Dating texting guide

Instagram opener for a florist who loves pop-up dinners

Craft an Instagram DM that connects her floristry and food scene interests. Avoid generic compliments and show you actually know what she does.

Read the situation

A florist who goes to pop-up dinners is signaling two things: she has taste and she shows up for experiences. She's not just arranging flowers in a shop. She's someone who thinks about aesthetics, food, community, and probably knows the local restaurant scene. She's busy and selective about how she spends her time.

Your opener needs to land on one of these two interests, not just compliment her photos. The goal is to show you get the connection between what she does and what she cares about. A good opener either asks something that only someone who understands floristry or the pop-up scene would ask, or it gives you a real reason to start a conversation that isn't just about her looks.

The hardest part here is not sounding like you Googled 'what do florists like.' She'll know if you're generic.

A boring opener next to the reply WingAI writes instead
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What her photos and location tags are actually showing

Her feed tells you she cares about design, seasonality, and the work itself. If she's posting behind-the-scenes shots of stems and tape, she's proud of the craft. If her stories tag pop-up spots, she's not just attending, she's documenting. This isn't someone looking for small talk. She's curating her life and your message should acknowledge the real work and taste she's putting out there.

Look at what type of arrangements she posts most. Is it bridal? Event design? Everyday bouquets? That gap between what she makes and what you're asking about is where most messages fail. If she's posting complex event work but you ask 'do you do birthday flowers,' you've missed the point.

The two things your message has to land on

First, pick one. Either ask something specific about her floristry work that shows you actually looked, or connect to a pop-up you also attended or know about. Not both. Both makes it feel like a checklist.

If you go floristry, name a specific photo or detail. 'That wedding setup in the cream and green' is infinitely better than 'your arrangements are amazing.' If you go pop-up, mention the series or spot by name and why you noticed her there. The point is to prove you're not mass-messaging. Then ask one question that lets her actually talk about what she cares about, not a yes-or-no.

Send when she's likely online and actually checking DMs

Florists are busy during the week building orders. Friday afternoon through Sunday evening is when she's more likely to have time to open Instagram and read longer messages. Tuesday or Wednesday at 6pm, she's probably in her studio or delivering. Sunday at 10am is better. If she doesn't reply in two days, don't send a follow-up. She saw it.

If she does reply, keep your next message short and move toward asking her out quickly. Three or four messages in and you should know if you're meeting for coffee or that next pop-up dinner. Don't get stuck in a pen-pal phase where you're just trading facts about flowers.

Do not send

Why these openers fail

  • “Wow your photos are so beautiful! Love the aesthetic of your feed”

    This could be sent to anyone. It doesn't acknowledge she's a florist or that she goes to dinners, so it reads as a surface compliment.

  • “Your florals are insane. Do you ever do events? I'm throwing a party next month lol”

    This immediately makes it transactional. You're not starting a conversation, you're pitching a job offer, which comes off as either cheapskate or tone deaf.

  • “I noticed you like pop-ups! Me too. Have you tried that new place downtown?”

    You haven't shown you actually go or that you know the scene. It sounds like you just read her bio and are asking a generic question anyone asks people who like restaurants.

Avoid these

Common mistakes

  • Complimenting her arrangements without saying which one or why it caught your eye, making it feel like a blanket compliment
  • Asking 'do you do weddings' as if floristry is just one thing, showing you haven't thought about what she actually does
  • Mentioning pop-ups without naming a specific one or showing you've been, making it sound like you're guessing about her interests
  • Leading with a generic 'you're beautiful' or emoji-heavy message, which wastes the two real hooks you have
  • Asking a question so broad she can't give you a real answer without writing a paragraph

Questions people ask

Should I mention a specific pop-up event in the opener?
Only if you've actually been or you know enough about it to sound credible. If you're guessing, skip it and ask about her floristry instead. A real detail about her work is always stronger than a vague nod to her interests. She'll respect specificity more than you faking knowledge.
Is it better to ask about flowers or ask about the pop-up scene?
Flowers, because she chose to document her work publicly. The pop-up interest is secondary to how she makes a living. Show curiosity about what she actually does, and the fact that she gets out and experiences things will come up naturally in conversation.
How long should I wait before suggesting we meet in person?
Three solid exchanges where she's actually engaging. If she's giving you real answers and asking you questions back, that's your signal. Don't drag it out with small talk about floristry for two weeks. Move it to 'there's a pop-up next Saturday' or 'coffee somewhere you'd suggest' within a few days of matching.
What if she replies with a short answer that's hard to keep going?
That's your answer. A florist who's interested will ask you something back or give you space to do something next. If her replies are one sentence with no question, she's not in. Don't try to salvage it with a better question. Move on.

What people say after using WingAI

  • “I always freeze on the first sentence. This gets me past that blank box so I actually hit send.”

    joejoe4567

  • “My openers used to be boring. Now I reference something from her profile and people actually write back.”

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  • “I'm busy and half the profiles give you almost nothing to work with. WingAI gets me a solid first line fast without me staring at the screen for ten minutes.”

    Ralph

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