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Dysentery is an infection that gives you violent, bloody diarrhea. This fuckboy “Gary” is giving a bunch of girls dysentery by hooking up with them, probably disgusting them during their, um, interactions.
Tom also addresses every guy’s biggest problem with girls: they always pick the popular douchebag over the nice, polite guys. Tom is better than this low-life Gary guy but sadly, he’ll never win. He comes to terms that sometimes life just screws us over, even calling Gary’s mom a whore. Classic Blink-182 humor.
In a program for one of Blink’s tours around the time of Enema’s release, Tom left a brief annotation for each track. For “Dysentery Gary”:
"'I wrote that song from a point of view. What if you were a guy who liked a girl, but the girl likes a different guy? It’s kinda like ‘I hate that guy, but I’m not sure why I hate him.’ That’s where it’s supposed to come from. This guy is really frustrated because this girl doesn’t like him, so he’s going to make fun of this other guy. ‘I can’t think about any cruel things to say about him, but fuck, I just don’t like him.’ That’s the attitude that song has. ‘And this girl broke my heart.’ That’ll make you feel a little bit better.'"
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