DEAR DR. NERDLOVE: I’m a man in his 20s, has had no sexual experience, & I’m autistic, which I suspect may be a cause of my current predicament.

I encountered a young woman I really like earlier this year & spent the summer getting to know her. I knew her long ago, but we spent a lot of time apart afterwards, not sure if that makes a difference. By early August, she & I started to develop chemistry, & it increased for about two weeks, but before I could tell her we should date, she started to cool down towards me over the course of the last week, & I’m afraid if I ask now she’ll say no.

Honestly the only reasons I took so long was because I never wanted to know a little bit more about her first, since over summer we mostly talked interests & didn’t get into deep stuff that often, & we gamed as much or more than talked. I also don’t know her real name. I was afraid she’d reject me on grounds of mutual ignorance, how we didn’t know everything about each other. I also didn’t realize how intensive our chemistry was until about a week ago, when she was starting to cool down. Our chemistry was not that hot to begin with, but it has occurred to me that she’s super-introverted.

I don’t care what she looks like as long as she’s a she, but it turns out she was just protecting her family. It had since occurred to me that my parents didn’t know everything about each other when they first started dating, & it has since occurred to me that it’s better to jump the gun too soon than too late, & it has since occurred to me that some women will pick men based on how they act than who they are.

Knowing this, I’m almost ready to ask, but what I want to know is, did I take too long, & if I didn’t, how do I know when it’s time? She’s warming up again, but not quite at her prior scale, though I suppose I shouldn’t expect overnight results.

Mysterious Romance

DEAR MYSTERIOUS ROMANCE: OK, MR, I feel the need to point out that you kinda buried the lede here. See, the important thing in your letter isn’t whether or not she’s cooling off or how hot your chemistry was for two weeks. It’s that you don’t know her real name, what she looks like. 

All of that? Kinda important, chief.

Here’s the thing: you don’t actually know anything about her. Not the things that matter. You know you have shared interests and surface commonalities but that’s pretty much it. And while those mutual interests are great for establishing a connection and a starting point for getting to know someone, they’re not the only thing that you need for a real connection. There are a host of deeper, more meaningful things you need for a relationship to work: shared values and goals, compatible lifestyles, and so on. You don’t know about any of those. Hell, you don’t even know her real name, my dude.  I know your parents didn’t know everything about each other at first, but I can all but guarantee you that they knew things like, names, ages, what they looked like… 

And all of that’s before we even get to the fact that not only have you never seen her before, but you haven’t met her in person. And while I know plenty of folks in relationships that started online — by which I mean through MMOs and forums, not dating apps — I know far, far more relationships that were hot and heavy until they actually met in person. Because here’s a truth about being human: we’re designed for face to face interaction. There are massive volumes of data that dictate whether or not we’re attracted to somebody, information that we pick up on without being aware of it. This ranges from not just their face or their body, but their body language, the timbre and pitch of their voice, how they smell, even just seeing them interact with other people. That’s all information that you can’t get without actually being in their physical presence. As the sage once said, love isn’t brains, children, it’s blood screaming to work its will. You may love someone for their mind, but you want them for their ass.

But again: that’s all secondary to the fact that you literally know nothing about her.

There’s also the fact that, well, you seem a little contradictory in terms of the chemistry you two supposedly had. On the one hand, you bring up that the chemistry had been increasing and getting intense, but then you say it wasn’t that hot to begin with. That kinda makes it sound like things weren’t really that intense, or only in comparison to start with. That makes me think that you may be rounding things up a lot, to the point of assuming things that aren’t actually there. That’s not great under the best of circumstances, and doubly so when — again — you don’t know the first thing about this person.

Now as a general rule of thumb: I’m a believer in “ask someone on a date when you know you want to go on a date with them.” In my bad old days, I spent far, far too much time waiting and hemming and hawwing and looking for either the perfect moment or the sign that I was guaranteed a “yes” if I asked. As a result: I didn’t go on many dates and spent a lot MORE time watching other folks go on dates with people I was interested in. Asking early on, when we’d had some good conversations, there was chemistry and a good connection meant that I got my answer early. Either she wasn’t interested, in which case, well, that sucks, but I could move on, or she was interested, in which case hey, I had a date.

However — and I can’t stress this enough — I knew their real names and what they looked like.

I get that you’ve got a crush on this person, MR, but the person you’ve got a crush on is mostly in your head. You don’t know who the person on the other end of that connection actually is. Not in the most important, vital ways. Pursuing this is only going to lead to heartache and disappointment. I think your best option is to let this go, and find someone who you actually can get to know.

