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An easy way to find out how he feels is simply to ask other people. Of course, you should do this with caution because you don't want him to find out what you really think about him. Here are some ways to find out: There's no way to turn off a guy faster than to be the obsessive girl who tries to learn every detail of his life. Here are some things to avoid at all costs:   Looking through his phone. If he leaves his phone out, do not look through it to see if he's texting other girls. If he catches you, he will see that as a big red flag.  Looking through his email or Facebook messages. If he walks away from his computer for a minute, avoid the temptation to be a snoop.  Following him around to see who he's hanging out with. This may put him more in the mood for a restraining order than romance. In the end, things may not move forward if you don't take the initiative. If you're pretty sure he likes you or are just feeling brave and like you have nothing to lose, then go ahead and tell him how you feel.  Be lighthearted. Don't take it too seriously. Don't arrange a time and place to meet up and say, "I have something important to tell you." Just find the right moment to tell him you have a crush on him and are wondering if he feels it too. Don't make it a big deal--you don't want him to feel bad if he doesn't feel the same way. Be creative. Find a fun way to tell him how you feel. You can send him a note, a Valentine, or ask him to solve a riddle. Don't overdo it, but if you think outside the box, he may be impressed. In the end, it may just not be meant to be. If you want to continue the friendship, here are some things to keep in mind:  Don't be too disappointed if he doesn't share your feelings. This will just make everyone feel bad in the end. It's better to play it off. Remind yourself what a great friend he is and how lucky you are to have him. You may have missed out on a chance at romance, but you have a great friend for life. Know when you need to take a break. If your crush has blossomed into full-blown love, it may be time to take a break from the friendship because it will hurt too much. If you stop crushing on him, you can return to hanging out, but there's nothing worse than torturing yourself by hanging out with someone who doesn't share your feelings.
Ask around. Don't stalk or snoop. Be brave and tell him how you feel! Don't be disappointed if he doesn't reciprocate your feelings.