I’m having some trouble at work. It’s because of this guy that works with me. He started working there in November of last year and I’m starting to really like him. The problem is, I’m really quiet and shy around him. I try not to be, I have so much that I want to say, but can never say it. I just don’t know what to do. He sometimes talks to me while we’re working or before or after our shift. I’ve noticed that he’ll do certain things to impress me while we’re working too. And he always makes me laugh. Or sometimes I’ll even catch him staring at me from time to time.
I really want to talk with him more outside of work, I’m friends with him on Facebook, but I’m too shy and scared to make the first move and message him. I don’t want things getting weird at work either. And to make matters worse, I’m friends with his little sister who also works with us.
LemonVibe 
Keep trying! You can do it!
Start really small if you need to. Small talk “did you see that movie that came out last weekend?”, “Have you ever watched -insert tv show here-“, “What kind of music do you listen to?” simple type of stuff. Or, better yet, you work at the same place…. Bond over work stuff. Im rather shy myself and thats how I got chatty with my “crush”….. work gossip/ work rants. Hell, talk about the weather. Just any small thing to get some dialog going and find common interests and get a conversation flowing.
Send him a funny video of something you both like on facebook. Or, again, use work as an excuse to contact him while youre off the clock. I like text/ facebook communication, its a lot easier for me, I feel a lot less anxious and I can articulate better and take more time to think about what Im saying. But i know not everyone feels the same way about text.
But dont worry about things potentially being weird. Just be friendly. Make a friend. Address the fact that you like him later on.