What to SendDMs

How to slide into DMs without being cringe: 21 story replies and openers

Instagram DMs and story replies to start a conversation with someone you like, keep it going, and ask them out, without 'hey' or a pickup line. Plus what not to send.

By Relateish EditorialUpdated October 28, 202621 messages to copyBased on the audiobook How to Stop Overthinking Early Dating

You've been looking at their profile for longer than you'd admit. You've typed hey and deleted it. You've typed hey :) and deleted that too. You've considered liking a post from 2021 to "get on their radar" and, thankfully, stopped yourself.

Sliding into someone's DMs feels huge from the inside. From the outside, it's a message. Thousands of relationships start with one. The ones that work aren't clever or smooth. They're specific, easy to answer, and about the other person.

The one rule

Give them something to reply to. That's it. Hey gives them nothing. Your photos are nice gives them a polite thanks. Where is this? on a photo of a caf茅 gives them a story to tell.

The best DMs do one of three things:

  • Respond to something they shared. A story, a post, a recommendation. It shows you're paying attention to them, not just to their face.
  • Ask a question they'd enjoy answering. About a place, a hobby, a pet, a strong opinion.
  • Share something genuine. A shared interest, a mutual friend, a real compliment about something they made or chose.

Comments about how someone looks usually work worse than you'd expect from strangers. They're easy to say to anyone, so they don't feel personal. A compliment on their taste, their photo, their humor says I noticed you.

Don't read too much into the reply time

Early on, it's easy to treat every Seen and every gap as evidence. They took four hours, so they're not interested. They replied in a minute, so they must be. Neither is reliable. People reply when they're free, and Instagram is full of notifications that bury messages.

What matters more is the shape of the conversation over a few days. Do they ask you things back? Do they add to the conversation or just react? Do they say yes, or suggest another time, when you propose meeting?

Add their name in the box and it's filled into the messages that use it.

Story replies (the easiest way in)

A story reply is the lowest-pressure opener there is: they posted something, you're responding to it. The best ones are specific and give them something easy to answer.

  • ok where is this?? adding it to my list

    Works on any food, travel or bar story. It's a compliment and a question in one.

  • the dog in the background is the real star here. what's their name?

    Pets are an easy, warm opener. Everyone likes talking about their dog.

  • no way you were at that show too, how was it from where you were?

    Shared interests are the strongest opener. Only use it if it's true.

  • that sunrise is unreal. are you a morning person or was this a one-off

    Turns a nice photo into a question about them.

  • need the recipe for this immediately

    Short, funny, and almost guaranteed to get a reply from someone who cooks.

  • 馃槀 this is the most accurate thing i've seen all week

    For memes. Laughing at the same thing is a decent start to anything.

Cold DMs (when there's no story to reply to)

Messaging someone out of nowhere takes nerve. Keep it short, mention how you know them or why you're writing, and ask one easy question.

  • hey! we met at Leah's birthday, you were the one with the strong opinions about pineapple on pizza. how's it going?

    Reminds them who you are with a specific, friendly detail.

  • this is random but i loved your post about the trail in the hills. is it hard for a beginner?

    Gives a reason for messaging and a real question they can help with.

  • hi, i've been meaning to say your photos are really good. do you shoot on film?

    A genuine compliment on something they made, followed by a question about it.

  • we have like 12 mutuals and somehow have never talked. hi lol

    Light and honest. Mutual friends make a cold DM feel warmer.

Keeping it going

The opener's done its job. Now ask about them, share something back, and keep it about real things. These work a few messages in.

  • ok wait, tell me more about that

    Simple, and it shows you're interested in what they said, not just in getting a reply.

  • what's something you're weirdly into that most people don't know about?

    Gets past small talk quickly, and most people love answering it.

  • i feel like you'd have a great answer to this: best thing you've eaten this year?

    Fun, easy, and gives you both something to talk about.

  • same honestly. mine's probably hiking. what made you get into it?

    Swap in your own answer, then ask a follow-up. Conversations that are all questions feel like interviews.

Moving it off DMs

If the chat's going well for a few days, suggest something real. DMs can go on for weeks without going anywhere; a plan settles whether it will.

  • this is fun. want to keep talking over a drink sometime?

    Clear, casual, and gives them an easy yes or no.

  • we should try that place you mentioned. free next weekend?

    Uses something from the conversation, which makes it feel natural, not rehearsed.

  • can i get your number? i'm better at texting than DMs lol

    A low-stakes next step if a date feels too soon.

  • i'd love to hear the rest of that story in person. coffee thursday?

    A specific day makes it easy to say yes.

If they don't reply

No reply to a DM usually means they didn't see it, or aren't interested. Either way, one gentle follow-up after a few days is the most you need.

  • no worries if you missed this! just wanted to say hi

    One friendly nudge with zero pressure. If there's still nothing, let it go.

  • ok last one i promise: did you ever try that place?

    Light and self-aware. It gives them an easy way back if they meant to reply.

  • all good if you're not up for chatting, have a great week

    Gracious and closes it kindly, for you as much as for them.

What not to send

  • hey

    The most ignored message on Instagram. It gives them nothing to reply to. Say something specific.

  • you're so hot 馃敟馃敟

    Comments on looks from someone you don't know tend to read as a line, not interest. Compliment something they chose, like their photo, outfit or taste.

  • Why did you leave me on seen?

    Nobody owes a reply to a DM. Asking why they didn't answer makes it more uncomfortable, not less.

  • [Liking 30 old posts in a row]

    Deep-liking from three years ago is the classic way to make someone wary before you've said a word.

When to move it off Instagram

DMs are a good way to start and a bad place to stay. It's very easy to chat for weeks, enjoy it, and never get any closer to knowing whether there's something there.

So once a conversation flows for a few days, suggest something real. If they say yes, great. If they're vague, that's an answer too, and you've saved yourself a month of wondering.

How to Stop Overthinking Early Dating is for exactly this stage: why the beginning feels so loud, how to tell interest from anxiety, and how to set a pace that lets you actually enjoy it.

The words, decoded

Sliding into DMs
Sending a direct message to someone you're interested in, usually on Instagram, to start a conversation that might turn into flirting or a date.
Story reply
Replying to someone's Instagram story. It lands in their DMs with the story attached, so they know exactly what you're responding to.
Left on seen
When someone has read your DM (it shows 'Seen') but hasn't replied.
Deep-liking
Scrolling far back in someone's posts and liking old photos. Usually reads as overly keen, or like you've been studying their profile.
Close Friends
An Instagram list for stories only some people can see. Being added can be a small sign someone's warming up to you, but don't read too much into it.
Soft launch
Posting a partner without showing their face. If you see one on their story, it's a fairly clear sign they're seeing someone.

Questions people ask

What's the best way to start a DM with someone you like?

Reply to one of their stories with something specific and a question. It gives you a natural reason to message and gives them something easy to answer.

Is it weird to DM someone you don't know?

Not if you're respectful. Say who you are or how you found them, keep it short, and take no reply as an answer.

How long should you DM before asking someone out?

If the conversation is easy and you've talked for a few days, it's reasonable to suggest meeting. Long chats with no plans tend to fizzle.

What if they leave you on seen?

Send one friendly follow-up after a few days at most. If they still don't reply, they're either not interested or not on the app much. Either way, move on.

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