sadboy season 

Lengthy periods of sadness and loneliness for sad boys

You good bruh?
Yeah, it's just sadboy season

sadboy season by Tokyo tommy March 19, 2018

Sad boy season

The period over Christmas and new year when all the random boys from your past reach out to you. They’re still single and their loneliness is at its peak.

Example text “ Maybe I thought I'd say hi after many years. Xo”
“Hey it’s been way too long between messaging but how have you been?”

Have you been getting lots of randoms texts lately? Yeah it’s sad boy season.

Sad boy season by notyoursweetheart March 1, 2022

Sad Boy Season

The very moment summer leaves fall to the ground, and that first crispy cold wind hits your face. The exact instance that you consider the transition of Summer or Fall.

The music hits a little harder during Sad Boy Season

Sad Boy Season by LordVegeta420 September 5, 2022