8 Works in Will Hunting/Skylar
Listing Works
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you are the knife i turn inside myself; that is love by kissingboys
Fandoms: Good Will Hunting (1997)
25 Aug 2025
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Summary
If Will was the sun, brilliant and beautiful, then Chuckie was the moon. The moon could never exist without the sun, and Chuckie could never live without Will.
A Chuckie Sullivan hanahaki fic set in 1999 because I've been hyperfixated on this movie for far too long. Some of the non-canon details are lifted from the creators (Ben Affleck and Matt Damon) life, but there's no RPF.
This fic is a love letter to the Good Will Hunting fandom and the brilliant authors I get to share these characters with.
Series
- Part 1 of kissing boys, missing work
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Why don't you save me from myself tonight... by stannimoox
Fandoms: Good Will Hunting (1997)
03 Feb 2024
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Summary
Everyone moved on. Chuckie stayed.
OR
Everything got harder when the only person who gave him wings to fly, left.
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little pieces of nothing (that fall) by popmart (tambsi)
Fandoms: Good Will Hunting (1997)
20 Feb 2023
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Summary
When Will had left Boston without so much as a “Goodbye” or “See ya later”, Chuckie had hoped that he wouldn’t come back for a very long time.
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Cause Chuckie had reconciled himself to the fact that Will would never love him, not like that, but he couldn’t bear the fucking thought of Will getting married and settling down the next street over with his 2,5 kids. Chuckie wanted Will to be happy, he wanted him to be so goddamn fucking happy that you’d never see an idiot happier in this life, but he didn’t think his heart could survive him watching all of that from the sidelines.
If that was selfish, so fucking be it. -
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Summary
Another fight with Skylar pushes Will to fall back on his old comforts; greasy Chinese food and weirdly specific fortune cookies.
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Picking up where the movie left off, Will goes, like Chuckie wanted, no see you later, no goodbye, just gone. Sure, you can take the boy out of Southie, but can you take the Southie (aka the sight of Chuckie Sullivan wasted on beer and smelling like cigarettes and summer sun sweat) out of the boy?
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Summary
She wanted to hold onto it for as long as she possibly could.
Series
- Part 82 of Drabbles & Double-Drabbles
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Takeback by WriteItSmall (scribblemyname) for crescent_gaia
Fandoms: Good Will Hunting (1997)
27 Oct 2014
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Summary
Skylar had never expected to open her door and see Will standing on her doorstep.
Series
- Part 11 of Yuletide Drabble Invitational 2014
- Part 51 of Drabbles & Double-Drabbles