This is how I imagine the 'cast' looks like. (Some real people might be used, incase some are unaware of who they are, I'll put some info about them.)
𝙱𝙴𝙽-
I feel like him being blonde made me think of him as some young Leonardo DiCaprio. Soooo, yeah. Leonardo DiCaprio is a child actor- turned full time actor.
Tᴏʙʏ-
Ethan Nestor/Crankgameplays. Ethan's a YouTuber! I kinda just imagined what Toby would look like, and every time it was some lanky dirtbag teenager- which makes me automatically think of Ethan Nestor.
Tim-
Tim Sutton. Tim, (of course) plays masky in the Marble Hornets series, it's hard NOT to see him this way. (Yes, I know Marble hornets isn't part of Creepypasta- but, they paved the way into so many fan fictions it's hard to come up with one that writes them out.)
Brian-
Brian Thomas. Brian, (same as Tim) plays hoodie in the series Marble Hornets.
Jack-
Devon Bostick (aka: Roderick Heffley). I know it's hard to imagine Devon with pale grey skin and no eyes but, I had a dream about the creepypastas, and jack looked exactly of that description. This might be a clue I should stop watching Diary of a Whimpy Kid movies after dark.
𝐉𝐚𝐧𝐞-
angelelynae on Tumblr! It came to me while shopping for spaghetti that- if Jane could dress however they'd like- they would be goth. (Also Jane being black is cannon in this story. Don't like it? Leave.)
𝖭𝖺𝗍𝖺𝗅𝗂𝖾-
Reese Witherspoon! Resse is an actress who's performed in many great 90's films. Clockwork is someone who reminds me of someone from my home town. Just so happens- that person looks like Resse.
H̳e̳l̳e̳n̳-
James Russell. An actor, mainly known form playing the role of 'Brhams Hellshire' in the movie 'The Boy'.
ᵃⁿᵍˡᵉ-
Alisson Krystle Perticheto. A Filipino Ice skater.
OᖇᑕᕼIᗪ-
Dolly Parton. A famous country singer.
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Word count: 318