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com

DEAR DR. NERDLOVE: I am a 20 year old student going into my second year at the University of Ottawa, and let’s just say that I have a bit of a troubled history when it comes to romantic relationships. I am very much a socially awkward and socially anxious person who has a fairly hard time working up the courage to talk to people and trying to find the right words to say in a conversation. This, combined with my difficulty understanding certain social cues and tendency to get obsessive about the people I have romantic interest in, can make it difficult to talk to the people I’m attracted to and to enter romantic relationships. Though it’s rather embarrassing to admit,  I have not been in one single relationship ever in my life, even though I’m 20 years old. Both of these problems (the social awkwardness and the tendency to get obsessive) impacted my first 2 semesters at Uni this year, which I will go into more detail below.

I have no idea why I had a crush on one of the girls who was in my psychology class during the 1st semester. We met at the global climate change protest march this past September. We travelled as a part of a residence group, but we didn’t hit it off or anything and we never talked to each other after the march. We were mere acquaintances at best and we didn’t seem to have that much in common. Nevertheless I developed this massive obsessive crush on her in the middle of October and I could not stop thinking about her until the end of the semester when I finally confessed my feelings to her via Instagram (she wasn’t interested and seemed a bit angry). It was really really bad and although I didn’t do anything inappropriate, I feel terrible because I creeped her out a lot. I probably should have slapped myself so I could wake up from my delusions and realise that she was not interested. To this day I am quite ashamed for how creepy I was during the 1st semester, because I don’t like or wish to make anyone feel unsafe in my presence. It was terrible and I’m trying my best to make sure that I don’t act that way again.

I really shot myself in the foot when it came to my relationship with a girl I was interested in the second semester. Unlike the person in the 1st semester, who I had a definite one sided crush on, this girl and I seemed to have a lot in common. At least in the beginning we seemed to have reciprocal feelings for each other. We were both involved in the board game club at school, we both like to read, we both enjoy biology, we both like visiting bookstores, and we both like listening to music outside of the mainstream. We had different upbringings as I was brought up halfway across the world in the suburbs of London, and she was brought up in the suburbs of Toronto. Other than that we had a fair bit in common. She had actually been quite friendly in the 1st semester as we shared an English class together and she talked to me in the residence, but it was only during 2nd semester when I joined the board game club and saw her at the Toronto bus station that we truly hit it off. We then went to a bookstore near the university although it was a disappointment when we found out that it was an academic only bookstore.

After the COVID-19 pandemic hit and everyone was sent home I really started missing her and I sent her messages on Instagram chat to try and talk to her. She got really annoyed with me and said that she didn’t want to talk to me anymore because I was invading her life and now I’m really convinced that I’ve shot myself in the foot because she was the first girl who ever openly expressed interest in me. To be honest with you I probably came across as a bit desperate when I was talking to her, which really turns women off.

Do you have any tips as to how to stop myself from obsessing over people and how to stop myself from shooting myself in the foot when it comes to potential relationships?

Thanks

TheLonelyBrit

DEAR THELONELYBRIT: Let’s start with the most obvious, TLB: you’re twenty. There’s nothing unusual or shameful about having not dated anyone yet. To be perfectly honest, I wouldn’t really regard most high-school relationships as being terribly significant. They get played up by pop culture, because the YA and teen audience has disposable income and time on their hands, but in the scheme of things, they’re ephemera. But part of the problem is that you’ve let yourself get twisted up by this supposed lack and I strongly suspect this is part of what’s driving you. It sounds to me like much of what’s going on is that you — like a lot of guys — are trying to make up for lost time.

Except the truth is that you haven’t lost anything, you haven’t “missed out” on anything and, frankly, there’s nothing especially magical or significant about relationships in your 20s that isn’t just as magical and significant about relationships in your 30s, 40s or onward. A lot of what people romanticize about young love is mostly limerence, new relationship energy and a hell of a lot of “I have no idea what I’m doing.” And as someone who has been there, done that and had more heartbreak than I care to think about (and even more shitty relationships) in my teens and 20s… honestly, people have a tendency to sand off the rough parts of what those relationships were actually like.

What I’m saying is that nostalgia is a hell of a drug.

Now the first issue you’re running into is that, frankly, you’re seriously over-investing in people. I mean, let’s look at your first crush. You literally knew nothing about her except that you found her attractive. That’s not the basis for… anything, really. Certainly not for making a huge confession about your feelings. I mean, on a strictly practical level, what’s there to be said besides “I think you’re pretty?”

However, I will give you this: sending a DM — singular — over Instagram isn’t the worst thing in the world. A little intrusive, a little presumptive and weird, but not intensely creepy or something to flagellate yourself over. Almost every female or femme-presenting friend I have gets randos in their DMs whenever they post pictures of themselves, and most of the time, they forget about it as soon as they delete the message. So I think you can let yourself off the hook for this one. It’s not a great look, but it’s not the sin that can never be forgiven. I’d say “just don’t do it again,” except… well, you did.

