I figure I will start first.

Most people probably don't know this (maybe Anax or LFF do since they know my personality), but I've always approached music listening as a very serious experience. I'm the kind of guy who gets a projector and turns off the lights for a more dedicated home theater experience because he gets pissed off with other family members messing with their phones, scrounging for snacks, going to the bathroom, requesting pause, etc.

I rarely listen to music casually because I find it distracting, either annoying me preventing me from concentrating with work, or sucking me in to the experience. I usually take about on hour every night right before I go to sleep to listen to music intently. For me, it's a nightly one hour concentrated concert experience, regardless of whether its headphones or speakers. Although sometimes I end up falling asleep on the couch drooling.

I know, I'm probably the oddball here.

I figure I will start first.

Most people probably don't know this (maybe Anax or LFF do since they know my personality), but I've always approached music listening as a very serious experience. I'm the kind of guy who gets a projector and turns off the lights for a more dedicated home theater experience because he gets pissed off with other family members messing with their phones, scrounging for snacks, going to the bathroom, requesting pause, etc.

I rarely listen to music casually because I find it distracting, either annoying me preventing me from concentrating with work, or sucking me in to the experience. I usually take about on hour every night right before I go to sleep to listen to music intently. For me, it's a nightly one hour concentrated concert experience, regardless of whether its headphones or speakers. Although sometimes I end up falling asleep on the couch drooling.

I know, I'm probably the oddball here.

Exactly this.
I'm very serious about headphone listening and 99% of the time (= at home) I just turn of the lights, the phone chargers and any (noisy or glowing) stuff in the room and get lost in the music, in bed, eyes closed.

That's the best way to be able to pick up the subtleties that make all gears sound different from one another (yeah, DACs too!).

Speaker listening is more casual, though, and mostly done at my desk with monitors (Focal XS / Airmotiv 4s). I like precision 

I'm one of those types that always has music on in the background. Riding in the car, doing house chores, taking a shower, browsing the internet, watching sports, etc. Unless I need to concentrate while at work, or studying, then I'll have something playing.

But I also carve out some "serious listening" time when I can, which will vary in how much I can do depending on life schedule obviously. Usually I do about an hour or two at night -- some nights I get home from work and get locked into serious listening time until I go to bed (6pm to midnight). Sometimes I don't get serious listening time for weeks and build up an insurmountable backlog of stuff to get through that stresses me the hell out.

This is pretty close to the way I listen. I have music going all day at work (by all day I mean the little time I'm not in meetings) as a background and I keep it playing at home with the family (a lot of times to keep the kid exposed to great music). I find I also focus better with certain types of music, especially when I'm writing documentation.

At least 3 times a week I spend a minimum of an hour at my desk after work to sit and listen. I generally plan out which recordings I want to listen to during a given week and let myself enjoy. I turn off the lights in my office, close the door, and lower the temperature a bit.

Lately I've been carving time before bed as well. My partner reads and I listen for an hour or so there, too.

I listen to music both seriously and background as well. Kind of randomly.

Lots of casual listening...
We've got music playing in the house almost all the time, sometimes in several rooms.
I listen at work all day unless I'm in a meeting.
I've always got music playing in my shop when I'm building something.

I do however look forward to a more serious listening session in my man den.  Which typically ends up being later at night.  In a typical week I might only get three or four of these sessions in.

One thing I can't really do is fall asleep to music!  If I am listening in bed the music will keep me up, because I get into listening to it.  I can't disconnect.  On the rare chance that I do fall asleep with music playing, I find that I am not rested in the morning.