He definitely rocks the baldness.
But I am so glad you mentioned hats anon, because I need to tell you the story of Anakin’s hat.
So in the beginning of his new life on Tatooine, Anakin has a tendency to run around in a lot of big brown cloaks and hoods. (They are definitely not Jedi robes, okay. He’s not a Jedi. These are just proper desert clothes, that’s all.) And he always covers his head when he goes outside. (Which, let’s be real, all the characters actually should be doing in canon, but alas.)
This is basically how things go on until one day, about five years or so into this gig, when Luke is pretty well established as the Jedi teacher and Anakin has kind of turned into a mentor figure against his will, one of the Jedi students shows up at Anakin’s place with a wrapped present. Let’s call her Oholi. She’s a survivor of one of Palpatine’s Inquisitor training programs for young kids, and she’s kind of unofficially Anakin’s padawan now, though they would definitely never use that language.
So Oholi comes in, probably with a couple friends, and she’s laughing to herself as she says, “Hey, old man, I heard it was your birthday or something, so I got you a present. Saw it and figured you’d love it.” She’s trying to act all aloof and above it all but it’s kind of ruined by the way she can’t stop snickering.
And Anakin takes it with a completely straight face and makes a big show of opening it, and it turns out to be this hat. This absolutely hideous hat. I mean it’s misshapen and lumpy and it has a massive brim and it’s bright neon blue. And Oholi and her friends just start laughing up a storm.
But Anakin takes this hat like it’s the greatest gift he’s ever been given. Makes a big deal out of it. Thanks her really sincerely. Promises to wear it all the time.
And Oholi thinks, yeah, okay, he’s kind of beaten me with this over-the-top acting, so I’ve got to give credit where it’s due, but there’s no way he’ll actually wear the thing.
But he does.
He wears it all the time.
And I mean all the time. Not just around the house, but out in public. Once he even wears it to an official function. Oholi is horrified (though Leia, actually, thinks its pretty funny).
Ten years later, she’s a happy and successful Jedi working on the Outer Rim, and she comes back to Tatooine to visit her old mentor Anakin, and when she gets to his house she finds him puttering around his hydroponic garden, humming ridiculously, and wearing that damn hat.