The unlocked phone sat in a ring of lager on a pub table that had been sticky since the afternoon. I had slid it to three friends because I could not look at the draft anymore. His name was at the top. Six lines about how nice it had been to bump into him, and whether he might want to hang out sometime, in a low-key way, if he was around. One of them read it and looked at me as if I had asked for a weather report.
How to ask someone out is one clear question about a thing. A drink. A walk. A film on Saturday. Not a vibe. Not a paragraph that lets both of you pretend nothing has been asked.
I have delayed those questions for years and then wondered why nothing happened.
How to ask someone out: ask for a thing, not a vibe
A vibe is "we should do something soon." It sounds warm. It commits nobody. I have said it at the end of evenings I actually liked, then gone home feeling brave, then waited for him to translate it into a day. He was waiting for me to mean it.
Asking someone on a date is a noun plus a when. "Do you want to get a pint after work on Friday." "There is a show on Saturday, come with me." "Walk by the river on Sunday." The sentence can be clumsy. Clumsy is fine. Vague is how you keep a crush in the maybe pile.
I have mostly asked men, because that is who I have dated. The shape is the same if you are asking a woman: a plan, and a when. I have also been asked, well and badly. The good ones named a plan. The bad ones asked if I was "around sometime" and then looked wounded when I did not invent the diary for them.
You need a thing they can say yes or no to. If you want casual sex and not a Saturday film, say that before anyone travels. A pint and a hope that the night will explain itself is how people get hurt.
Flirting is the temperature. Asking out is the day. I used to stop at the temperature and call it progress.
In person versus text
In person, you get a face. You also get the urge to joke it into nothing. I have asked a man out on a pavement after a group cinema, while people were still arguing about the ending, and I nearly added "or not, whatever" to the end of a perfectly decent sentence. I did not. I said, "Do you want to see the next one, just us, Saturday." He said yes before he had finished putting his scarf on. The joke would have given him a hole to fall through.
Text is allowed. I prefer it when the room was loud, or I will rewrite the sentence in my mouth until it dies. Send one question. Then leave it alone long enough that you cannot edit it into fog. Flirting over text can warm a thread. It is not a substitute for naming a time. If you have been teasing for a week and have not asked, you are still circling.
A text that works looks like something you could mutter at a till. "Pint on Friday? The quiet place, not the one with the quiz." A text that does not work is the six-line maybe. I have sent both. Only one of them got me a chair across from someone.
If you are actually drunk, do not send it. Sleep. Wanting is still there in the morning if it was real. A second pint is a fine place to decide you will ask. It is a poor place to press send.
In person is kinder when you already share a room. Text is kinder when you need the person to have a private no. Both count.
If you only know them online
Then the first ask is often the meet. You are not inviting them into a relationship. You are inviting them into a public place they can leave.
I have done this in the last few years more than I did in my twenties, when the people I fancied were already in the same pub. On an app, the thread can feel like company. It is typing. Ask for a Saturday afternoon in somewhere with windows and an exit. A coffee. A walk that ends at a tram.
Do not write them a biography first. I have added a paragraph about myself because I wanted to control the first impression. They already have your face and your jokes. Give them a time.
If they answer quickly and never pick a day, that is information. I have sat in a good conversation for a fortnight and called it dating. It was a thread I had mistaken for a plan.
Meet in public. Tell a friend where you are going. If either of you is drinking, keep it light enough that a no can still be heard. If the night later becomes a first time in bed, that is a different conversation, and how to have sex for the first time is a different piece. This one ends at the invitation.
Handling a no
A no is a full sentence. You do not have to like it. You do have to stop.
I have been told, kindly, that he was not looking to date. I sent a second message making a case. He was still not looking. I was still the person who had not heard him. That is the version I am embarrassed by.
A ghost is a no that did not want to do the work. Treat it as a no. Do not send the "just checking you got this" that is really a tug on their sleeve. I have sent that tug. It made me look like I was still in the room they had left.
If they say they have someone, believe them. If they say they like you as a friend, believe the shape of that, even if it stings.
Thank them, wish them well, and go and be a person in your own evening. Do not hunt for the flaw that caused it. There often was not one. They just did not want this.
If they say they are busy
Busy is allowed. Busy without a when is a soft no.
I used to offer four other nights. It felt generous. It read as: I will keep going until you run out of excuses. Now I name one other time. "Next Saturday, then." If they do not take it and they do not offer their own, I stop.
If they do offer a day, take it. Do not wait so you look less keen. I lost a good Saturday once because I sat on the reply for two days. He had made other plans. Fair.
If they cancel once and rebook, that is life. If they cancel twice and go vague, that is the answer.
The year I asked for a vibe
The bit I got wrong was not nerves. Nerves are ordinary. The bit I got wrong was asking for a mood.
There was a barbecue at a mutual friend's, mid-twenties, paper plates, a man I kept finding by the salad. At the end I was by the recycling with a plate I did not want, and I said, "We should do this again." I meant him. He heard the group. He said, "Yeah, she's a good host," and put a bottle in the crate. I went home feeling as if I had been brave. I had been decorative.
I sat on that. Hope, irony, a draft I did not send, then a thinner thread. By the time I named a walk, the heat had gone out of it. He was polite. I was late.
What I kept: ask while the evening is still true. Name the person. Name the thing. Let them have their no in the same hour, while you can still laugh at something else.
FAQ
How do you ask someone out casually?
Pick a small plan and a day. "Drink on Friday?" "Walk on Sunday?" Casual is the size of the plan, not the fog around it. If you want it to stay light, say so in the same breath. Then wait.
Is texting okay?
Yes. I have asked people out by text more often than I have done it in a doorway. Keep it to one question you could say aloud. If you have only ever spoken online, text is the whole room, so make the question a meet in public. If you already share air, in person is nicer, because you get to see whether they look pleased or trapped.
What if I get rejected?
You will, if you ask enough. I have. It is a bruise, not a verdict on your whole character. Say thanks, stop asking, and do not write the appeal. The people who say yes to a clear question are the ones you wanted anyway.
How soon is too soon?
After one good conversation is not too soon. After a glance across a room, maybe wait until you have actually spoken. I have asked too early (a man I had not heard laugh yet) and too late (the barbecue). Too late has cost me more. If you already know you want to see them again, the next message can be the ask. You do not need a season of evidence.
Ask for Saturday. Then go and finish the pint in front of you.


9 Comments
Does a walk still count as asking out if you met on an app?
Reply
After my split I kept saying we should do something soon. Reading this made me pick a Saturday film instead.
Reply
The till-muttering test for texts is so useful.
Reply
LOVE this. Thanks Jessica!
Reply
Ask for a thing, not a vibe. I have been sending six-line maybes for years.
Reply
Needed this today.
Reply
Ha. Yes. Exactly.
Reply
I sat on a draft for a week then sent a pint-on-Friday text. He said yes before I could rewrite it into fog.
Reply
Stopping at the temperature and calling it progress. Caught.
Reply