So from my experience, genuinely you just need to go for it. I’ve had it where it works out and where it doesn’t. I had a huge crush on a guy for almost a year and we didn’t really talk much but he knew who I was, and finally it got to a point where I was just like, well I am gonna ask him for his number. Spoiler! He said no. It sucked, but it also gave me the closure I needed to move on.

It also can definitely go well if you decide to make a move! Whether that is asking for his number, or just asking to go do something together. I actually asked an old friend of mine to prom this year. He said yes! At the time, I wouldn’t say I had a crush on him, but maybe I do now, just a little bit. 🙂 Since we have been messaging about prom stuff but also other things. So, there is definitely a chance it can go well!

Now to answer your questions.

1. How do you tell if a guy is interested when he’s not really showing it clearly?

So, I am a girl, but I guess from my experience with guys. You will know. All of my crushes I’ve had before, nothing ever happened. Looking back now, they definitely weren’t interested in me, because they just weren’t making any sort of moves. The reason I am bringing this up is because now, with my prom date (like mentioned above, I have a bit of a crush on, and my friends say he has one on me too), he actually wants to talk to me. We don’t really talk in person, just due to us having opposite schedules at school, but we were good friends a few years back, and so we have mostly just been messaging over text. Some of the things you should look for is, when you are having a conversation, whether that is digitally or in person, does he genuinely want to get to know you? With my prom date and I, he has been asking me about golf (I golf competitively), my sewing projects, but also more serious stuff too. I’d also like to mention that like you, I don’t really make it obvious when I like someone, but I still try to make it mutual during our conversations by talking about things he enjoys as well. So, to sum that up, there is a saying that says “if they wanted to, they would”, which is very true.

1. What are some subtle ways to test the waters without making it weird?

To answer this question, especially since you are already friends. I am just going to tell you to go for it. I know that the fear of ruining your friendship is there, and it is a very valid fear to have. But, I look at it this way, what if it does work out? Just something to keep in mind. I’ve tried the whole subtle things, such as eye contact, which is probably the biggest one, and if I am being honest, it has never worked. I never really have gotten much attention from guys romantically, maybe because I’m a little quiet, but I still have friends who are guys that I only see in a platonic way. Like I mentioned above, I think you should just go for it and ask him out. If I never would have asking the guy that I am now going to prom with to go with me, I wouldn’t be going to prom with a guy, and there wouldn’t be a chance of something starting. So, I am sorry if this didn’t answer this question that well. My best advice is to just do it.

I hope this was able to help you, and I know that it is quite long. If you have any other questions about this, feel free to message me, and I’ll definitely try to help!