Almost nobody sets out to be creepy. People set out to be liked, or to be brave, or to finally say something after three drinks of building up to it. The awkwardness comes from somewhere else: not reading the answer.

Creepy is not a measure of how attracted you are, how old you are, or how you look. It is what happens when your interest continues after the other person has stopped encouraging it. Flirting is a conversation with a question mark at the end. Creepy is a statement that refuses to be answered.

Make one move, then leave room

A move is small and specific: a compliment, a joke, a question that isn't small talk. Then you stop and let them respond. If they warm up — they ask something back, they stay, they turn their body toward you — you can make another. If they give you a polite inch, take the inch and stop. If they give you nothing, you have your answer and it costs you nothing to accept it.

The single most attractive thing in this whole process is being easy to say no to. If someone can decline your attention without a scene, they are far more likely to give you some.

Compliment the choice, not the body

“You have amazing eyes” is a comment on something they had no say in, delivered by someone who has been looking at them. “You're funny” or “I like how you argue” is a comment on who they are. It is more interesting, harder to say to everyone in the room, and much harder to feel uncomfortable about.

One compliment is charming. Three in a row is a review. If they thank you and change the subject, that is not an invitation to elaborate.

Touch is the part people get wrong

Do not escalate physically to test the water. That puts the other person in the position of having to correct you. Instead, let incidental contact happen naturally — a hand on the arm when something is funny — and notice whether they stay close, move away, or go still. Stillness is not encouragement. If in doubt, ask, and ask in a way that makes “no” easy: “Can I kiss you?” is not a mood killer. It is the opposite.

Know what a no looks like

Most rejection is polite, because most people are polite. It sounds like: “I should get back to my friends.” “I'm not really looking.” “That's kind of you.” A laugh with no follow-up. A phone that suddenly matters. Someone answering in one word, repeatedly.

None of these require a clever response. The correct response is: “No problem — good to meet you.” Then go. You will feel better about it in the morning than you would after one more attempt, and so will they.

If you get it wrong

You will, eventually. Everyone does. The repair is short and does not involve explaining yourself. “I'm sorry, I read that wrong — I'll leave you to it.” No speech about how you're not usually like this. The apology is for them, not for your reputation.

The short version

  • Say something small. Wait for the answer.
  • Compliment character, not genetics.
  • Don't touch to find out. Ask, or don't.
  • Take the first polite no as a full sentence.
  • Leave people glad they met you, even when nothing happens.

That is the whole trick. There isn't a hidden third thing.