Webcomics 20 Comic Strips That Are Hilariously Depressing  

Stephen Reyes
67k votes 12.3k voters 635.5k views 20 items

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 3,548 VOTES

College


College is listed (or ranked) 1 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Yesterdays Popcorn
2,930 618
Is this funny, but sad?
2 3,823 VOTES

Spring


Spring is listed (or ranked) 2 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  ardenthusiast
3,150 673
Is this funny, but sad?
3 4,022 VOTES

Glad I Found You


Glad I Found You is listed (or ranked) 3 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Ryan Hudson
3,309 713
Is this funny, but sad?
4 3,126 VOTES

Promotion


Promotion is listed (or ranked) 4 on the list 20 Comic Strips That Are Hilariously Depressing
Photo:  Zach Weinersmith
2,590 536
Is this funny, but sad?