Your second crush is where you went overboard. Messaging a friend to talk is one thing. Messaging them over and over again, especially if they’re not responding, is intrusive and makes people uneasy. It’s a sign that you don’t have high emotional intelligence, or that you’ve started to fixate on someone in a way that makes them deeply uncomfortable. And while you know and I know that you didn’t mean any harm… your friend didn’t. And to be perfectly frank: I kind of suspect you were rounding up the amount of interest she might have had for you.

The second issue is the way you’re going about things. I am not a fan of “big confessions”, especially where romance and attraction are involved. While I get that those big, dramatic confessions make for great drama in shoujo manga and YA novels, in real life, they have a tendency to go over like a lead balloon. In a very real way, what you’re doing when you make a “confession” like that is that you’re dropping your feels in someone’s lap and asking them to do something about it. I’m a much bigger believer in being proactive and taking ownership and responsibility for your own feelings. So rather than confessing — whether in person, over text, a note or a DM — it’s better to ask someone out on a date. Not to “hang out some time”, not to “get together”, but a date. One that is very clearly a date. Not only is this more direct and active, but it also tells the person you’ve asked out that you’re interested in them in a non-platonic manner; folks very rarely ask someone they don’t like out on dates.

But  frankly, all of these are secondary issues. These aren’t the issue that you need to focus on. The overlaying problem — the one that’s at the core of all your other issues — is that you seem to have some form of emotional disregulation going on. It sounds like a lot of your life comes down to “you’re at a 10 and you need to be at a 2”, and it seems like you struggle with keeping things at a reasonable level. This might be a comorbidity with another issue, it could be a chemical imbalance, or possibly even a behavior you’ve over-learned over time. Now, as I’ve said many times before: Dr. NerdLove is not a real doctor, which is why I think the best thing you can do is talk to an actual mental health professional. Considering that this is a common occurrence for you, I think your first step should be finding a psychologist and talking with them about your issues. Considering that you’re currently a university student, you should take advantage of the resources your university has to offer; if there isn’t a counselor in the student health services, they can almost certainly provide you with a referral. And while I realize COVID can make it difficult to get in-person appointments, most therapists do assessment and sessions via telemedicine these days.

Talking to a psychologist will help you get a handle on what’s going on, give you some direction on how you can help manage your emotions more effectively and possibly recommend courses of treatment that’ll help get things under control. I’d suggest you start there; if you don’t treat the underlying causes, you’re not going to have much success dealing with the symptoms.

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com

DEAR DR. NERDLOVE: I need some advice. You’ve said before that, when asking someone out, no one gets to call dibs, just because another person dated them first doesn’t mean you can’t now, etc. The general gist of what I got from this is: the only people that matter are you and her, nobody else gets a say in whether you date her.

But what what about a sibling?

I’ve recently been spending some time with the sister of one of my good friends (I’ve known him for about 5 years, and just met her a couple months ago). And I think she’s pretty awesome. And she’s attractive. So, of course, I’d like to ask her out.

Obviously, if we were to start dating, we’d have to tell my friend. But, should I consult him first? How would I even begin that kind of conversation?

Any suggestions you can give me on this would be awesome. Thanks.

– Bro Fist

DEAR BRO FIST: Dating is not a democracy. Unless you’re already in a relationship (in which case, different rules apply entirely) other people don’t get a say in your dating life. Period. They are allowed an opinion – and most of the time would do well to keep it to themselves – but not a vote or a veto. End of.

Now, this doesn’t mean that dating is consequence free as a result. When you’re dating a friend’s ex – or in your case, a friend’s sibling – then things can get complicated. There IS the possibility for hurt or complicated feelings, and that CAN put a strain on your friendship. These are some of the risks you take, and you have to be willing to do the math and decide if these risks are acceptable to you.

Are you obligated to consult him first? No, not really. This is the 21st century; his sister isn’t his property and she’s free to date whomever she damn well pleases, whether he likes it or not. You hardly need his permission.

(Hell, I don’t even like the idea of asking a woman’s father for his blessing to propose to his daughter. Giving a heads up? Sure. Asking permission or for their blessing? Not as much.)

All that being said, your buddy may well not be cool with your dating his sister for any number of reasons. Presumably he knows you better than anyone else; if he knows you’re a horndog, he’s not going to appreciate the idea that you’re trying to work your way into her pants – never mind that she’s capable of making her own decisions. He may worry that you’re going to hurt her or that she may hurt you. Or he may think it’s cool, he may think that she’s a grown-ass woman who can handle her own affairs, or he may not give a damn one way or the other.

Thing is though: his opinion on the matter is your secondary concern. You should ask her out before you worry about what he thinks. No point in getting all worked up if li’l sis turns you down flat.

