I personally know this guy, but I was surprised to see this as his main picture.
When I look at this picture, it sadly screams out to me, "Trying too hard!"
I am not a fashion guy, but I have a preferred taste that works: Normal.

Let's start from top to bottom:
1. The hat works fine, but he had to turn it sideways like a tool.
2. He has a sweater on and it's very hot outside. (This pic was taken last week!)
3. Guitar pose. He's not even trying an F shaped chord either since there's two fingers on the same string.
4. The combination of all of the above in one picture makes me shake my head in embarrassment for him.

I know that he doesn't play guitar very well nor does he dress appropriately for his age.
We've been trying to help him dress more normally without relying on his parents all the time.
Boy, is it difficult. I just hope that he's not trying to grab a certain woman's attention on this site.