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First Dates

The end of a first date is the part people fumble

Two hours can go well and unravel in the last three minutes. The ending has a few decisions that are worth making in advance.

Warm and cozy moment of a couple sharing smiles over coffee in a cafe setting.
Photograph by Gustavo Fring via Pexels
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Everything below about ending a first date comes from what actually happens rather than from what is supposed to.

What holds up in practice

  • Saying plainly that you enjoyed it is more effective than any signal.
  • Physical contact at the end needs asking, not reading.
  • A follow-up message the same evening does not look desperate.

Name the ending rather than drifting to it

The most common awkwardness is two people who both want to leave, each waiting for the other to say so. Saying that you should probably head off, and that you have enjoyed it, resolves both at once. A stated time limit at the start makes this trivial, which is one of its main advantages.

Trailing off into a third venue nobody wanted is how good dates become long ones.

Say the true thing plainly

If you would like to see them again, saying so directly is more effective than any hint, and it removes a night of interpretation for them. If you would not, saying that it was nice to meet them, without implying a next time, is honest and complete. Manufacturing enthusiasm you do not have to avoid an awkward thirty seconds creates a worse conversation later.

Honestly, people consistently expect directness here to land badly and it rarely does.

Physical contact is asked for, not deduced

Leaning in to see what happens is how the majority of uncomfortable date endings occur. Asking whether you can kiss them is often described as unromantic in the abstract and is reported as attractive by most people who have experienced it. A no, a hesitation, or a turn of the head is an answer, and it does not require a second attempt.

Here is the part people skip: a hug is not a lesser outcome; it is a normal end to a first meeting between strangers.

Going home together

It is a legitimate choice on a first date and it is a decision that both people should be making clearly rather than by momentum. Capacity matters: if either person is significantly drunk, the answer is to wait, and nothing is lost by doing so. Agreeing beforehand that either of you can change your mind at any point makes it far easier for either of you to actually do so.

What it means afterwards is worth a sentence rather than an assumption, because the two people often assume differently.

The message afterwards

A short message the same evening saying you enjoyed it is the norm now and does not read as eager. Waiting three days is a rule invented for a phone system that no longer exists and produces exactly one outcome: the other person concluding you are not interested. Whoever wants to send it should send it, regardless of who asked whom out.

If the answer is no, that message can be the honest no and be finished in a sentence.

You are allowed to want something different from what is described here.

Getting home

Making your own way back keeps the ending simple and removes the moment where a lift becomes an implied continuation. Telling the friend who knew your plans that you are home closes the loop you opened at the start.

When it goes wrong, if anything about the ending felt coercive rather than awkward, that is worth taking seriously rather than explaining away. Support lines for sexual assault exist in most countries, are free, and are there for situations people are unsure how to label.

The takeaway

Say you enjoyed it, ask before you lean in, and send the message the same night.

Say the awkward sentence early. It is cheaper than the alternative.

Questions readers ask

Is asking before kissing awkward?

Briefly, and much less than the alternative. Most people report being asked as a positive rather than a mood-killer.

Who should text first?

Whoever wants to. The convention that one party must wait produces two people staring at phones and no messages.

First Datesfirst datesendingsetiquettekissing
Mireia Costa
Editor, Talk Before You Swipe

Mireia edits Talk Before You Swipe and has read more dating-app terms of service than is healthy.

Also by Mireia Costa