webcomics 20 Comic Strips That Are Hilariously Depressing  

Stephen Reyes
42.6k votes 8.2k voters 510.5k views 20 items Embed

Is there anything more bittersweet than comics that are both funny and sad? They hit you right in that sweet spot that makes you smile and feel like your gut has been punched at the same time. Depressing comics have been a mainstay on the Internet for a long time, and over the years aspiring illustrators have mastered the art form.

Vote up these unbelievably funny and depressing comic strips, particularly the ones that made you laugh and feel terrible at the same time.

1 2,955 VOTES

Living Worth


Living Worth is listed (or ranked) 1 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  J.L. Westover
2,422 533
Is this funny, but sad?
2 1,861 VOTES

Promotion


Promotion is listed (or ranked) 2 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Zach Weinersmith
1,552 309
Is this funny, but sad?
3 2,025 VOTES

College


College is listed (or ranked) 3 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Yesterdays Popcorn
1,681 344
Is this funny, but sad?
4 2,441 VOTES

Glad I Found You


Glad I Found You is listed (or ranked) 4 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Ryan Hudson
2,005 436
Is this funny, but sad?