Lure her in with silly little treats, then you pull the rope and trap her in the box! I recommend Starbucks, gum, and CDs 
Jk! But honestly, dating in high school is SO overrated. I've only dated once in high school, but I've been through a few 'talking stages,' and honestly it's so not worth it. Usually the person is just immature, both mentally and emotionally, and you just end up building your relationship on a toxic, unstable, and unhealthy foundation. And it's usually just because both people are so young!
Now, I'm not saying all young relationships and people are like this, as everybody is different. But that's also another thing that could be your cause of heartbreak- one partner is more mature emotionally than the other, and then you're unequally yoked and the relationship falls apart.
And honestly, that's what happened in my relationship- I always grew up being taught that love is serious, love is a choice, and love is a commitment. It's not just full of pink hearts and red roses and kisses! Love and relationships aren't always pretty- they're dirty and exhausting, but the person you work so hard for is so worth it to you. Love is bittersweet, and it's about making sacrifices. Well, in my case, anyways. He didn't think of love the way I did, and he eventually got 'bored' and dumped me because I was too busy to pay him any attention (I was in difficult classes that year, and he texted me 24/7- NOT EVEN JOKING), and I also wasn't giving into his... 'advances', even when he tried to physically force it. Iykyk. I ended up getting my heart absolutely SHATTERED, because I truly devoted myself to this boy, only to find out he was nothing like he presented himself to be, and he no longer valued me the way I did him. It took me close to a year to get over him. And honestly, as much as I dislike him today, he will (sadly and regrettably) always still have a little piece of my heart as the first person I have chosen to love (ew, sorry that's corny!). Anyways, this is just an example of one person being more mature in this context, and the other was not. It just doesn't work out, and it's incredibly common in high school.
Many of the relationships aren't going to last, and if they do, they are usually INCREDIBLY toxic- from my perspective and experience, anyways.
And I'm not saying you shouldn't talk to other girls! You should totally hang out with them, go out, and even ask them to dances! :) Just don't get to invested in one unless you're ready to face the consequences, good or bad, later.
And tbh, even I have given up/ refuse to date anyone who is still in high school (DW I'M 18 THIS YEAR AHHHHH) :/ But that also brings up another point, now that I mention it- girls typically tend to be more emotionally and mentally mature than males at a younger age. So keep in mind that girls your age (I assume you're probably like a high school freshman/ sophomore) may even have the emotional mind-space of a 18 or 19 year-old male, and maybe even older (NOT ENCOURAGING THIS REALTIONSHIP AT ALL, THOUGH(!!)). So that is certainly something to keep in mind!
Also, DO NOT WORRY ABOUT YOUR LOOKS! GIRLS DO NOT CARE!! Well, girls that do are NOT worth your time, anyways. Trust me, I've crushed on some... Pretty questionable looking men, but they always have hearts of gold, which is just SO attractive!
OH! And some questions to ask yourself- why do you want a girlfriend? Is it because everyone else has one? Because if so, that's kinda... objectifying. Do you want companionship? What makes this potential girl so attractive? And I don't just mean looks. Why are you dating her? Do you date with the intent to marry her one day?
Sorry, this turned more into a rant about my experience- consider it a cautionary tale, I guess! But anyways, focus on YOU and get to know yourself when it comes to everything! It will help you be ready to be solid in a relationship, and ready you to actually be able to love someone else. Again, high school relationships are overrated- save yourself the heartbreak and pain, and just keep people close as friends for right now! :)
I really hope this helped ease your fears or did SOMETHING for you!! Best of luck, lil' bro 
