How to be Smarter
: If you are looking for a reason to contact someone you admire, email them with something valuable or helpful to them. Examples of this: an article you saw that is related to something they twittered about, a suggestion for a partnership between your organization and theirs, or an offer to help them out with an event they are hosting. Even if they do not take you up on the invitation, you have made a connection and are now on their radar for future projects.
How to be Prettier: How to Stretch Out Too-Tight Shoes.
How to be (less) Awkward: If you are somewhere (a restaurant, a conference) alone and start to feel uncomfortable, take a deep breath and look around. Within eyesight you can probably see 2-3 other people also alone; it is very, very rare to the only person at an event by yourself.