For what it's worth OP, this is a "problem" outside of high school, too. 
My boyfriend had no idea how to ask me out. He's 24, I'm 22, and this was a real toughie for him last year.
He was so awkward. Legit, he asked me, "Will you be my girlfriend." Completely out of the blue. And I laughed at him for it. And jokingly "made him" try again because it was such an awkward way to say it. But he thought I meant his tone was off, not the question itself, so he just kept using the same exact question in different tones and emphasizing different words, and omg it was so great. I agreed, ofc, but not until after I caught my breath.
Point is, I didn't care how the **** he approached it, 'cause he was sweet and adorable and I liked him, too, and I wanted us to be a thing. I was honestly just excited that he even asked at all (and in tears, because the entire thing was so stupidly funny, omg). But mostly excited that he wanted us to be togever, too.
Don't stress so much over it. Just ask.
My boyfriend had no idea how to ask me out. He's 24, I'm 22, and this was a real toughie for him last year.
He was so awkward. Legit, he asked me, "Will you be my girlfriend." Completely out of the blue. And I laughed at him for it. And jokingly "made him" try again because it was such an awkward way to say it. But he thought I meant his tone was off, not the question itself, so he just kept using the same exact question in different tones and emphasizing different words, and omg it was so great. I agreed, ofc, but not until after I caught my breath.
Point is, I didn't care how the **** he approached it, 'cause he was sweet and adorable and I liked him, too, and I wanted us to be a thing. I was honestly just excited that he even asked at all (and in tears, because the entire thing was so stupidly funny, omg). But mostly excited that he wanted us to be togever, too.
Don't stress so much over it. Just ask.
