Ah, the oil. Let me begin by stating that the "oil" that was stated to be Gaaras weakness, and the oil that Jiraiya uses ,are not the exact same substance. Allow me to explain.
- Trollkages Oil
The Trollkages oil, that Gaara has mentioned to seep through his sand and destroy it, isn't exactly just oil. It is a mixture of water and oil. This is proven when it was referred to as a "
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" thus implying that it isn't just oil, but water as well. This is confirmed to be the case, when Onoki was explaining the mechanics of Joki Boy. He mentioned that the Mizukages body contains
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.
- Jiraiyas Oil
Now, the substance that Jiraiya uses is pure oil. A
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and very flammable substance.
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The difference between the two, is that the oily water the Mizukage uses is very slick and slippery. Reason why Gaara noted it to seep threw his sand. While in contact with the sand, the watery oil turned it into a gooey, slimy,
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. Jiraiyas oil lacks the watery substance to make is slick and slippery in order for it seep threw Gaaras sand as effectively.
So let's move on.
On The Defensive
You listed some techniques Jiraiya is capable of using, however what you didn't include, is how he lands them on Gaara.
Gaara being an aerial based fighter is already hard to deal with. Add in the fact that he is noted by Naruto (who just finished fighting the 3rd Raikage) to possess
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, landing a direct hit will be no easy task. Especially for a non long-range fighter.
You mentioned Gaaras sand won't be able to sustain the heat from techniques such as Jiraiyas collaborative Toad-Oil Flame Bullet and Goemon, but Gaara's sand has shown to withstand hotter. The sand withstood Amaterasu [
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], said to be the hottest form of Katon. As well as Deidaras C3 [
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]-[
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]
Countering Kuchiyose: Yatai Kuzushi no Jutsu
This is a worthy counter in order to stop Gaara from going airborne, however it is avoidable. How you may ask? The answer is clone feints. Though, most likely being some sort of Space/Time Ninjutsu, it is still a form of summoning. Therefore the procedure requiring a summoning applies. Gaara who is known closely analyze his opponents will obviously take note of this and prepare accordingly. Between the time it takes to prepare the summoning and the the time before the animal is actually summoned and dropped, Gaara can use this window to create a
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. Take note of what Kakashi says in the scan that I provided. Gaara used a clone feint between the very small window provided when Lee stopped his body for only a split second [
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]. This allows Gaara to avoid Food Cart Destroyer and emerge from the ground unscathed.
This serves as a perfect segway into Gaara's counter attack.
The Offensive
After Gaara emerges from the ground unscathed...
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He can begin on his counter attack.
Considering the fact that creating sand comes effortless for Gaara, he can immediately create a giant
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even in a grass field. Only this time,
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. This will crash down on the boss toad and Jiraiya and sweep the entire area in sand. The Sand Tsunami will be followed by a
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. Not only does this serve as a purpose of attack, but it also blinds Jiraiyas line of sight, thus allowing Gaara to go airborne afterwards.
Gaara's Overwhelming Combos
Gaara is a very dangerous opponent given the fact that he can attack from the sky, surface, and below the surface almost simultaneously. While Jiraiya is focusing on avoiding the giant wave of sand crashing down on him, Gaara can prepare a
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as well as using the sand already on the surface to take hold of Jiraiyas feet to keep him from moving. The Suna Arare are giant clumps of sand that cover a wide area and crash down onto the opponent. Jiraiya being unable to move, will get pelted by this technique causing a great amount of damage.
Even if SM Jiraiya manages to survive such an onslaught of attacks, there is nothing stopping Gaara from proceeding with more. As Gaaras battle style is to distance himself far from the opponent and use continuous amounts of attacks to overwhelm the opponent. After the Suna Arare, Gaara can perform [
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] in a much wider scale, which will bury Jiraiya 200 Meters in the earth, with so much pressure that not even the smallest of movements are possible. No movement=no jutsu=death. GG good sir.
And honestly, I have no idea who would win this. I can be convinced.
