I have a curated collection, I adore all of my headphones that I have, and have gotten rid of anything I don't adore, so all of my 'phones have their place. Haven't done this in a while, so let's see...
1. Sennheiser HD800S: These were always aspirational for me when I was young in this hobby (the 800, specifically) and it could just be bias, but I absolutely think the soundstage and immersiveness of these is just absolutely unparalleled. They lack a bit of bass response, but like, they sound like my electrostatic speakers. Don't get the typical 'headphone' sound off of these. Amazing. Recommended Genres: Orchestral, Jazz, Shoegaze, Avant-Garde, Black Metal
2. Focal Utopia 2020: I think these are the best sounding headphones I own, but they are unmistakably headphones. They have a decent enough soundstage, but they sound a little bit claustrophobic...which is exactly what I want for certain genres. The bass impact, slam, and treble however...is something to behold. They sound PERFECT but are fun while being picture perfect sound in an engaging way that the HD600 is not. Recommended Genres: Vocal, Acoustic, Pop, Rock
3. Thieaudio Monarch MK3: As far as IEMs go, these are picture perfect. I had the Empire Ears Odin, but the Monarch MK3 that I picked up at CanJam run laps around the Odin. The bass impact, precision for an IEM and wide soundstage is unreal. They sound like IEMs, though, for better or worse. I pair them with a Eletech that helps them sing. Recommended Genres: Alternative Rock, Experimental Music, Metal, Vocal
4. Focal Bathys: While I think my ZMF Bokeh outpace them on the sound, the Bathys are a masterclass in 'understanding the assignment'. These headphones are about as close to an audiophile headphone as you're going to get in an ANC headphone. Comfort, build quality, aesthetic is all top notch. The sound is compact, fun, and not super analytical. They just sound great, top tier quality ANC headphones. I am bothered by the weird warbling when walking/exercising with these, which is combined with the inability to turn the ANC off or use these guys passively. It's a fairly minor complaint, though, since these are my office buddies. Recommended Genres: Rock, Hip-Hop, Instrumental, Country
5. ZMF Bokeh: I eventually sold off my Ash Limited Atrium Closed because the Bokeh are just simply that good. They are quite dark, but as far as closed backs go, they have an engaging soundstage and are surprisingly laid back. These are the ultimate rock/metal headphones. I tend to think these are the pinnacle of mid-fi closed backs. Recommended Genres: Heavy Metal, Punk, Hardcore, Technical, Rock, Metal
6. Sennheiser IE900: These are amazing, but the bass is borderline overpowering on low frequencies. Childish Gambino or Daft Punk's low bass frequencies will absolutely rattle your brains out. I think they lean a bit dark overall, and have a bit of the Sennheiser veil and a closed in soundstage. The fit is strange as they are so small, and the cable they come with is pretty awful. Saying that, these are my go-to IEM for hip hop and electronic. Recommended Genres: Electronic, Hip-Hop, Rap, Funk
7. Sennheiser HD600: Putting these so low doesn't mean that I don't love them...because I do. They are just so inoffensive and flat, that I don't go for them unless I want to listen to something as a reference level. I mean they are classics. They just won't grab you, they'll present the music as it was intended, always. Recommended Genres: Everything
8. Koss PortaPro: These are my workout headphones. Quite dark, but they are fun if quite veiled and missing some treble. For the price, performance, and aesthetic, they really can't be beat. They're comfortable as well. Recommended Genres: Rock
9. Kinera Celest Phoenixcall: I bought these because they're cute. They sound pretty great for the price, I think they really sound like a $200 or so IEM. There is nothing necessarily outstanding about them, they're a fun V shaped headphone that look cool and I throw in my bag. I don't have recommended genres for these because they sound good with most.
10. Kinera Celeste Plutus Beast: These are attached to my iFi Go Pods, which are aggravating in and of themselves so only get use when I want to just listen to something fun. The bone conducting driver makes a weird and annoying ping when I move too much with them on, but the amount of mid bass these give off is hilarious. They lack sub bass and the high end is a bit shrill, but for like, fun club music when I'm not listening to something for great sound quality? These are undefeated. They have a sharp V shape with intense mid bass, little mids, and sharp treble. But they're fun. So they do the job. Recommended Music: EDM