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Dating Tips

How to Write a First Message That Actually Gets a Reply

By City Love Team · · 3 min read

Smartphone displaying an icebreaker message beside a white cup of coffee with latte art on a wooden table.

You have matched with someone promising. Their profile is good, the photos are genuine, and now your thumb is hovering over the keyboard while your brain offers up exactly nothing. So you type "Hey" and send it into the void, where it will sit unread between forty other identical messages.

Here is the good news: writing a first message that gets a reply is a skill, and it is much simpler than people think. It comes down to one formula: something specific, plus one easy question, in two or three sentences. That is it.

Why "Hey" never works

"Hey" is not a message. It is a notification. It gives the other person nothing to respond to, and it quietly tells them you could not be bothered reading their profile. On a busy app, that is enough to sink you.

The same goes for "How's your weekend?" and "You're cute". They are not offensive, they are just interchangeable. If your message could be sent to anyone, it will be answered by no one.

The formula: specific plus easy

A good first message does two things. It proves you read their profile, and it makes replying effortless.

Step one: find your hook. Scan their profile for something specific: a hobby, a photo location, a hot take in their bio, a pet, a team they support. Anything concrete works.

Step two: turn it into an easy question. Not an interview question, not a deep-and-meaningful. Just something they will enjoy answering.

A few examples:

  • "Okay, the photo at the top of Kununurra looks unreal. Worth the flight or better from the ground?"
  • "You listed pineapple on pizza as a dealbreaker. Bold stance for a public profile. What is the acceptable pizza line?"
  • "A kelpie named Barry is an elite dog name. Did you name him, and is he as chaotic as he looks?"

Notice what these have in common: they are short, they are about the other person, and they are easy to answer without thinking too hard. That is the whole game.

What to avoid in a first message

  • Copy-paste openers. People can tell. If your opener works on every profile, it works on none.
  • Compliments about looks only. Fine as a bonus, weak as the whole message. Everyone leads with this; be more interesting.
  • Essays. Three sentences is plenty. Save the life story for the date.
  • Interview mode. "What do you do? Where are you from? How long have you been on here?" is a form, not a conversation.
  • Negging or fake-edgy lines. If your opener needs a disclaimer, delete it.

If they reply, keep the rally going

Getting the reply is only half of it. The follow-up is where matches turn into dates, and the rule is balance: answer their question, add something about yourself, then ask one back. Think of it as a rally, not an interrogation.

And once the conversation is flowing, suggest meeting sooner rather than later. Long text threads often fizzle because tone and humour land better in person. "I am enjoying this - fancy a coffee this week?" is confident, not keen.

The shortcut

If you are staring at a profile and the words will not come, your City Love Wingman can suggest openers based on what you both have in common. It reads the profile so your first message is specific by default, which is the whole trick.

Because every City Love member is human-verified, you also know the person on the other end is real, which makes the effort worth it. Write the two sentences. Send them. The worst case is silence, and the best case is a date.

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