a proper date, I was rejected.
Around 1–2 years ago, a female friend told me her friend, S, would start attending salsa classes after she had an ad-hoc lesson during a vacation. We would interact in beginner classes and at parties, she’d initiate most of the conversation and would often invite me to dance multiple times a night. I didn’t think much of it at first, she was the kind of woman who invited many men to dance. We didn’t spend hours texting or seeing each other outside of dance. Still, she invited me to her place for New Year’s Eve with others from the dancing community (I had other plans), and one time she gifted me a bag of matcha after I randomly mentioned I liked it.
I started to catch feelings after we closed a party by dancing 5+ times in a row, mostly cuddled and not “proper” salsa. Around that time, I wanted to learn more about musical theory and percussion, and since she was a music teacher, I asked if she could come with me to help pick out a pair of claves. We spent the whole day together; after buying the instrument, we got food and later went for drinks. At the end, I asked her if she thought this was a proper date or just a friendly hangout, and she said it was a date. I was so happy.
The following six months were the happiest of my life. Sure, a lot of that was brain chemistry, but I genuinely enjoyed her and our time together. She was my first relationship, and we moved at my pace. In return, I was her first healthy relationship. Eventually, she ended things because of certain incompatibilities. It still hurts, I feel like we could’ve worked through them. It hurts even more when I see her at parties and she acts like I’m invisible.
The breakup was a year ago. Since then, I’ve tried to connect with other women. I reinstalled dating apps, again, zero matches. I’ve pursued women I met and connected with at parties, again, all rejections. I went to a speed dating event and had one match, but she never replied to my message. I asked friends to set me up, nothing. Maybe it’s the media’s that created this expectation, but I always thought getting a first date was supposed to be easy, that it’s during the date you figure out if you’re compatible. I also think I’m decent at the whole dating thing, after all, my only first date turned into a six-month relationship.
My therapist says I should just let myself be present in the moment and go from there, but I have no idea how to do that. With S, the signs were so obvious that I couldn’t miss them, but maybe other women have been interested, and I just didn’t notice?
In addition to working on my appearance over the years, I’ve tried to grow internally as well. I’ve asked friends and my ex how they see me, and I’ve heard things like: reliable, mature, punctual, attentive, funny, warm, wonderful. But I’ve also heard that I’m shy and not flirty.
The dance community has become my real “third place”. Even though I originally joined to meet women, I’ve stuck with it for 4–5 years because I genuinely enjoy it. I’ve discovered a love for learning instruments, I’ve started DJing in the scene, and I’m part of a great group of friends with whom I do lots of activities outside of dance. The social and hobby aspects of my life are in a great place and keep me occupied most days of the week.
So, after reading my story what’s your diagnosis? Am I trying to connect with the wrong women? It feels like the women I meet don’t see me as someone they’d date. Should I look elsewhere? In the past, I tried improv classes, and I’ve seen that my city has a large running community. Am I actually not connecting with women and just following a formula? What does connecting with someone even look like?
The Confused Dancer
DEAR THE CONFUSED DANCER: I see this is going to become a new genre of letter, to go alongside the “I’m too ugly to date”, “I’m doing everything right and I’m still single” and “How do I date this person I have a parasocial relationship with?”
First, because this has come up so often: movies are not real life. Movies are the funhouse mirror held up to society; they’re a reflection, sure, but distorted and warped in order to make the story happen. They’re not something to base your expectations on, because everything that happens in a movie happens because the writer and director said it does. Movies and pop culture can be useful in terms of providing examples for concepts and behaviors that can seem pretty abstract when described to you or laid out in text… but they’re not one-to-one guides for what to expect.
Second: CD, you’ve done what a lot of people have done when trying to figure out how to meet someone and get dates: you’ve worked on everything but the most crucial part of dating – actually connecting with people. There’s a lot about changing your presentation and your physical appearance, a lot about your dating profile and skills to pick up that would make you more attractive. But nowhere in there did I see anything about just getting comfortable with women, talking to them and building connections that can lead to relationships
Now don’t get me wrong: you put in a lot of effort and made a lot of improvements, and you should absolutely be proud of all of that. This took a lot of work, a lot of willpower and a lot of determination on your part. You’ve come a long way, and that’s great! I can absolutely understand why you feel confused and a little lost as to why things aren’t working out the way you hoped.
I think part of the problem is that you’re still in a place where you’re so in your own head that you’re not having a real conversation with someone so much as trying to make sure you hit all the right marks. I am willing to bet money that when you’re talking to women, you’re only listening with half an ear. The rest of your brain is focused on making sure that you tick all the right boxes so that you get enough approval points that will make a relationship just happen. To a certain extent, that’s a skill issue as much as anything else.
And to be fair, that’s not the sort of thing that gets a lot of attention in self-help circles or online forums. Things like “help me fix my look” or “where should I go to meet women” get lots of engagement and attention because it’s a sexy topic and everyone’s going to have opinions. The same goes with strategizing about how to optimize your dating profile or take better pictures or what hobbies women find attractive; these all invite commentary and discussion and debate and before/after shots and all the rest. But these don’t do the work for you. You can look incredible, and that might inspire someone to say “hi” first… but you still have to be able to really connect with them on an individual level, in ways that help build mutual attraction and mutual interest. And that’s where you run into problems.
