should I cut my hair?

Kelly
I want to get my hair cut into a lob style and I know it's just hair and it'll grow back but I mean it's HAIR. I've included a pic of what I currently look like (please excuse my 1am selfie) and a pic of what I want lengthwise (the longer side). Any thoughts? I like having long hair bc I have acne scarring on my back and I'm self conscious of them