You should text him first if, youre reaching out to him to genuinely connect and communicate with him. If for any reason youre texting him based on worry, fear or anxiety. Such as, trying to “keep his interest” or manipulating him to do something for you.

Does it matter if I text first?

Its normal to worry about sending a text to someone youre crushing on, but the initial text exchange isnt as important as later conversations. First or second is far less important than content, intention, tone, situation. Its what that text says, how you say it, Dr. Klapow says.