h2g2 The Hitchhiker's Guide to the Galaxy: Earth Edition

Speaking as a woman, I'd like to say that there is nothing more off-putting than slightly-balding men who think they will make this fact less conspicuous by growing what's left even longer.
Reach for the razor!
My own personal preference in men's hair is 'SHORT 'N' FUZZY'

Related to what you said is comb overs, where the men pretend like they are not going bald by taking three hairs, growing them LOONNGG, and twirling them into a toupee like thing over their bald spot. It looks very silly.

But it's always good fun when the comb-overs go outside. No matter how much industrial strength gel they use, the wind ALWAYS finds a way under and stands those 3 gluey hairs up like a shark fin on top of their heads. And they walk around totally oblivious...

Yes. Also funny looking are some of the various "hair replacement" treatments, many of which end up looking as though the man's head had been attacked by a porcupine and they'd left the spines in.

Of course, I've never seen someone in real life with hair like that...

But it's fun to imagine!

Having been bald since I was 22 (am now 32), I can say that some women do find baldness attractive. For instance, my current girlfriend likes to kiss my bald head. And I'm not just talking about once, but over and over. She says it's because she likes the fact that it is "lovely and soft, like a babies hair, and she can smell and taste my sweat, which is a huge turn-on".

So there you are!

There are no benifits of becoming bald whatsoever. It takes mere seconds and at most a couple of minutes to comb hair (except for those morons who decide to get a hairstyle in which it takes 3 hours to comb because you have to spike every individual hair on your head). So get off the subject, end of this conversation, no discussion needed, going bald sucks, no-one likes it, it's the worst thing that can happen next to being injured, getting a deadly disease, or death.