->'''Molly''': JD, you just don't have that edgy mean streak that I'm attracted to. \\
'''JD''': ''(Shoves Turk into the bushes as he walks by)'' You were saying? \\
'''Molly''': Sorry. I'm attracted to damaged, dysfunctional people, and you're just too normal.
-->--''{{Series/Scrubs}},'' "My Last Chance"

->'''Hawke''': So, that explains your whole sexy-tortured-look.\\
'''Anders''': Perhaps I should check a looking-glass more often.
-->-- ''VideoGame/DragonAgeII''

->'''Fenris''': I don't "brood".\\
'''Varric''': Friend, if your brooding were any more impressive, women would swoon as you passed. They'd have broody babies in your honor.
-->-- ''VideoGame/DragonAgeII''

->"Oh, Buffy! I love you so much ''I almost forgot to BROOD!''"
-->-- '''Wesley''' mocking ''Series/{{Angel}}''

->'''(262)''': But he's like a baby bird with a broken wing that I want to FUCK.
-->-- ''Texts From Last Night''

->'''Franchise/WonderWoman''': I see. No dating for the Batman - it might cut into your brooding time.\\
'''Franchise/{{Batman}}''': One: dating within the team always leads to disaster. Two: you're a princess from a society of immortal warriors. I'm a rich kid with issues - lots of issues.
-->-- ''WesternAnimation/JusticeLeague''

->''"Nobody will ever understand the torment I feel. [[CursedWithAwesome The torment of an extremely attractive ninja]] [[ChickMagnet who is lusted after by pretty much every girl he's ever met]]. Mine is indeed a tormented existence. Filled with torment. And girls. Girls with their breasts. They torment me so."''
-->-- '''Sasuke''' via '''Creator/LittleKuriboh'''

->''"You can't not like a guy with that much pain in him....You know how a dog will be mean and snarl at you, then you pat him, and he's all over you with affection?"''
-->-- '''Elia Kazan''' on '''Creator/JamesDean'''

->Eventually [[ComicBook/{{Supergirl}} Katherine]]'s labors brought her a flatpic of Dev-Em. Unruly ginger-colored hair that spilled across his forehead framing deep brown eyes that danced with mischief and a striking smile that made her shake her rueful head.\\
"I'll bet you were a devil, you were," she thought.
-->-- ''Fanfic/SupermanOf2499TheGreatConfrontation''

->''How did you know\\
I had a weakness\\
for dykes\\
with short hair\\
and broken hearts''
-->-- "Femme Fatale" by Susan Kane

->(singing) "{{Pretty Boy}}s with problems! Yeah!"
-->--''WebVideo/AnimeAbandon'' on the main characters of ''Anime/MobileSuitGundamWing''

->'''Sociopath:''' There's still time to leave and find a non-crazy girl.
->'''Black Hat Guy:''' Not even slightly interested.
-->-- '''[[https://xkcd.com/433/ Journal 5]]''', ''{{WebComic/Xkcd}}''
----