Dating texting guide

Instagram DM opener for a girl posting her improv comedy show

How to open a DM after she posts photos from her improv comedy show. What to reference, what to avoid, and when to follow up.

Read the situation

She posted photos from an improv show. That is a public post about something she made happen on stage, and it tells you she is doing something she cares about, probably with a group, probably recently. The photos are the hook, but they are also a signal about what she wants to be seen for. Most people who see the post will react to how she looks. Almost no one will react to the fact that she clearly commits to making other people laugh in real time.

A good DM here does two things. It shows you looked at the actual post and noticed something specific, and it gives her an easy, low-effort thing to answer. Comedy people get a lot of generic compliments. Engaging with the craft, even lightly, separates you from the pile.

You are not trying to get a date in the first message. You are trying to get a reply that you can build on.

A boring opener next to the reply WingAI writes instead
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Read the post for what she made, not who she is

Start with the caption and the photo where she is doing something, not just standing there. A caption like "Saturday's set with the late night crew" tells you it was a group show, a regular slot or a team she plays with, and that she was likely there on a specific night. That is a concrete thing you can point to. A photo of her mid-scene, laughing or mid-line, tells you she is comfortable being visibly in the moment.

What matters is the gap between what she posted and what she likely wants people to notice. She posted a show, not a selfie. Respond to the show. Comments from friends will mostly be fire emojis and "so good", so anything that engages with the work stands out. Pay attention to whether she replied to any of those comments, and to how. That tells you how she handles attention on this topic.

Give her a way to talk about the show

The first message should make it easy for her to say something about improv without making her do the work of carrying the conversation. A question that has a real answer, something she can say in one line and then get back to the topic, works better than a question that demands a story. Improv people often love talking about how a scene got away from them or a line that landed unexpectedly, so a light, open prompt about the process or the night itself gives her room.

Keep your reference honest. If you did not see the show, say so, or talk about the photo and the caption only. Do not invent a bit. Claiming to have laughed at a sketch you never saw is the fastest way to lose her after one reply.

Let one reply set the pace

Send one message and then wait. Sending in the evening, when people scroll their DMs after a day of work, usually gets a better response than a message sent during a workday or late at night when it reads as lonely or bored. If you already know her from a friend's circle or a previous conversation, a same-day send is fine. If it is a cold DM, give it a day or two before any follow-up.

If she does not reply after a week, let it go. A cold DM without a reply is an answer, and sending a second "hey, did you see my message" turns a light opener into pressure. If she replies briefly, match her length and keep the thread about the show before moving toward meeting. If she replies with real detail, that is your opening to ask a follow-up question and suggest seeing her next show, which you can mention only if it is public and she has shared the date.

Do not send

Why these openers fail

  • “you're so funny in these photos lol”

    It compliments her humour without referencing anything she did, so it could be sent to any comedian and gives her nothing to answer except thanks.

  • “Hey, saw your set. Which sketch was your favourite?”

    You did not see the set, so the question exposes the bluff immediately and she has no reason to trust the rest of the message.

  • “Hi! Just wanted to say you look amazing and I'd love to take you out sometime, let me know!”

    It jumps to a date ask with no context and focuses on her appearance, which makes the reply a yes or no decision instead of a conversation.

Avoid these

Common mistakes

  • Commenting on her looks only, so she has nothing to say back about the show
  • Asking about a specific sketch or bit you did not actually see, which sounds like a fishing line
  • Sending a long message that treats the first contact like an interview
  • Sending two or three messages in a row before she has replied once
  • Making a joke about improv you half remember from a movie, which reads as performed

Questions people ask

Should I comment on her post before DMing her?
A short, specific comment on the show photo can make the DM feel less cold, and it lets her see your name before the message arrives. Keep the comment about the show, not her appearance. If she has turned off comments or you are unsure, skip it and send the DM directly. Either way, the DM is where the real opener goes, so the comment should only warm things up.
What if I do not know anything about improv?
You do not need to. Asking what the process is like, how a scene gets started, or what the group's usual format is lets you learn without pretending. People who do improv tend to enjoy explaining it to someone curious. Just avoid using jargon you looked up minutes earlier, because that usually shows.
How long should I wait before following up if she doesn't reply?
Give it at least two to three days before any follow-up, and make the follow-up different from the first message rather than a repeat. Many people reply in batches on weekends, so a Sunday message might land better than a Wednesday one. If there is still nothing after one follow-up, stop. Continuing past that tends to make the situation worse, not better.
Is it weird to ask her out in a DM about her show?
It is not weird to mention a public show date she has shared, but asking her out in the first message usually is. A better move is to ask a question about the show, get a reply, and then bring up seeing her next performance if she has said when that is. Keep the invitation light and easy to decline, like suggesting a drink after the show, so she can say yes without committing to a big plan.

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