Two first homecoming dates?! Help!

Having been friends with someone a long time can make you begin storing somewhere in your brain that they would be your go to if something social comes up.
Since this dance is apparently new for you, you maybe hadn’t thought about someone asking you, or how that would make you feel.
You haven’t been asked by two boys. You have been asked by only one boy.
Your friend might have no interest in going, and if you start throwing hints, it could make him feel obligated, in which case you would both be miserable.
Also, he might have someone he is thinking about asking.

Dating should be fun, not obligatory.
It sounds like a nice boy has planned a nice date. There is no reason for you to feel like wanting to go is a greedy thing.
It might be just the one dance, and never anything more, but that is okay.

I agree with the above answer. The other guy hasn’t asked you. Go with the one that asked and have fun. It’s a dance, not a commitment to date and get married. If the other guy sees that you are dating, and is interested in you, he will ask you out.

You should be the one asking the guy.

Let’s imagine for a minute that you’re the guy who asked you.

“I like this girl I know in drama class, and I asked her to homecoming. She told me she’d think about it. Then the very next day she was hinting around to this other guy like he might want to take her. Some kids who know him told me this. Am I wrong to feel hurt, or did she just shoot me down? Now I don’t even think I feel like going with her. Should I unask her?”

Maybe we’ll hear from him tomorrow.

For gosh sakes, I’m dying to know!
What did you decide to do?

The friend ended up asking, as I had figured. I took your advice and went with my Drama class friend, but he started being too pushy towards me. He started trying to put his hand on my thigh and wanting me to act as his girlfriend. At homecoming, I had to tell him about that so he would stop suffocating me with his pushiness. He realized his mistake and then tried to guilt me into a relationship by telling me how fucked up his head was. And how much I helped him forget it. In general, that was a mistake. But I ended up hanging out with some foreign exchange students, and had a blast! I learned that if you’re going platonically to homecoming, it doesn’t matter WHO you go with, as long as you’re safe and can have fun!

Thanks for coming back.
I’m sorry your drama friend has been bringing his drama beyond class activities.
Some boys have difficulties with understanding growing up and responsible behavior. The two should increase together, but should and do are not the same.

I am glad you found ways to have fun.

Your drama boy was wrong to try to pressure you, but he was likely being truthful about not having his head on right.
Puberty is a tricky time, and almost everyone struggles with confusion, painful experiences, body and brain playing tricks on them.
Maybe you can talk with drama boy, help him understand the pushiness is unwanted, and can get him into trouble. Let him know that you don’t dislike him, you only dislike the pushy behavior.
It would be nice if boys could get such knowledge from their parents. Unfortunately, not many teens open up with their parents about such things. A healthy attitude often depends on the feedback they get from friends, or other influences outside of family.

I would personally pick the freshmen that has been with you longer and he will understand you more.
he is also older probably older so more serious when he needs to be and not always joking

Go with the one you feel more comfortable asking.