My first tattoo was a bad one. It was a mixture of a) no planning or looking for information and b) not listening to the artist.
My first tattoo was an impulse thing. My little sister suggested we get matching tattoos, I said yes, next thing I know I was in a shop somewhere in St. Marks Place in NYC (don't even know the name of the shop). We said we wanted butterflies, and showed him a pic. Artist looked at us like we were stupid, but said "Ok, what size" We told him to make it as little as possible (ended up being like 1.5 inches in length). He said that wouldn't look good,, I didn't listen He did it just like I requested.
Second tattoo I researched artists in my area. I knew of a good shop nearby with amazing artist, looked at all of their portfolios (looked at things like line work, shading, healed tattoo photos, etc). Made an appointment for a consultation with one who's work and style I liked. Discussed what I wanted. Listened to the artist when he told me that it wouldn't age well and that the size I wanted for the area was too small. I ended up with a really good tattoo the second time. I was also 36 vs 21 and had a bad tattoo experience under my belt.