Part of the problem is that it’s easy to say that you need to develop your social skills, but it’s hard to say which ones and in what way. There’re so many variables �that feed into the issue – from upbringing, to attachment styles, to neurodivergence or trauma, to culture and individual personality – that it’s next to impossible to give one-size-fits-all advice. And, to be perfectly frank, there’re still far too many people who are giving bad advice – focusing less on organic connection so much as manipulation or following formulas and flowcharts that will “ensure” the results you want. It’s very unsatisfying to say “a lot of it’s just vibes, man”, but… it really is. People focus on checklists instead, because checklists give structure and a list to follow, but it’s a bad way of actually engaging with another person.
I think that’s part of the issue you’re having: you’re not having a conversation with someone where you’re fully present, so much as trying to impress them and convince them that they should date you. It sounds to me like you spend a lot of time running through checklists and thinking about your next steps, rather than just vibing with the other person. This is what your therapist means when they tell you to be present and in the moment; instead of thinking of what to say next or trying to read meaning into their word choice or vocal intonation or micro-expression, you want to just… enjoy the conversation. Pay attention to the other person with a goal of just getting to know them and what makes them tick instead of wondering if you’re at a point where you can ask them out on a date yet.
And the thing is: you’ve done this. You should know that you are fully capable of it because you have actually accomplished it. You have the ability; you just aren’t aware of it.
Think about your relationship with S, and how it all progressed. You weren’t actively pursuing her or trying to think about how to get her to go out with you. You were just… dancing and hanging out. You were being friends. Part of it was that she took the lead, sure, but another part of it was – as you put it – that you didn’t think much of it. In other words: you were being authentic and at ease with her. You didn’t have an agenda, you didn’t have an overarching goal, you were just kinda vibing.
In fact, this is precisely the sort of thing that I talk about when I talk about “dating slow”. You weren’t coming in hot; you were getting to know her in a low key, easy-going way.
It wasn’t until later that you started catching feelings, and even then, your first ‘date’ was less of a date and more just hanging out doing a thing that was related to a topic that you both enjoyed �– and, I might add, asking her to teach you something about it. That’s pretty huge; someone asking for your opinion about something you clearly care about and demonstrating respect for your knowledge on a topic is flattering and validating. It makes people feel good, and frankly, a lot of women are used to guys thinking that they know more despite having zero experience or education in the matter. That’s a big part of why it felt so easy and obvious – you weren’t so focused on looking for clues and signs and trying to critical-path your way through the interaction.
This is one of the reasons why “it’ll happen when you least expect it” is a cliché, even as tired as it is. The point is that you’re relaxed and outcome independent and not worried about trying to impress anyone or get a particular result. You’re just being your authentic self and getting to know another person. That’s a big, big part of why this all worked and why you’ve struggled since.
Now to be sure: S taking the lead was a big help. That took some of the self-imposed pressure off you. But that’s not something you can rely on. You have to start working on your shyness and start getting more comfortable with expressing interest and affection. That’s all flirting really is – you’re just showing someone that you’re attracted to them in a fun and engaging way.
I strongly suspect that part of your problem is that these are things that you only try when you’re trying to get a date; you see someone you like and you try to go into “attraction” mode. As a result, it feels clunky and weird and you’re stuck in your own head. This is one of the reasons why I tell people to get comfortable talking with folks and to practice being a little flirty just for the sake of flirting and having fun: like all skills, it becomes easier and comes more naturally when you practice it. It takes time and deliberate effort to go from conscious incompetence (you know what you want to do but you have a hard time doing it) to conscious competence (you can do it, but you have to think about it) – to unconscious competence (you can do it without thinking). The only way you can get to that point is to just do it. There’re no short cuts, no cheat codes; you have to choose to exercise those skills in order to improve. ��Yes, even if you’re an introvert. Even if you’re shy. Even if it would be so much less stressful if someone else would come and do all the hard stuff for you.
But this is precisely why I talk about flirting for fun and just being more social – because you’re taking the pressure off yourself to “succeed”. You’re not trying to get a particular outcome, you’re just chatting and being friendly. You don’t need to worry about whether you’re going to get a phone number or add them to your socials, you just chat and vibe and the only goal is to have a good time. It’s really not that different from hanging and shooting the s--t with your friends; the only difference is that these are friends you’ve only just met.
Does that sound cheesy? Sure. But that particular mindset – that these are people who already like you – is like a Jedi mind trick for instant connection. Because you assume they already like you, you don’t worry about trying to impress them or win them over; you can just focus on enjoying yourself and helping them have a good time too.��And there’re as many ways to flirt as there are people. Some people like to banter, some people are demonstrative, some people are pebblers or crows – offering shiny objects or nifty rocks they think the other person would like. Part of the benefit of flirting for fun and practice is that it gives you an opportunity to figure out a flirting style that works for you and is congruent with your personality. It doesn’t do any good to try to flirt like Ryan Reynolds if you’re not a Ryan Reynolds type of personality, after all.
As it is, you’ve got a decent foundation for meeting new, cool people who you’re compatible with. You’ve got a hobby that brings you into a particular community full of other likeminded people who also enjoy dancing and music. You’re in a position to meet other people organically through the scene. If you let yourself relax and vibe, be a little more assertive and a little more demonstrative and a lot less focused on Get A Date, I think you’ll have much better results.
Don’t worry about formulas, don’t worry about doing everything perfectly or trying to impress people. Talk to people, find out what makes them tick and have fun. Get to know folks the way you got to know S – without focusing on them so much that you lose sight of everything else, and without trying to get some end result as quickly as you can. I think you’ll find that if you unclench, let go of expectations and just vibe, you’ll discover that your next relationship will come a lot easier than you think.
Good luck.
Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com