he's actually more like Rose Tatoo from Stormwatch http://en.wikipedia.org/wiki/Rose_Tattoo_%28Wildstorm%29
"Wesley has inherited his perfect aim and uncanny skill with any weapon."
Hmm....
Deadpool wins, he is already uncannily skilled with any weapon, in addition to being Wesley's superior in every physical category. Not to mention his experience advantage.
Plus his healing factor, for christ's sake! Wesley has absolutley NO method of taking Deadpool out. Bullets? Explosives? Swords?
Hahaha! Deadpool doesn't job to bullets like Wolverine does. And he has healed from being a liquid. I don't see Wesley taking a single win out of ten.