i guess it depends on the letter. if its one of those..."i watch you from a distance, admiring you" letter then HECK NO! Don't let him do it! So creepy. But if he wants to wrote something how bout sticking a note in her locker or better yet just give it to her in person and write hey cutie or something casual or just saying hi ;) , but put his name on it, or she will go crazy about who its from
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Terrible idea. It's creepy, it's childish, It shows you he's too shy to say how he feels instead of writing something.
Is he good looking? Because you can't be creepy if you're good looking. Also, unless he's one hell of a writer that's probably a bad idea.
It really depends on the girl. It's old fashion, not something every girl will appreciate.
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its kind of childish.
Don't Do it!
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