The urge usually arrives when the loneliness peaks, not when anything has changed. Ask what you're hoping the message produces. If the honest answer is 'for him to realise', that's not a message, that's a wish, and it won't survive contact with a reply.
Reaching out isn't weak or humiliating. It's just usually ineffective, and the cost is landing back at day one.
Write it. Don't send it. Read it tomorrow morning. Most of these don't survive daylight.
“(draft it in your notes app. not the message app. tomorrow you'll know.)”
“(the 2am version of you is not the decision maker here.)”
“hey — no agenda, just wanted to say i hope you're doing well.”
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Was It Casual is for reflection, not therapy or professional advice.