Mine or others people's:

So, basically it's something like this (Let's include Thomas, Remy, Dr.Picani as well for the rest of this):

Patton/Morality, Remy/Sleep (Oldest)
Virgil/Anxiety
Logan/Logic
Roman/Creativity, Dr. Emile Picani
Deceit (Youngest)

Thomas is their host so, really he would practically be the age of somewhere between Virgil, Patton, and Remy!

Yeah, I accept this headcannon now and it shall be referenced it future Sander Sides books of mine

I saw this fanart and fell in love with it but, then I thought what could be the other sides weapons? So:

Patton- Fan Made Out Of Knives = It may not look deadly (Like Morality) but, if you ambush him he will murder you. He is able to give you multiple cuts but, if needed he can take out one of the knives and throw at you for a direct death.

Virgil- Tools = They can be found anywhere as some people can just throw them in the garbage. If you try to mug him or any threat like that, he will use anything that is design to fix things to attack you. Such as a wrench, screwdriver, hammer. In an anxiety attack like his, it's fight or flight. If there are any tools around, it's fight.

Logan- Gun = It's quick and can get the job done. It's less time to clean up any weapon evidence or just a mess in general. So, more time to clean up blood stains! The gun he uses (I assume) is a shotgun which is quick and let's put in bullets quicker. A quick and painless death, just how he wants it.

Roman- His Sword = He has it with him at all times. His sword he treats with special care as he has fought enemies with that weapon. With a single slash you can expect your limbs to fall apart at least once. He won't hesitate to chop you up, it's easy for him to hide evidence after all, who would blame the kind-hearted Prince hero?

Deceit- Potions = As part snake and a dark side, you can expect that he can carry some venom inside him. He may have sharp teeth but, actually he put all his venom inside potions. Potions that can cause you to turn evil, pass out, or even die. He is a master at creating a potion, he just needs his venom to complete the recipe. If he figures out that you're a threat to him, it's likely he spiked your drink or food with one of his poisonous potions.

~BONUS~

Dr.Picani - Bow And Arrow = Just like Morality, the weapon seems harmless. It seems as if he just enjoys the sport and wants to take part of it. Expect this time, he can use his archery skills to the test. He can add anything he wants to his arrows such as make them go on fire or attach any explosives. Since he's pretty experienced it's rare that he misses his shot. He is like a sniper expect this time, you wouldn't expect him to be the reason of someone's death.

Remy - Brass Knuckles = Unlike the others, Sleep is pretty experienced in the fighting area. He carries it with him whenever he goes out, he feels unsafe he slides them on. He is the reason all of this started, he managed to convice the sides and Emile to take protection of themselves. He is quick to respond to bruises and hit and kicks. Honestly, no one could try to beat him up. He is one of the best fighters around, he is also how Anxeity managed to swing around some tools. If you wanna stay on his good side don't challenge him to a fight.

Thomas- Bat = He could have it hiding in his closet. It could be a childhood sport or just, something he had the urge to buy. Unlike the rest, it's pretty common to see around a house. What's uncommon of course is to see it used in murder, he is great at timing his hits on victims or any threats. He can just knock you out and lock you into a closet, he can hide evidence thanks to Logic and Creativity. So beware next time, you break into his house cause the police will never find you again. Why would they blame him for a murder if he just hiding under his bed? (Along with his bloody weapon)

HEIGHTS!
Really tallest to shortest (Remy, Thomas, and Dr.Picani included!)

Deceit, Roman/Creativity [Tallest]
Dr.Emile Picani
Patton/Morality
Virgil/Anxeity, Remy/Sleep
Logan/Logic, Thomas [Shortest]

Yep, despite the fact that Deceit and Roman are the youngest they are the tallest!

So those were some headcannons!r