It's obvious this battle is gonna be heavily biased from the beginning due to people
A. Not watching Arrow, thus being ignorant to Oliver's skills
or
B. Not liking Arrow and picking Widow simply because they like her better.
The truth is, Oliver has her outclassed in almost every category.
Let’s go over Black Widow’s feats shall we? She:
1. Took down some nameless, fodder guards in Iron Man 2
2. Took down more fodder mobsters in Avengers while tied up (Something Ollie also does in the early episodes)
3. Beat Clint Barton, though since they were fighting in an enclosed location, he was at the disadvantage as he couldn’t fully extend his bow to fire arrows accurately. I’m bringing this up because I know others will compare this fight to say that since Natasha beat Clint, she could beat Ollie.
4. Took on the Chitari who had no real feats to show that they were physical superior to humans besides jumping from their ships to the sides of buildings (maybe a twelve foot leap I’d say)
And really that’s it. Now Ollie:
1. Like Natasha, he beats nameless fodder thugs, only he does it on a weekly basis. He has even beaten people while being at a disadvantage, as in “Vertigo” he was heavily drugged yet managed to take down a stairwell full of guards with little difficulty.
2. Unlike Natasha, who fights mostly fodder characters with the exception of Clint, Ollie routinely fights people who are well trained in martial arts, whether it was his training with Slade on the island, or him fighting and eventually beating China White, Helena Bertinelli and Malcolm Merlyn upon later encounters.
3. He is arguably more acrobatic than her as he regularly uses parkour and free jumping to get from location to location. He also dodges bullets with ease, even from someone who is a master marksman like Deadshot.
4. His physical stats are far superior to Natasha’s. As a man he is physically stronger than her and spends most of his days training his body to increase his strength. For Stamina, he once chased down Helena Bertinelli on foot while she was riding a motorcycle and almost caught her if not for a truck blocking his path at the last minute.
5. His long distance weapons, aka, his archery skills are more impressive than Natasha’s. He has been shown to be a great archer, hardly ever missing his target, even when drugged, injured or moving. His accuracy doesn’t end with arrows either, as he was shown to be able to kill someone by simply throwing a kitchen knife. He also regularly uses Flechettes as darts to otherwise disarm or incapacitate people he doesn’t want dead with great accuracy.
Ollie wins.
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