Ann: Welcome back to DBX! Where everyone's favorite host has two random guys and put them against each other! Sorry I haven't been out in a while... but then again, it's not like anyone noticed. Anyway, today we have two gamers stuck in their own virtual world!

Name: Kirigaya Kazuto, Kirito, "The Black Swordsman", Beater, Narusaka Kazuto (Birth name), Star King Kirito (Title when he was in the Underworld with Asuna for 200 years)

Origin: Sword Art Online

Gender: Male

Age: 14 at the beginning of the Aincrad arc (SAO), 16 at the end of Aincrad arc (SAO) & the beginning of the Fairy Dance arc (ALO), 17 in the Phantom Bullet arc (GGO), New Aincrad (ALO), Ordinal Scale movie (OS), & the Alicization arc (UW) (19 mentally End of Alicization (EoA) after having his Star King (SK) memories wiped), At least around 231 as Star King Kirito (UW Childhood included), possibly up to ~400 years old from vague context (Most scans solidly show he is 231, but a few scans implied he stayed in Underworld for much longer)

Classification: Human, SAO Survivor, High School Student, Spriggan (ALO), Former Swordsman (UW), Former Valet (UW), Former Elite Swordsman-in-Training (UW), Representative Swordsman of the Human World Unity Council, eventually to Star King (UW), Artificial Fluctlight (Star King (SK) Kirito was separated from End of Alicization (EoA)/Current Kirito, making them two completely different people)

Ann: First we got a man who goes by many names apparently. Someone who survived so many impossible stuff he might as well be Jesus, ladies and gentlemen it's... Kirito!

Name: Ainz Ooal Gown, Momonga, Dark Hero Momon, Sorcerer King, Suzuki Satoru 

Origin: Overlord

Gender: Male

Age: Unknown

Classification: Eclipse, Overlord, Elder Lich, Skeleton Mage, Heteromorphic Race, Overlord of Nazarick, Adamantite-Plate Adventurer

Ann: Next is an evil king who knows exactly what he's doing, The Overlord, Ainz Ooal Gown!

Ann: Is everyone ready?! Okay! It's time for D-B-X!

Kirito was walking through the Palace of Nazarick when he saw Ainz sitting on his throne in his armor.

Kirito: You must be the final boss...

Ainz: .... You dare inter my home child? I must say, you've done well getting this far...  but now that you're here, I'm afraid death is the only thing that awaits you.

Ainz stood up as he took out his two blades. Kirito unsheathed his blades and got into a fighting stance.

Kirito went first and swung his blades but Ainz easily dodged it. Kirito went for another strike but Ainz blocked it with his blades. Kirito went and stabbed Ainz straight through the helmet.

Kirito: Gotcha!

Ainz: Is that what you think?

Ainz swung his sword and Kirito quickly got back.

Kirito: What the hell are you?!

Ainz: ... Your despair...

Ainz started laughing maniacally as mist surrounded him and he revealed his true form, an evil skeleton with great power.  Kirito quickly got up and dashed at him. He swung his blades but Ainz effortlessly swatted him away like a fly. Kirito quickly recovered and pulled out Excalibur.

Ainz: Hm?

Kirito: Heh. With this, killing you should be no problem.

Ainz: True. That does look like a formidable blade.

Kirito dashed at him and was about to swing his blade, but Ainz quickly stopped time.

Ainz: But only at the hands of someone worthy of my time.

Ainz walked up to him and put his hand in Kirito's face.

Ainz: Delay magic... true death.

As soon as time resumed, Kirito dropped dead as Ainz caught him.

Ainz: Hmph. Albedo.

Albedo appeared behind him and bowed.

Albedo: Yes my lord?

Ainz: Feed him to the wolves downstairs. Make sure I never see his face again.

Ainz tossed Kirito's dead body to Albedo and walked back to his throne.

Ann: Woah! That match was quick and satisfying. Looks like Kirito stood no chance against Ainz! Now for the next one!

Erza Scarlet vs Esdeath