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Delete 'em!
For real... don't hang on to those old feelings OR old memories. When you get a new girl (And you will), you'll just feel like a confused chump when you rediscover them. And when you settle down with a girl, you'll hope like hell you managed to delete them all so SHE doesn't discover them.
Besides, if you have any fights in there, e-mails that made you angry, they'll just make you angry again, and who needs that? (From experience, that one)
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