25 Ways to Kickstart a Flirty Conversation With Your Crush (4 of 5)

Ask intriguing questions

The same old mundane conversations full of “Hey, what’s up?” and “How’s the weather?” can get boring. Strike conversations with them where you ask them how they’d react or work through a certain situation.

Or make up intriguing hypothetical situations with them in it and ask them what they’d do. It can be as casual as a text saying “If you had to define yourself in three emojis, what would it be?” or “If you were to die tomorrow, what would be the first thing that you’d do today?”.

Conversations as such enliven the bond.

Blame it on autocorrect

Slip in a message conveying, “Hey, hotness!” followed by a message saying you meant to say their name instead of ‘hotness.’ Whine about autocorrect always managing to be a bummer. Let your crush play along because things just got interesting!

Blame it on autocorrect 2.0

Do it again. Blame it on autocorrect, yet again. This trick never gets old.

Crack the knock-knock jokes

If your crush isn’t into knock-knock jokes then you seriously need to reconsider your if you want them to be your crush in the first place. Crack a whacky, flirty knock-knock joke (google can help a lot, trust us), and crack them often. Nothing works wonders like jokes that manage to make you laugh AND make you feel good about yourself.

Heart eyes for you

Conversations can get boring, and it’s normal to run out of topics on a Friday night. Let things stay unsaid, send him a heart-eye emoji. Keep them guessing.