Not really sure what to do....

[Bookssaveme]

So I'm head-over-heels for one of my guy friends and I have been for a few months. I recently found out he feels the same way, only he had a girlfriend at the time I found out. He's since broken up with her but we decided not to date because not only do I technically work for him (in a school organization but the environment is very professional and dating amount staff is frowned upon and he's basically President) and he's supposed to leave to attend West Point in 6 months while I still have a year of high school to finish. We're trying to just be friends but we can't seem to stop talking about it and it's killing me. I've never been this comfortable with someone and he says he feels the same and I'm struggling so much. He even acts like a boyfriend sometimes, even though he's technically not. Is it maybe worth the risk to try a relationship? I know 6 months wouldn't be a great basis for a long distance relationship but I'd be willing to try.

[S0NofHAM]

Firstly, remember that no one can tell you what is right and wrong regarding love. We all have opinions in life, but ultimately it is your choice on how you define love and what decisions you want to make in life. You don't have to judge yourself or feel bad for making the wrong choice, because there is no wrong choice as long as you're following your heart.

Since you're in high school (you may consider posting in the teens section), then it is still a bit early to be concerned with 'dating the boss.' You still have the option to date him since you're both students, and this is not your actual career, so don't worry about that bridge until you cross it.

I think there's three options:
1. tell him your feelings and that you want to seriously work towards a solution that doesn't involve a long distance relationship.
2. tell him your feelings, and tell him that you're willing to make a long distance relationship work out.
3. cut your ties now, and save him and yourself the larger, harder heartbreak later, when you realize that the long distance relationship won't work out.

Personally, I'm kind of passionate and I'd tend towards option 1. It depends on how much you care about him, and you may be willing to go with 2 or 3.