which version of spiderman?
Spiderman is strong and fast (around supersonic), he also has precognition with his spider-sense, but he's outmatched here physically.
If Spidey can web up Luffy he can incapacitate him (that webbing can hold guys like the Thing and Iron Man down). The problem is Luffy is stronger, has his own precognition with his Haki (post time-skip), can tank any of Spidey's punches/kicks, and is faster by a good margin.
So, Luffy likely wins in both scenarios.
@SpeedForceSpider: luffy would dodge the webs easily, he's been dodging bullets since chapter 1, make it a weaker luffy or give spiderman a few minutes of prep
If you said he has been dodging bullets since chapter 1 it would be illogical to make Luffy weaker SMH.
@ImDictatorBowDown: Shake My Head.
I call thee spite!
Luffy will win the first round and plainly murder spidey in the second
This isn't spite just a mismatch.
The folks on comicvine didn't see this as spite or anything. This is disappointing see all these Luffy fanboys.