Summarize:

It takes different kinds of courage to ask out someone you are interested in, to speak to your boss about a raise, or to confront a bully. One thing all of these scenarios will require is a show of confidence, whatever you actually feel. Confidence and courage come through acting as if you are unafraid, even (and especially) when you are. When you ask someone out, the best way is to be direct, even if it is scary to put yourself out there. Practice what you're going to say ahead of time. If you can, talk to her in private. Think about how great it might be if she says yes; isn't that worth the risk? Remember, if she says no, it isn't a reflection on you or your desirability. Be respectful of her decision and be proud of yourself for being courageous! It can be scary to talk to your supervisor, especially if it's about problems you're having at work; it's also awkward to have conversations about money. However, if you frame it more as a conversation than a confrontation, you may be more likely to get your way.  Ask to speak to her privately and plan out what you're going to say ahead of time. It's okay to feel nervous, don't fight it. Make sure to breathe normally and speak with conviction. If the conversation backfires, step back and re-assess. If you think about it and feel that you were in the right, consider getting your human resources department involved. Alternatively, sometimes the better thing to do is change jobs; some people are very stubborn and choosing not to fight every battle doesn't mean that you lack courage. When you're confronting a bully, remember to act as if you're feeling brave and confident. You'll trick yourself (and her) into thinking you aren't afraid. Bullies thrive on your emotional response, so don't give them the pleasure of a reaction. Act confident in yourself (even if you don't feel particularly confident). If the bullying gets work in the aftermath of your confrontation, get help from a teacher or parent. Knowing when to get outside help is courageous in itself. It shows that you are being honest with yourself about the reality of the situation.
Build your courage for specific scenarios. Have courage when you ask someone out. Display courage when you speak up to your boss. Show courage when you confront a bully.