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How can I improve my communication with a friend I like?

There is this guy I like, I have reason to think he may like me too but we’re both playing dumb, or maybe I’m just imagining it all.

Yes, that’s how immature I am. Now please help me.

We’ve known each other for years and we seem to get close to each other, then we take distance, then close again, repeat, repeat, repeat.

I’m terrified of losing him as a friend for trying to be more than just that. I’ve already lost people for showing my interest and I’ve also had to burn the bridge with guys who wouldn’t give me space or kept hitting up on me repeatedly. This happens.

I would like to create a consistent, regular conversation going on. I’m afraid of overwhelming him so I don’t even know what’s a good frequency to reach out.

Personally the biggest challenge for me is finding ways to deepen our conversations. Things tend to stay pretty much on the surface most of the time, even though we can talk of almost any topic openly. Another barrier is our very different interests, we have almost no shared media in common (different music, different shows watched/liked, different videogames liked etc).

Usually when talking to other friends, conversations tend to naturally steer towards more meaningful topics. I don’t know if I’m inadvertently holding myself back with him, or if finding meaningful topics has always been a thing started by the other person and I’ve never realized it.

So, any tips?

Have you got ways to deepen conversations?

Guys, have girls ever impressed you positively and how?

Thanks

ArcticPrincess ,

Your and his age are gonna be major variables here. Conversations and relationships work very differently at different life stages.

You sound like you’re maybe a teenager? Try asking interesting questions that require some thought to answer, but still leave room for your friend to give an easy thoughtless answer if they want to. Where do you think we’ll be in X years? What’s something you thought you wanted but as you’ve gotten okay have realised you actually don’t? What do you think we do now thar future generations will think is crazy? Listen to his answers and ask followup questions.

Personally, I’ve always been most impressed by directness, honesty, intelligence and courage.

Mothra OP ,
@Mothra@mander.xyz avatar

36F 30M, both neurodivergents if that also plays a role. Neither particularly lucky in love, though finding people to date isn’t hard for either. Both in many ways immature so I don’t take personally you presuming I’m a teenager. I absolutely feel as dumb as one to the point of asking this question. Thanks for the answer.

bamfic ,

Neurodivergent romances are awkward as fuck. Dunno what to say except sympathy.

Mac ,

relatable

Knock_Knock_Lemmy_In ,

After 30 you should both be able to handle rejection and reject in a nice way. Just make sure you are both sober and sprinkle lots of compliments.

Mothra OP ,
@Mothra@mander.xyz avatar

It’s not me downvoting you btw. Maybe you are right, perhaps I’m not mentally prepared to handle it. At least I know what to talk about next time I see my therapist

Modva ,

You could try asking some deep questions, see what comes out of that.

Mothra OP ,
@Mothra@mander.xyz avatar

I’m open to suggestions, especially on how to spot a good moment to ask deep questions. My brain freezes when he’s around, preparing myself would help

Modva ,

Tricky, but you could take the approach of just putting it on the table:

"Hey, I have a weird random question… " And then ask if he thinks there is life elsewhere in the universe or what he thinks is going on with flat earthers or whatever. It isn’t bad to be a bit random in timing.

In terms of timing specifics though, you don’t want to do it in the middle of some other discussion, so you normally wait for a quiet moment or a lull in the current conversation. Typically depends on what’s going on. I find something like building puzzles together is great for this, because you’ve both got something to do but it’s not so intense as to block easy conversation that just meanders a bit. Just an example though.

When you are together, what are you normally doing? Long drives are easier to find ok moments, studying in the library or in the middle of a dentist appointment less so

Mothra OP ,
@Mothra@mander.xyz avatar

I’ll see what I can do. Maybe I’m too self conscious about coming with something out of the blue.

We tend to walk a lot around shops, or have a meal somewhere, or sometimes hang at a pub with his work mates. Occasionally a movie night. Got more suggestions for hanging out? I’m all eyes

PumpkinEscobar ,

Shoot your shot, player.

Don’t go crazy or over the top, don’t overdo it, but just say it. If they’re a good friend they won’t be scared away. If they’re like you that way you’ll both be happier.

Don’t overthink it, ask them if they’d ever like to hang out or do something more like a date.

Ballsy, direct, badass. That can be you.

Dating is awkward but life gets a lot better once you get more comfortable with it. Everyone is a dating idiot until they’re not, there’s a good chance your friend is still in the idiot stage and maybe hell be over the moon that you helped push through it.

foggy ,

Touch his butt.

