Right, I'm gonna just put some thoughts down here as I read through, and I ended up with LOADS because i get carried away with this stuff. I've wound up line-editing a little, so feel free to completely ignore me, but consider it a mark of how much I enjoyed your writing that I'm picking up on things like the use of 'invariably'.
You do a fantastic job of evoking mood while he walks through the night, and I like the slightly sarcastic hint to the narration. I really like Will as well, he's a little sulky, but he seems different to what I generally expect from an angsty character, and I like that.
The one thing I'm a little unclear on is what POV this is supposed to be - it feels entirely centred on Will, but perhaps gives a few too many 'outside' statements to read as close third person. I think, if you want to take this angle, you should play up your sarcy narrator, it really fits very, very well.
(Also, I did get carried away, I don't expect this much back hahaha)
Saint's over-long 'thoughts as I go'
I really like your first sentence. However, I saw you mentioned you like using adjectives like 'chocolate' to describe colour, but I will say for me, it goes strangely with 'blue' and the earlier use of 'autumn'. I'd 100% rather just read brown unless the specific colour reaaaaally conveys a strong meaning, like gunmetal blue, chatreuse for that particular yellow-green, I've used 'tangerine dream' because that really rings nicely. It could well be personal preference, but I will probably be less inclined to keep reading if any physical traits are compared to food (unless you wanna tell me someone has eyes like fish eggs or something, 'cause that's hella evocative)
I don't think you need to use a hyphen in 'ear bud out--a generic', that's a standard comma location.
I'm getting a really nice sense of quiet nighttime from your piece right now, which is well done with very few words. I'm already guessing these two are siblings?
I'm a bit on the fence about that 'obfuscate' line, but I'm gonna take it as set-up of an aspect of his character as it's so near the beginning of the first chapter. I'd like to see more of him using - or thinking he's using - fancy words and psychological techniques.
I'd probably change the last line of the obfuscate paragraph to 'the lukewarm hall of his quiet home' -- I can't imagine thinking of a home as 'the home' unless it's a foster home, it's your home or someone else's house.
Pumpkin plot farm is an absolutely prime location, I don't know what makes it better than any other kinda farm but you just say the words and im imagining all them big orange pumpkins squatting there in the moonlight with cindarella vines curling over the top. Love that.
I like the idea of will not wanting to leave home, it paints him different to a lot of other characters who'd perhaps be desperate to leave home in search of something to complete them, but - like you're using that bird metaphor - will doesn't think he'll be able to fly without something he finds here.
Is 'dunk' a typo? Should it be duck?
So, I read 'Invariably' and thought he'd be 'invariably following', the idea of a path 'invariably leading' evokes a sense of faerie that doesn't 100% gel with the rest of your story. I absolutely love this description of the pond though. That whole sentence is just
Chinkling is such an interesting descriptor!
Think you got a typo at 'it was then he made' -> 'it was there he made'
tepidly pretend is a fantastic use of adverb -- adverbs are bad except when they put such a vivid modifier on things like tepidly pretend. Love that. This whole description taps into the sense of melancholy you're creating perfectly.
I'm not a big fan of using dialogue tags like 'bemoaned'. I don't wanna notice dialogue tags when I'm reading, not unless they really hit. I have a character who basically talks like a sixty-a-day smoker, so I use croaked and rasped for him, because it's distinctive. I also overuse hissed and use quite a few quick volume modifiers. But bemoaned just jerks me out of the scene. I noticed you used a couple of others of these earlier on. Said is not dead.
"Will had been wrong before, though." is a fantastic transitional impact line, but cut that 'though'. Make it punch.
I'd start a new sentence after 'plethora of gusts'. You have rising action, but long sentences are melancholy and slow, and this one doesn't read the best.
I think you can tighten up that lighthouse simile. I love it, but I bet you can make it read tighter.
ugh ALIENS AT THE PUMPKIN FARM I LOVE THIS!!!
i love the sarcastic tone about will being impressed, but the animals
that's too good - i get the sense this isn't meant to be the most ominous thing in the world.
And finally, Will's found how he's gonna hatch. Missing piece evoked, the way to solve it promptly offered - lovely.
In the section from the aliens pov, i wouldn't say you need 'hurriedly', it's implied by charging.
Awwwwh and he didn't reach. Now he's gotta search high and low to solve this problem, but I guess he's gonna slip back to normal until something else kicks him into gear.
Last bit is 'pensive baby blues' doesn't work for me. I already know his eyes are blue, and it doesn't really matter to me in the grand scheme of the story. I know Will's the kinda guy to look at things thoughtfully as well.
Big one up for 'gloaming' though, and then I like how easily you slip back to the melancholy. Great ending line too.