Music (listening to, playing), reading, sleeping, being 24 going on 12
current: Sony MDR 1am2, JBL Tune205 earbuds (for office use)
I also own the iBasso IT01 with the Westone MMCX Bluetooth cable, but I can no longer comfortably wear IEMs.
past/broken: Sony MDR-v6, Sony MDR V55, Sony MDR v700DJ, Sennheiser Urbanite on ear, Panasonic RP-HTF600 with Brainwavz pleather/velour hybrid deep ear pads, JVC Flats, Apple ear pods (wired), JBL Everest 310 Bluetooth headphones (copper brown)
current: Cayin N3 with 200GB sandisk microsd
iTunes (AIFF) and Google Play Music. Purchase from Bandcamp, Google Play Music, and rarely Amazon MP3 and iTunes. I still purchase CDs occasionally.
Mostly old school/underground/alternative/90s hip hop music (The Roots, ATCQ, etc) and modern hip hop (Kendrick Lamar, Skyzoo), Neo Soul, Reggae, some Alternative and Classic Rock, modern Jazz (Robert Glasper)