Mothra OP ,
@Mothra@mander.xyz avatar

😆

Fondots ,

I never had much luck dating, tried shooting my shot with a handful of female friends I thought I was getting vibes from, never even got a first date, but stayed friends with them.

The only 2 times I successfully ended up dating someone, the girl took the initiative and kissed me first.

First one was someone I’d just recently met, didn’t really pick up on any vibes, maybe she was putting out a ton of them and I was too much of a dumbass to pick up on them, I just thought she seemed cool and wanted to hang out with her, didn’t really have any romantic intentions in mind. Then she kissed me, I kind of had to quickly rewire my brain and I decided “ok, let’s see where this goes.” Didn’t work out long term, but we had some fun for a while. I did not stay friends with her, she got kind of weird towards the end, and I found out years later that she was very likely cheating on me towards the end, I wasn’t my best self at the time either but I wasn’t a cheater just a stupid teenager, I tried to leave the door open to remain friends but she wasn’t having any of it.

The second time I’d been friends with her for a good long while, again, no romantic intentions on my part, she was cool, we hung out mostly with other friends, sometimes not. She kissed me as we were both leaving a party at the same time getting into our own cars. Really short circuited my brain a little and could not make sense of it. Kind of had to take a day to process it and talk to her to confirm that we were gonna try it out and see where it went. She’d apparently been laying on the flirting extra heavy and I picked up on absolutely none of it. I ended up marrying her, coming up on 6 years married and close to a decade together.

For a 3rd data point, there was a girl I really liked in high school. I’m pretty sure she was flirting with me pretty hard, and several other people even told me in pretty straightforward terms that she liked me. Never quite got out of my own head enough to make a move beyond some clumsy, mostly-joking-but-not-really flirting. I think I was kind of waiting for her to make it clear to me what she wanted in an unambiguous way, and she never quite did it in a way my brain interpreted as an “all systems go” signal.

For some context, the first time I was about 18 or 19 years old, and I started dating my wife in my mid 20s, my failed attempts were all scattered around my early 20s. I’m probably a little neurodivergent in some way, some very mild degree of autism if I had to guess, and depending on who you ask I’m either a shy extrovert or an unusually outgoing introvert (the bit in Clerks about Randall hating people but loving gatherings resonates with me.)

I think the takeaway here is to go for it and don’t beat around the bush. Keep an open mind that he may not be into you that way, but that means he doesn’t want to lose your friendship either. If it’s going to happen, one of you needs to make a move, and there’s a chance that he’s just as stupid as I am and hasn’t even really considered you romantically but if you force his hand he may go “oh shit, yeah, that sounds like a great idea, why didn’t I think of that”

And even if stuff does implode, it doesn’t work out, and you don’t manage to stay friends, it’s probably better than spending the rest of your life wondering about what could have been. I love my wife, wouldn’t trade her for the world, and I’m confident that there’s no one in the world who would be a better match for me, but I do wonder sometimes what sort of fun I could have had with my high school crush, even if it wouldn’t have gone anywhere long-term. A couple weeks, months, or years of fun times would have been worth it. With the other girl I dated, even though things didn’t work out, and I think we mutually dislike each other now, I still think fondly of the times we had together regardless of the unpleasantness that came after, if I got stuck in a time loop and ended up back then, I’d still date her even knowing it wasn’t going anywhere.

Unfortunately I have no particular tips for improving conversation. Somehow I seem to do alright, but I couldn’t, for the life of me, explain how I do it.

Mothra OP ,
@Mothra@mander.xyz avatar

Thanks. I appreciate knowing first hand from a guy who didn’t make the first move AND still got to stay with her for a long time; all other stories of girls making the first move I’ve heard either don’t work or end in very short term relationships.

I think I’m not being demonstrative enough, and he probably thinks I’m not interested. There is enough reason for that. But it could also be that he’s not wanting to commit to anything so he’s not asking me anything. I dread this second option. I’m rambling already. What I’m trying to say, in response to your account of not getting the flirts, is that there was some flirting on both sides but also plenty of mixed signals.

Snapz ,

The nuerodivergent part suggests you’re going to just need to be direct.

