They’re not necessarily more comfy. The higher-end of the market are all bib-shorts, so they’re inevitably more comfy or at least have better quality padding. The bib section is just to stop them falling down, and it allows the waist area to remain loosish. With non-bid shorts you need some sort of elastic waist-band, which might cause discomfort after a long time. However, I find bib-shorts slightly uncomfortable in hot weather. The trick is to get a pair that don’t feel tight around the shoulders and back, yet are just the right ‘tightness’ around the legs/backside. Best to try them on.
I can’t comment on anything hipsterish…..I can only give boring practical advice 😉