Ive never understood how someone can claim that he is glad her fave plays it safe and wont flop so. Doesnt this decrease the delight of music with all its suprise when its done just to sell ?

In music yes, it means you're not artistic and creative enough to experiment with your art

Yes, it gets really boring.

It can be catchy, but in the long run, it won't be anything special

No one wants to hear an album of substandard copies of songs you've heard 100 times before

Exactly.

There's nothing wrong with staying true to your sound and "playing it safe".

Not all artists have to experiment 24/7, especially when their current sound slays. To claim that he or she is not artistic or creative enough just isn't the case.