: Avoid being "coy" or playing hard-to-get. Clear, unambiguous words like "I like you" or "I want to go on a date" are often better than vague hints.
: Reference things he has said in previous conversations. Bringing up a shared favorite TV show or a book he recommended earns "major points" for showing you were paying attention.
: Instead of "How was your day?", try asking about specific interests he mentioned earlier. For example, "You mentioned you like [hobby], can you teach me more about it?".
: A light joke or a funny meme can ease tension and make the other person feel more comfortable.