Okay so its early September I just started my junior year, Jr. Prom isn’t until March 23rd. I am going to ask my best friend. We have always had a flirty more than friends thing going on. We have gone out before, she has liked me when I have liked someone else, I have liked her when she has liked someone else, that kind of back and forth thing.
I have know for years that I would ask her to Jr. Prom and Senior Prom and we have jokingly talked about it before and she has said before that we will go but she has had feelings for me when she has said that and like I said we are always back and forth so its unclear whether or not she still would want to go.
Anyhow, I was wondering when is too early to ask her to prom because, I obviously really want to take her and I really don’t want somebody else to ask her first. Our homecoming dance/weekend is on Sept. 23rd and that’s not really a big deal in our school, people don’t ask people to that its nothing at our school but her and I always kind of go together. We go in together, we hang out and dance the whole time, hand holding, that general thing but like I said nobody asks anybody to that dance. So I was contemplating just bringing up, Jr. Prom at Homecoming and saying something along the lines of
“hmmmm our next dance isn’t until Jr. Prom, I know it’s early but I want to snag you before somebody else does. You are you so I’m sure plenty of people will ask you but in the rare almost impossible case that, that doesn’t happen do you want to go with me? I only am saying it like that because I don’t want to make you think you have to go with me and I don’t want to hold you back haha, if you don’t want to I’m a big boy I can handle it”
Typically I wouldn’t recommend rushing into asking someone to prom, because you never know what is going to happen in the next 6 months let alone the next 6 days. Besides half the fun of Prom is getting to be creative about asking the girl to prom. That being said it sounds like you and her have a pretty interesting relationship, I would say Home Coming would work as a decent time to mention it to her.
Don’t expect a firm answer and if she does give you one, realize that it may change between now and then. Like I said in high school things change quickly, and by the time march comes you or her may have different girlfriends and boyfriends. I would recommend that you mention it at Home Coming, and leave it open ended to variables. Trust me you’ll be devastated if for the next 6 months you think you two are going together and at the last second she goes with her boyfriend or something.
Outside of that, it sounds like you’ve thought it through and it seems like a decent enough plan too me.
John