All articles

Everything written so far

70 essays on the parts of dating that feel hardest: the first message, the first ten minutes, and the silence in between.

Dating apps15 September 2026

Writing a profile that sounds like you

Almost every profile is written in the same voice: cheerful, generic, and completely unlike the person who wrote it.

Dating apps8 September 2026

Choosing photos without overthinking it

Your photos are doing more work than your words, and most people pick them in exactly the wrong order.

Confidence1 September 2026

Being interested beats being impressive

Trying to be impressive is exhausting, fragile, and almost always less attractive than the easier alternative.

Texting25 August 2026

How to ask someone out over text

Most people don't fail to get the date. They fail to ask for it clearly enough for anyone to say yes.

First dates18 August 2026

First-date questions that aren't an interview

What do you do, where are you from, do you have siblings. Three questions in and you're both already bored.

Flirting11 August 2026

How to tell if someone is flirting back

You can't read minds, and most of what you've been told about reading signals is astrology for adults.

Relationships4 August 2026

The exclusivity conversation, without the dread

Nobody wants to have this conversation, which is precisely why it keeps getting had far too late.

Dating apps28 July 2026

Why swiping less gets you more dates

The app rewards you for swiping. It does not reward you for meeting anyone, and those are not the same goal.

Confidence21 July 2026

Rejection doesn't mean what you think it means

A no is not a judgement of your worth. It's one person's read on one kind of fit, made with almost no information.

Texting14 July 2026

Double texting is fine

Somewhere along the way we all agreed that sending two messages in a row is a crime. It isn't.

Texting7 July 2026

Keeping a conversation going without small talk

Conversations rarely die from one bad message. They die from twenty safe ones in a row.

First dates30 June 2026

Where to go on a first date

The venue does more work than anything you wear or say. Most people pick the one that makes the evening hardest.

Flirting23 June 2026

Flirting when you're shy

Most flirting advice is written for people who find talking to strangers fun. This one isn't.

Confidence16 June 2026

How to stop rewriting the same message nine times

You've written it, deleted it, rewritten it, read it aloud, and it's now worse than the first version.

Texting9 June 2026

What to text after a first date

The hours after a good first date are where a surprising number of them quietly fall apart.

First dates2 June 2026

Who pays on a first date

The bill arrives and a perfectly good evening turns into a small negotiation nobody prepared for.

Flirting26 May 2026

Compliments that don't sound rehearsed

A generic compliment is barely a compliment. It's a pleasant noise aimed in someone's direction.

Relationships19 May 2026

When you like them more than they like you

The imbalance is usually obvious long before anyone admits it, and almost never fixed by trying harder.