You aren't alone - a lot of people struggle with it. I majored in illustration in college and I'm still intimidated by galleries? Well, I was just introduced to ArtQuiver and they have a fun little quiz where you rate paintings, take a short personality quiz, compare paintings, and then they try to guess what you'd like. When you've finished the quiz they show you art from their selection that you might like.
Here's what they picked for me -
A close up to get the detail of the work below
These pieces by Greg Minah are my favorites.
And some good news - art always appreciates in value!
Take the quiz at ArtQuiver
Do you like what they recommended for you?