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{{quote|''Your cheatin' heart will make you weep,
You'll cry and cry and try to sleep.
But sleep won't come the whole night through,
Your cheatin' heart will tell on you.''|'''[[Hank Williams]]''', "[[Trope Namers|Your Cheatin' Heart]]"}}
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* ''[[School Days]]''. Makoto sleeps with pretty much every female character except for his initial girlfriend. He cheats on said girlfriend with another girl, and cheats on her with two more girls. {{spoiler|It comes back to bite him. Fatally.}}
* In ''[[Soul Eater]],'' Maka's father cheated on her mother, which made her completely paranoid of this and convinced that [[All Men Are Perverts]]. She frequently beat up on Soul for getting a nosebleed at the sight of Blair, and had a complete breakdown when he [[Fake Defector|seemingly]] left her for Blair, culminating in this combination of [[Tear Jerker]] and [[Crowning Moment of Heartwarming]]:
{{quote|
'''Soul''': How should I know? ''Cool men don't cheat.''<ref>He says this showing he's now in a perfect position to [[Equippable Ally|turn into a scythe]] so Maka has a clear shot at Blair with him.</ref> }}
** She got better after she got used to Blair living with them. {{spoiler|But then, when the cast are subjected to a [[Gender Bender]] (it's a long story), boy!Maka got a nosebleed at the sight of the succubus, leading girl!Soul to a moment of [[All Men Are Perverts]].}}
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** Kelso would cheat often and freely without Jackie ever suspecting a thing. One affair in particular - the one with Eric's sister - becomes more a relationship than just a one night stand like the others and is the one he is caught in.
** Jackie's turn: Later, she kisses The Cheese Guy, which Kelso fails to see the irony in. This is lampshaded:
{{quote|
'''Jackie''': You used to cheat on me all the time.
'''Kelso''': Yeah? Well, yeah. But you cheated out of hate, and I cheated out of joy. }}
** Later still, Jackie and Hyde start dating and Hyde ''thinks'' Jackie is cheating on him and in response actually does cheat on her.
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