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That combined with the frequent references to Billy being in good shape and going to the gym just felt like a really heavy handed attempt to get "nerds on board against the jock".

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Yep. I found this story horribly and very immaturely expressed, but it may still serve well as a cautionary tale.

And what did you think of Bobby's emails? All just fine to you?

I'm not sure what point you're making here. I don't see how those two things are connected.

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