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What are their AP levels?

Esdeath has a huge advantage with her time stop, but outside of that Gray has better cold resistance at a glance as well as more abilities.
 
Esdeath scales to 1.58 Petatons due to naturally outputting a small percentage of her Ice Storm Commander In Chief, which is 250 Petatons
Gray scales to 2.2 Petatons naturally due to scaling at least to Base Wendy, while Devil Slayer Mark Gray scales vastly above 4.435 Petatons due to scaling to Base Natsu, who could 1 shot Enhanced Neinhart, who was so strong he could completely ignore Brandish, who is at that level

Gray should fold Esdeath in half without much difficulty even in Base, as despite them being rather close in power, Gray can literally eat all of Esdeath's attacks unless she gets in close, in which case Gray should overpower her in close quarters. His resistances and stamina replenishment should allow him to deal with Esdeath pretty easily

Ice Storm Commander in Chief seems to not be a massive AOE attack as far as I'm aware, so Esdeath isn't 1 shotting Gray with it, since it looks like she's just making a big storm, not hitting with the force of one, and if she does use it, then Gray can just... eat it constantly. Esdeath can constantly replenish her own stamina with it, while Gray continues eating everything. Both resist each others's ice, but Gray's resistance is better, he has access to Absolute Zero while Esdeath doesn't (and even if she did Gray still resists it), and he still smacks her harder than she smacks him.

Makahadoma is Esdeath's only wincon from what I can see, since Gray has no immunity to time stop, and he's not durable enough to just tank Esdeath's sword swings. The issue with this, though, is that unless Esdeath acts out of character, she's just gonna get cocky and stab Gray in the chest and call it a day, to which Gray responds by "power of friendship"ing through it as most fairy tail characters do (in actuality he just has insane stamina and has actually fought with broken bones and pierced organs before), and Esdeath just dies

so unless Esdeath goes for the head with time stop, Gray should win

Ive never actually watched Akame ga Kill so I'm not sure how exactly Esdeath fights so I'm gonna hold off on a vote for now tho
 
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Esdeath can only use her time stop once a day, and it leaves her tired, so if she uses it to start with and fails to win instantly she's already lost.

She also doesn't generally use it to start with for the reasons described. She usually uses it when she thinks it will have the best impact in her favour.
 
Esdeath can only use her time stop once a day, and it leaves her tired, so if she uses it to start with and fails to win instantly she's already lost.

She also doesn't generally use it to start with for the reasons described. She usually uses it when she thinks it will have the best impact in her favour.
i mean it's still the same issue

esdeath needs to not be cocky when she uses it

but when she used it, she just stabs people in the chest or smthn, meanwhile against someone of Gray's level of willpower, she needs to actually instakill him

so it's either Esdeath uses it and instakills him or she fails to instakill him and Gray wins through the power of friendship
 
i mean it's still the same issue
She generally uses it when she thinks it will make the biggest impact, but she also uses a thrusting weapon and doesn't do as much damage as she ideally would want to against many characters. She also still thinks she has full control and is very cocky. She's not super aware of her limits because she's used to dominating everyone.
esdeath needs to not be cocky when she uses it
Esdeath is cocky to the point of a near god complex.
but when she used it, she just stabs people in the chest or smthn, meanwhile against someone of Gray's level of willpower, she needs to actually instakill him
Akame ga Kill characters generally lack the resilience of Fairy Tail characters, if I'm being honest.
so it's either Esdeath uses it and instakills him or she fails to instakill him and Gray wins through the power of friendship
I'm pretty sure we've seen Gray shrug off impalement before.
 
She generally uses it when she thinks it will make the biggest impact, but she also uses a thrusting weapon and doesn't do as much damage as she ideally would want to against many characters. She also still thinks she has full control and is very cocky. She's not super aware of her limits because she's used to dominating everyone.
ic ic
Esdeath is cocky to the point of a near god complex.
big yikes against gray
Akame ga Kill characters generally lack the resilience of Fairy Tail characters, if I'm being honest.
ic ic
I'm pretty sure we've seen Gray shrug off impalement before.
we have yeah, iirc he survived the exact kind of damage Esdeath did against that one guy she used time stop on
 
big yikes against gray
Realistically, Esdeath is going to look at how young Gray is, and at the fact that she generally always dominates everything in her world, and she's going to think of him as weaker than herself. Until she sees what he can do she'll assume he's nothing to her.

Meanwhile Gray will see a woman with a serious attitude and a blade, who has a few traits in common with his "big sis" Erza, except evil, and he'll immediately treat her as a serious threat.

So she'll be cocky while he'll be all in and serious. Immediate attitude advantage to him.
we have yeah, iirc he survived the exact kind of damage Esdeath did against that one guy she used time stop on
Given that her time stop is her ice power being applied differently, she might not be able to use her ice powers while time is stopped, so she'll likely stab with her sword. If she pulled a Polnareff and simply punched her enemies full of holes that might be fine, but she seems to prefer a single stab wound for some kind of symbolic "I'm the best" moment rather than actually making sure her enemy stays down. Considering she can only stop time once and is left exhausted by it, not the best approach, if you ask me.

It's called the double tap rule, courtesy of Jesse Eisenberg. He could teach her some things.
 
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