Much of Colbie Caillat’s music details the ups and downs a relationship can bring. “Lucky” was written with Jason Mraz and tells the story of falling in love with your best friend. Since Colbie has said it’s a song she relates to we had to go straight to the source and ask her: do you tell your guy friend when you’re crushing on him?

Colbie filled CBS Local in on whether or not to tell that guy how you feel as well as what she has learned from her own music. She also admitted that many of her songs are from her friends going through good and bad relationships.

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“My song ‘Shadow’ on the new record I wrote for my best friend Brianna,” she confessed. “She was dating a guy that wasn’t treating her very well at all. She deserved better but it took her a long time to see that.”

This experience carried over into her live show.

“I tell people at my shows I think you’re better off to be alone than to be with someone who doesn’t treat you right. That’s something else I think about too and I try to tell people,” she said. “If you’re not getting someone that deserves you and treats you as amazing as you deserve to be treated, then why not be alone and have a fun life and not be told what to do?”

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So what if someone has a crush on their best friend — should she tell him? Colbie gave us some insight.

“It depends how the other person is interacting with them. If they think there are signs that the person feels that way,” she said. “I think anyone would be flattered to know that the other person either has a crush on them or is in love with them. I don’t think it should really affect the friendship. I think everyone would want to know that. I think you should tell him.”

Sometimes even Colbie learns from the songs she has written.

“On my song, ‘I Never Told You,’ it really does remind me to speak my mind more,” she confessed. “With songwriting I express my feelings in my songs, but not in person. So every time I sing ‘I Never Told You’ I remember, ‘You know what, tell that person next time.’ Whoever it is. If it’s your boyfriend, your friend, or your family member. Tell them what’s on your mind, what’s in your heart because people would rather know than not know.”

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-Annie Reuter, CBS Local