DEAR HARRIETTE: I have been friends with this guy for two years, and over time, I’ve started to feel like our connection might be more than just friendship. He’s always been kind, thoughtful and supportive, and I really enjoy spending time with him. Lately, I’ve caught myself looking at him differently and wondering if he feels the same way about me. There are little moments -- like when we lock eyes, share a laugh or have deeper conversations -- that make me think he might like me as more than just a friend, too.
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The problem is that we’re both shy, and neither of us seems willing to take the first step. I don’t want to ruin our friendship by misreading the situation or making things awkward, but at the same time, I can’t shake the feeling that there’s potential for something more between us. I’m torn because I value our friendship so much, and I don’t want to risk losing it. I also can’t help but wonder what could happen if one of us were brave enough to make a move. Should I wait for him to say something, or is there a way for me to express how I feel without putting too much pressure on him or our friendship? -- Timing
DEAR TIMING: Be brave and go for it. Invite your friend to do something that involves just the two of you. You know him, so think about what he likes to do for fun. Is there a festival or community activity that you two could attend that would be fun but not too intimate? Is there a movie that you’ve discussed? What activity would interest both of you? Ask him if he would like to do this with you, and see how he responds. Since you are not asking him to date you, this can be a safe first step.