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The Gloomiest Teens in Film History 

Ranker Film
Updated July 7, 2019 3.4k votes 467 voters 9.7k views 31 items

Teenagers: are any of them actually happy? If we’re judging from teenage movie characters the answer would be no. The spectrum of teenage characters across the entire history of film is littered with depressed characters clad in black and bummed out forever. Regardless of whether the teens are played by actual teens or in the case of a few characters on this list – super old adults – they’re gloomy and beloved the world over. In every teen movie since the '80s it seems like it’s a requirement to feature one, if not an entire gaggle, of depressed teenager characters. Even so, you might be having trouble naming more than a few angsty teen characters. If you need some help, check out this rundown of the gloomiest teens in film history.

There are a few archetypes for angsty teen film characters. The goth, the super depressed regular kid, the legit manic pixie dream girl, the regular kid who doesn’t know if he or she is actually depressed or not, and the spooky kid. Which are your favorite type of gloomy teenager characters? With which do you identify the most? If it’s the super depressed regular kid, you might to need talk to a friend after checking out this list of the gloomiest teens in film history.

But, if you’re feeling not so angsty, vote up the most angsty teenagers in film below, and if you didn’t see your favorite depressed teen on the list, feel free to add them. Maybe it’ll finally put a smile on their face!
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list ordered by
1
Lydia Deetz is listed (or ranked) 1 on the list The Gloomiest Teens in Film History
Winona Ryder in Beetlejuice
2
Donnie Darko is listed (or ranked) 2 on the list The Gloomiest Teens in Film History
Jake Gyllenhaal in Donnie Darko
3
Nancy Downs is listed (or ranked) 3 on the list The Gloomiest Teens in Film History
Fairuza Balk in The Craft
4
Allison Reynolds is listed (or ranked) 4 on the list The Gloomiest Teens in Film History
Ally Sheedy in The Breakfast Club
5
Veronica Sawyer is listed (or ranked) 5 on the list The Gloomiest Teens in Film History
Winona Ryder in Heathers
6
Ponyboy Michael Curtis ... is listed (or ranked) 6 on the list The Gloomiest Teens in Film History
C. Thomas Howell in The Outsiders
7
Romeo Montague is listed (or ranked) 7 on the list The Gloomiest Teens in Film History
8
Kat Stratford is listed (or ranked) 8 on the list The Gloomiest Teens in Film History
Julia Stiles in 10 Things I Hate About You
9
Charlie is listed (or ranked) 9 on the list The Gloomiest Teens in Film History
Charlie Logan Lerman in The Perks of Being a Wallflower
10
Janis Ian is listed (or ranked) 10 on the list The Gloomiest Teens in Film History
Janis Ian Lizzy Caplan in Mean Girls
11
Neil Perry is listed (or ranked) 11 on the list The Gloomiest Teens in Film History
Robert Sean Leonard in Dead Poets Society
12
Isaac Chroner is listed (or ranked) 12 on the list The Gloomiest Teens in Film History
John Franklin in Children of the Corn
13
Violet Parr is listed (or ranked) 13 on the list The Gloomiest Teens in Film History
Tom Islava added Violet Parr Sarah Vowell in The Incredibles
14
Jim Stark is listed (or ranked) 14 on the list The Gloomiest Teens in Film History
James Dean in Rebel Without a Cause
15
Lux Lisbon is listed (or ranked) 15 on the list The Gloomiest Teens in Film History
Kirsten Dunst in The Virgin Suicides
16
Henry Evans is listed (or ranked) 16 on the list The Gloomiest Teens in Film History
Macaulay Culkin in The Good Son
17
Ginger Fitzgerald is listed (or ranked) 17 on the list The Gloomiest Teens in Film History
Katharine Isabelle in Ginger Snaps Back
18
Enid is listed (or ranked) 18 on the list The Gloomiest Teens in Film History
Thora Birch in Ghost World
19
Cameron Frye is listed (or ranked) 19 on the list The Gloomiest Teens in Film History
HarryBerman added Alan Ruck in Ferris Bueller's Day Off
20
Suzy Bishop is listed (or ranked) 20 on the list The Gloomiest Teens in Film History
Kara Hayward in Moonrise Kingdom
21
Sam Thomson is listed (or ranked) 21 on the list The Gloomiest Teens in Film History
Tom Islava added Sam Thomson
22
Craig Gilner is listed (or ranked) 22 on the list The Gloomiest Teens in Film History
Keir Gilchrist in It's Kind of a Funny Story
23
Igby is listed (or ranked) 23 on the list The Gloomiest Teens in Film History
24
May Dove Canady is listed (or ranked) 24 on the list The Gloomiest Teens in Film History
Angela Bettis in May
25
Oliver Tate is listed (or ranked) 25 on the list The Gloomiest Teens in Film History
Craig Roberts in Submarine