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Headphone upgrade

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Looking for the absolute best headphones I can get for under $350 AUD / $250 USD so I can give my current headphones to my boyfriend.

I currently have ATH-M50x's with an ASUS Xonar AE 7.1 sound card.

Should I:

 - Just get a better sound card

 - Get better headphones (if so, which?)

 - Get better headphones and a sound card (if so, which?)

 - Keep what I have and buy my boyfriend a new pair of his own

 

The ones I have in mind are the Sennheiser HD599's and the ATH990Z.

i7-7700k | GTX 1080 Ti | 32GB 3100MHz | Prime Z270-AR

 

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headphones first

 

and make your boyfriend buy his own and yours

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Bump

i7-7700k | GTX 1080 Ti | 32GB 3100MHz | Prime Z270-AR

 

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Get the Sennheiser HD6XX or HD58X

AUDIO:

- Desktop: Sennheiser GSX 1000 --> Schiit Loki --> Mackie HM4 --> Sennheiser HD6XX, Audio-Technica ATH-M40X, Sennheiser CX 5.00, Harman Kardon Soundsticks III

- Nintendo Switch: LG 29UM68-P --> Schiit Loki --> Mackie HM4 --> Sennheiser HD6XX, Audio-Technica ATH-M40X, Sennheiser CX 5.00, Harman Kardon Soundsticks III

- Portable (Wired): LG V30+ --> Audio-Technica CKR70, Ostry KC06A

- Portable (Wireless): Samsung Galaxy S10+ --> Sennheiser PXC 550, Sony WF-1000XM3, Samsung Buds

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