“I really enjoy our friendship, it’s important to me. I want to make sure we keep that friendship regardless, but I’ve also realized I might be developing more romantic feelings for you that I’d like to explore together - maybe you’ve had thoughts/feelings like that about me before? If not, that’s cool, I just feel better having said it to you so it’s out of my head :) but yeah, I like you and I’d like us to get dinner on an actual date date sometime and see how we both feel. What do you think?”

Or there’s always Margaret Cho’s technique…

Mothra OP ,
@Mothra@mander.xyz avatar

Ahhh fk.

I appreciate the replies though.

I don’t know about Margaret Cho, guess I’ll have to look it up

xilliah ,

You could show him this post. Communication often comes down to just being straight forward with your message and allowing people to respond rather than imagining it.

southsamurai ,
@southsamurai@sh.itjust.works avatar

Okay, fifty year old asshole here. I’ve danced the dance more than a few times.

Don’t waste time fucking around. You have the feeling, you be up front, honest, and let whatever happens happen.

A real friend? Trying to go romantic and failing won’t change a thing long term. A real friendship is too deep to destroy by just not working romantically. And if it isn’t that deep a friendship? Then something would have ended it eventually.

Now, if things don’t work, but only one of you thinks that, it can take time and work to move past, but it will if the friendship was real in the first place because you’ll value each other more than the failure can break.

You also have to be prepared to hear a no, and then learn to move past the no. If you can’t, then chances are it wasn’t that good a friendship to begin with.

There’s going to be nerves, but you just open up, let it go, and let the other person respond. Don’t do any big gestures, no movie crap. Just be the person you are and talk about it.

Me? Once I got past the whole fear of rejection thing, it was always easy to just say “hey, we’re pretty close, and I’m feeling some extra love here, beyond the friendship part of things. It seems that’s reciprocated, so how about we try this? Let’s do a formal date and see if that gives us a jumping off point.”

The conversation goes from there to whatever the next thing is. Sometimes it’s a no, and solutions it’s a yes and things don’t work. But sometimes it’s a yes, and things do work.

Right now, me and my wife (that started as friends, and didn’t even realize we were moving into romance until I told her I loved her and things moved kinda on their own) have occasional dinners with three of my exes that are still good friends. And I’m still in contact with others that aren’t close enough location wise to have many visits.

Tbh, the only exes that I’m either not still friends with, or wouldn’t be if we were in the same location, were ones that didn’t start as friends.

Seriously, the next time y’all are going to be together, when there’s a moment that the feeling it’s going somewhere, say something.

Mothra OP ,
@Mothra@mander.xyz avatar

Thank you

Vitalstatistix ,

Ask him open ended questions about what he likes or finds interesting. Ask him about times when he was afraid for his life or the most memorable vacation he’s been on. Ask him about his goals or aspirations, embarrassing or funny stories, where he’d most like to travel, etc. Conversation flows more naturally when people are talking about something they’re excited about and you might learn more about him when he describes his past or feelings or wishes. You can use the info you learn to ask follow-up questions. Just make sure to actively listen and let him talk. Don’t just be thinking of what you want to say next. Maybe he’s afraid to open up to you or look dumb. Show him that you can be vulnerable and share a funny embarrassing thing that happened to you.

5wim ,

Would you say what you’re seeking is “more intimacy,” up to, potentially, the most possible intimacy?

I would suggest looking at his different interests and getting curious. If you’re interested in the guy, it should be pretty easy to find reasons why this film or that game are endearingly-this-or-that in a way that makes you like and respect him even more.

Then, you bond over it; by trusting his taste (intimacy) enough to check out that show or whatever interest, you now have an opportunity to get deep (intimacy) into what you each individually felt (intimacy) about it, and maybe you felt something in common. That’s some foundation for intimacy.

The_Che_Banana ,

This is a good one. Maybe there isn’t a way? Maybe it’s not the right time?

My wife and I are two people with different interests who just happen like each other and have a family together-we often comment on how if we had met any earlier in our lives we would definitely not like each other.

For the most part of our marriage I worked alot. But we were always together when we could be.

Currently this is the most we have been together (last 6yrs of 25) because we now work together in our own place, and the kids have grown and moved out…and we still like each other!

Love is not a question if you like each other, and you can be two people who are together. You don’t have to have deep meaningful conversations to make a good relationship, my partner is a empathetic, thoughtful and philosophical person and I tend to go for the fart jokes.

But we get each other. Do you guys get each other then you are together?

Hopefully this rambling statement makes sense, from a different perspective. I’m tired and am having my first cup of coffee.

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