After much consideration I've decided on the most ideal set up for me.
Portable headphones: Beats Solo 2
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For the price point (I even got them on sale on Black Friday) they are fantastic. Compact, very balanced sound (with a slight lean towards the bass), closed, and it looks nice as well. All important factors for a portable headphone. I thought every beats headphone before is was mediocre, but this is a really solid quality headphone for the type!
Home headphone: Phillips Fidelio X2
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I wanted a non compromising headphone for dedicated listening. I was thinking about the Sennheiser HD 600, but this one did not need. An external amp to power it. So I thought this would be best. Incredible sound. It sounds like I am at a concert during every song! The build quality is top notch, comfort is great, it's really a fantastic indoor headphone!
I tried different headphones, but between comfort and sound quality it just was not working out. I figured two headphones would better utilize my audio needs!