That you are a barista at Starbucks or someone with self image issues. On a more serious note such people appear to me as conformists. Everyone has tattoos today. They buy them like burgers at McDonalds. In the past you'd eaen them in navy, army or prison. It said something about the person - it doesn't say anything about you now. Except perhaps that you want to seen in certain way without living it. E.g. look like a rockstar without being one. Why take the risks of adventurous life you can just buy a tatoo with the money from your IT job. Just another form pf consumption. Of course all depends on tatoo, I'm talking about your typical tatooed dude from western country.

I like that it means both that I have self-image issues and that I'm a conformist.

What I've learned from my girlfriend is that you enjoy having a needle put in you, especially if it's large enough to feel.

Hmm. No. It's definitely not that.

Twenty years ago those would signal strongly that you don't depend on or respect social conventions. Now, that you have a lot of disposable income.

Twenty years ago there was a law and order episode where someone said that even school teachers got tattoos then :)

Ah yes 20 years ago is not the 90s anymore I keep forgetting...

that you will live a long life and success is ahead

Means you have spent a lot of money on pain.

That and the dog from "Duck Hunt".

I think it means you like teasing people.

I’m sure it’s a Samoan or Celtic ancestry thing.

"I work in IT"

Kinda, right?