The Brief: Sad boi hours are a period in the early hours of the morning in which sad boys wallow in their emotions.

DEEP DIVE
Sad boi or sad boy hours last from approximately 1 am to 5 am. During this period, sad bois feel particularly melancholy, feeling all the feels. Sad boy hours activities may include listening to sad music, reposting depressing content on Tumblr, or tweeting “real sad boi hours who up?”
Although this term is not usually meant to belittle the emotional experiences of boys and men, it does take a light approach to what can actually be serious issues with depression and mental illness. As millennials and Gen Zers tend to joke about mental illness, depression, and even suicide, it can be difficult to read the tone of a “sad boy hours” social media post to discern whether it’s talking about a short bout of sadness or a more serious struggle with depression.
the dude next to me in the library is listening to a spotify playlist called "sad boi hours" and is currently listening to how to save a life by the fray should i ask if he's okay
— henessey (@fukadamsandler) October 22, 2019
Sad boi hours ft. Audrey Hepburn singing moon river on repeat π·
— bob the builder (@nikkyeee) October 24, 2019
Real sad boi hours, who tf up? ππ€π½ pic.twitter.com/KBDMztdNcS
— CEO of Spookytown π (@DilxWolf) October 20, 2019
It is once again real sad boy hours pic.twitter.com/9qtO8QeK1b
— Talus (@talus96) October 23, 2019