Do you NEED to consult him? No, not really. Should you give him a head’s up? Yeah, it’s good manners and you don’t want to seem as though you’re sneaking around behind his back; that’s a great way to destroy a friendship and possibly catch an ass-beating in the process.

I’m not saying that it won’t be a tricky situation; some brothers are extremely protective of their siblings, especially if they’re younger. Pull him aside and tell him him that hey, you and his sister are really starting to hit it off and it seems like the two of you might have something good going and you wanted to let him know because you’re his friend and you respect and care about him. Be straight with him, be respectful… and for the love of GOD don’t make any sort of even vaguely sexual jokes about her. Again: great way to catch an ass-beating.

Good luck.

DEAR DR. NERDLOVE: Long time reader, first time writer. My question is simple, yet I think I would benefit from some of your insight.

I’m a guy who started taking singing lessons a few months ago, just to expand my musical repertoire. I was surprised to see that all the other students are girls roughly my age (early-to-mid twenties), and with similar interests. Just to quickly clarify, the lessons themselves are private, one hour sessions, with the same teacher. This means that by the time one of us is done and leaving, the other is just arriving. I guess you can see where I’m going with this.

Long story short, I would like to ask one particular girl out who is scheduled right after me. Just a quick coffee date to get a chance to know her better, since she’s incredibly cute and I know for a fact that, aside from singing, she also plays bass which is just awesome on so many levels. The problem is that there’s really no appropriate time, or way, for me to do this. 

The only time I have to talk to her is when I’m leaving and she’s arriving, which not only is usually less than a minute, but is also incredibly inconvenient, considering we’re all on a tight schedule and asking her right before a lesson would put her in a position where she has to answer real fast, and in front of our teacher. It would feel less like an actual “move”, and more like  a cheap trick to pressure her into saying yes as quickly as possible. 

I could ask her number from said teacher (who has our contact information), and ask her out that way, but there’s no way to do that and come off as anything, but a giant creep whose only in it looking for some tail. It feels rude and spineless, and frankly I’d rather do it in person. 

The best option I could come up with was to finish my lesson, go into the nearby café that’s literally 10ft away, order a cup of tea (earl grey, hot), wait an hour, and ask her after she finished. While I can see this as something “cute” and safe, since she’s no longer pressed for time, or in an “official” environment, I also realize the stalker aspect in such a move. I guess I could say that I “just happened” to have had some business around  there, but I’ve always found these “fabricated meet-cutes” to be dishonest and cowardly.

So my question is, do you think it’s acceptable to “camp out”, so that you may talk to someone at a more appropriate time, and if no, I would greatly appreciate some advice.

Cautious Approach  

DEAR CAUTIOUS APPROACH: Sweet Zombie Jeebus, CA, don’t camp out and ambush her. That’s a great way to come across like a creeper even when your intentions are entirely aboveboard and honorable.

While we’re at it: trying to get her info from your teacher? Lean in a little closer, I want to make sure you get this:

NO! NO! NO! NO! NO! NO!

And also: NO!!

F--k me running, it’s a good thing your instincts are telling you that’s a bad idea. Yes, trying to weasel her info out of her teacher is pretty spineless. It’s also even bigger stalker behavior, potentially illegal and a huge violation of your crush’s privacy — and that’s before we even get to the part where you’re trying to convince a bystander to betray her trust in him. And what the hell are you going to say to her when you call her out of the goddamn motherf--king clear blue sky? “Hey, remember me, you have voice lessons right after me. How’d I get your number? Hey don’t worry about it, it’s no big deal so are you doing anything tomorrow? Hello?”

If you’re really lucky, you’ll only have ONE restraining order to deal with.

The best thing you can do is ask her yourself, in person, when you see her. It doesn’t have to be high-pressure at all. Leave a little early, so you can catch her before she comes into the room – that way it won’t feel like an ambush, more of an idea in passing. Relax, give her a friendly smile and say “Hey, you know what? We see each other almost every day and I barely know anything about you, but you seem like you’re really cool. If you’re interested, I’d love to buy you a cup of tea after class and talk music.” Short, simple, to the point. If she’s down, tell her you’ll meet her at the cafe. If not, then you shrug, smile and say “Ok, cool. Have a good lesson!” and roll on like all she said was “yeah, I think it’s going to rain this weekend.”  Next time you see her, it’s business as usual. You can do your “Mornin’ Sam / Mornin’ Ralph” routine as normal.

If you don’t treat it like it’s a big deal, she won’t treat it like it’s a big deal. You’re asking her to meet up for tea and friendly talk, not to bear your children.

Good luck.

Please send your questions to Dr. NerdLove at his website (www.doctornerdlove.com/contact); or to his email, doc@doctornerdlove.com