Creepypasta Headcanons

Tim & All

Decided to make a chapter of how Tim feels about each of the Pastas and vice versa, since I'm currently writing a lot of things to do with Tim and Brian at the moment and need something to help me remember the important ones. Note that Tim, in my stories, is definitely the dad/older brother type to most of the Pastas (even though he loathes to admit it) and there will be a running joke about them always asking him for help because, "If Slender's the Owner/Operator, then Tim's basically the General Manager" for him in my stories eventually. This is likely how most of his relationships with the other Pastas stemmed in some way, shape or form. If you want one with Brian and Toby, let me know!

Slender -- Tim hates Slender at best, and fears him at worst (though Tim doesn't want to admit that). Perhaps the only reason he listens to the Operator is both because he knows that will lead him to being six feet underground if he doesn't, and because he knows he could easily take Brian away at a moment's notice and does not want that. While Slender acts otherwise uncaring towards Tim/Masky, he does hold some respect towards him due to the fact that Tim's taken up caring for Sally and the other Proxies and keeps him around mostly due to his overly protective nature. Slender has also put two and two together and knows he'll have an easier time of getting Brian and Toby to do things for him if Tim is willing to do it as well.

Laughing Jack -- Tim and Laughing Jack are on neutral terms. Like, they don't hate each other, but they don't like each other, either. They do have their moments of fighting and what not, but otherwise ignore/are neutral towards each other.

BEN -- Tim sees BEN kind of like an annoying little brother, in an odd way. He can tolerate him the majority of the time with a few moments of 'get away from me, twerp, or I'll knock your socks off.' This becomes more apparent if BEN and Jeff are around each other, as -- in Tim's opinion -- they both become more annoying when they're around each other. He often refers to them as 'partners in crime' or 'the amigos'.

Jeff -- They certainly have a tolerate/hate relationship. Their relationship is rocky at best, as Jeff doesn't take to authority well and will lash out with either words or, more commonly, knives and the likes. Tim tries to get along with Jeff, though often gets into verbal matches of wit/sarcasm on a regular basis. This gets worse whenever Jeff and BEN are together.

Liu/Sully -- Liu is probably one of the few people whom Tim considers a friend. They get along just great, and Tim can often retort Sully's harsh outbursts; Liu being similar with Masky in terms of snarky remarks. However, it has quickly been decided that Sully and Masky are not to be in the same room as each other. It's unsure why, but it's clear Sully and Masky do not like each other in the slightest and get into physical altercations on a regular basis.

Jane -- Like with Liu, Jane is one of the few people Tim could refer to as a friend, if not an odd family member/sibling relationship of some kind. They do have their heated arguments on occasion, but otherwise get along and banter regularly. She also tends to take the blunt of Jeff's antics, which Tim is grateful for. (It's also kind of a headcanon of mine that Jane 'figured out' Tim was gay before Tim did and just kind of gave him an, "I knew it!" when he did come out; as well as almost every other Pasta believing Jane and Tim had a thing for each other until Tim did come out due to how they acted with one another. The two ended up responding with, "Ew! Would you date your sister/brother?!")

Eyeless Jack -- These two more certainly do not enjoy each other's presence in the slightest. There is a low level of tolerance at best, and complete and utter hatred at worst. While the two will give each other angst when they can, they otherwise try to steer clear of each other when they can (most believe that to be the underlying reason why EJ rarely visits the household/doesn't have a room there like the other few who visit more than stay there).

Sally/Charlie -- Tim is most definitely an older brother figure to Sally, with Sally being one of the few who doesn't shy away when it comes to this (although he doesn't like to admit that he has a soft spot for her). It's quite often that Tim can be seen being dragged into a tea party, getting onto others if they curse or whatnot around her, reading her a book and the likes. It's obvious Sally also won't hesitate to tattle on the other Pastas to Tim is they're doing something they're not supposed to be. Tim's also one of the few (now) not utterly terrified of Charlie (he even jokingly says the Bear's full name is Charlie Sheen), and even seems to occasionally plot with the bear to pull pranks on the others.