Dating texting guide

Instagram DM opener for a tattoo artist and sketch hobbyist

How to open an Instagram DM to a tattoo artist who sketches, what to reference from her work, and how to time follow-ups without sounding like a client.

Read the situation

A tattoo artist's bio is a business card and a portfolio at the same time. She gets a steady stream of DMs from people asking for quotes, booking slots, or sending flash requests, so most messages that mention her art land in the same pile. The fastest way to stand out is to show you actually looked at a specific piece, not that you noticed the word tattoo in her bio.

The sketch hobby changes the picture. Her personal sketches are usually less polished than her client work and more personal, so a comment on a specific line, a shading choice, or a subject she clearly enjoyed drawing reads as interest in her, not in the business. That distinction matters to her.

What a good first message achieves is simple: it proves you looked, gives her an easy thing to answer, and makes no request. Anything that asks for a booking, a price, or a favor in the first message gets filed under client inquiries.

A boring opener next to the reply WingAI writes instead
Your AI wingman

Get openers that sound like you

Screenshot the conversation in WingAI. It reads the vibe and gives you natural openers for this exact situation.

Try for free

Rizz AI Screenshot the chat and get the next message for this person.

Her bio is a shop front, her sketches are the real signal

Read the bio as a business description first. Booking windows, style labels, and a request line tell you she already gets lots of messages and has a process for them. A message that ignores that process will look like one more inquiry.

The sketches are where she is less guarded. Look for a post where she says something about her own drawing, like a rough page or a subject she is working through. That is the material for an opener that feels like a person talking to a person. A single specific comment on one sketch, tied to something you can actually see, tells her you noticed what she made for herself, not only what she sells.

Name one piece and say why it landed

The best openers reference one specific thing and give a concrete reason. Not "love your work," but a note about a line weight, a choice of subject, or how a sketch handles a shadow. The reason matters more than the praise, because it shows you were paying attention and gives her something real to respond to.

Keep the message short enough that she can reply in one line. End with something she can answer without effort, such as a question about how she picked the subject or how long a page took. Avoid anything that requires her to explain her process at length in the first exchange, and do not ask about getting work done.

Reply in daylight, not at 2am

Tattoo artists often work long days in a chair, so DMs tend to get answered in gaps between clients, usually mid-afternoon or early evening. Sending late at night is a common mistake because it reads as a late-night ping and can feel more intense than intended. Send in the early evening on a weekday, when she is more likely to be checking messages with time to reply.

If there is no reply, wait at least five to seven days before any follow-up, and make the follow-up lighter, often a short reaction to a new post rather than a second message. One follow-up is reasonable. If she has not replied after that, let it go and move on. Continuing to message after silence tends to end any chance of a reply later.

Do not send

Why these openers fail

  • “Hey, saw you do tattoos! How much for a small fine line piece on the forearm?”

    It opens with a price question, which places you in the client inquiry pile before she knows anything about you.

  • “Your work is amazing, so talented! Would love to chat sometime.”

    The praise is generic enough that it could be sent to any artist, and the request to chat gives her nothing concrete to answer.

  • “Hi! I'm into art too, I draw sometimes. Maybe we could trade sketches or something?”

    It asks for a favor in the first message and makes the conversation about you, not about anything she made.

Avoid these

Common mistakes

  • Opening with a booking question or a price check, which turns the conversation into a sales inquiry.
  • Praising her work in generic terms like "amazing" or "so talented" without naming a piece.
  • Mentioning the sketches as an afterthought, when they are the part of her account that is most personal.
  • Sending a long message that explains your own tattoo history or ideas.
  • Following up two or three times in a few days after she has replied once or not at all.

Questions people ask

Should I mention her tattoo work or her sketches in the first DM?
Lead with a sketch if she has posted one, because it is more personal and less likely to be answered with a booking template. If she has no sketches visible, reference a specific piece of client work and say what you noticed about it, such as the spacing or the way the linework flows. Either way, name one piece and keep the note short.
How long should I wait before following up if she doesn't reply?
Wait five to seven days before anything else. Make the first follow-up light, such as reacting to a new post or a short comment on her work, rather than a second direct message. If there is still no reply after that, stop messaging her about it.
Is it okay to ask her about getting a tattoo in the first conversation?
Not in the first exchange. Asking about a booking as an opener makes the conversation feel transactional and tends to get a quick reply with pricing info and nothing else. If she brings up her work or invites questions about it later, that is the point to ask, and even then keep it to a question rather than a request.
What if her sketches look very different from her tattoo work?
That is normal and often the most interesting thing about her account. Pick one sketch and comment on what it shows about how she draws when she is not working for a client, such as the subject or the looser linework. Avoid comparing the two styles in a way that sounds like you are judging which one is better.

What people say after using WingAI

  • “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

  • “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.”

    Aiden K.

Your AI wingman

Get openers that sound like you

Screenshot the conversation in WingAI. It reads the vibe and gives you natural openers for this exact situation.

Try for free

More conversations WingAI can help with