I generally allocate my headphones to different rooms, with that allocation occasionally changing. I find that moving headphones between rooms is too much of a hassle, so I just have different setups in each room, and choose which room I want to be in. It works both ways: if I want to listen in the living room where my wife usually is, then I'm listening to either the Hifiman R7DX or the Sennheiser HD6xx, because that's where they live, and if I want to listen to a specific headphone, then I'll go to where that headphone is. In the home office, I have my SR-L700mk2, Aeon 2 Closed, and Sundara. In my computer room, I have the Shangri-La Jr and a second R7DX.

As for picking which headphone in a room to use, it's sometimes based on practicality (like how much noise is there in the background), often it's based on preference (my SGL Jr gets the vast majority of listening time at my computer desk because I like it the best), and sometimes it's based on laziness, like sometimes I'll use my R7DX simply because I don't feel like waiting for my estat amp to warm up. And other times it's just for variety, like I want to feel a different flavor today. I don't divide up my time based on music or genre, all of my music is played on all of my headphones, and I enjoy the different flavors that each headphone imparts upon the music. As an analogy, I love eggs, and fried eggs are my favorite, but sometimes I like them poached, and occasionally I'll have them scrambled; I usually season them with salt and pepper, but sometimes I like them with soy sauce or hot sauce too.