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Somone who has never loved before, and has tryed so many times to do so. They eventually realize love is a wasted emotion.
I am heartless...
by The heartless wonder. February 20, 2010
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A person that doesn't care what they do to hurt someone.
Ashley is one heartless bitch she did was lye and cheat on that nice guy Andy.
by Bigballs999 December 21, 2008
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A girl that will reject you and say she still wants to be friends, even though your friendship with her isn't going anywhere and she won't let you be a closer friend.
Spenser: Wow. That's really nice of you but, I've always thought of you as a friend. It's not that I don't like you; I just don't like you in the same way that you like me. I am really sorry that we don't share the same feelings for each ohter; the last thing that I would want to do is upset you. Could it be enough if we were just friends? You are cool anf funny so I hope that this won't make it weird between us. There are still a lot of people who you could get to know and like more than me. I would like to complimate you for having the guts to tell me this. I have never told someone that I like them before. Once again, I am really sorry and I hope that we can still be friends.

Allen: You cruel, heartless monster.
by DougGoruis May 01, 2009
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Those without hearts. Originally human, and mutated by Ansem, these creatures seek and consume other's hearts, thus making more Heartless. They thrive on the hearts of different worlds, and destroy the worlds in the process. Greatly fear the Keyblade.
"Confound it Heartless! Why don't you leave us alone?" -D.Duck
"The Heartless have great fear for the Keyblade." -Leon
by Kage Tsuwamono September 01, 2003
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describing an action, person, animal, or thing

usually meaning terrible mean rude, heartbreaker, player, bastard, a heartless human takes joy in evil actions including breaking hearts destroying love, life, priceless family heirlooms,the normal well state of mind
-that heartless playing bastard broke her already shattered heart
-so?
-hold my stuff im gonna go teach him how it feels to have his heart broken...literally
-...explain
-im gonna beat the shit outta him
by -unknown munky- August 23, 2011
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1. Someone who doesn't care what other people feel. Usually used in a sense of REVENGE!!!!
2. A very good song by Kanye West.
1. O-M-G! Did you hear? Jake dumped Ash for Courtney because Ash had a zit! What a heartless SOB!

2. In the night I hear 'em talk, the coldest story ever told,
Somewhere far along this road he lost his soul
To a woman so heartless. ~~Kanye West
by Catsoup June 13, 2010
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