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It's much better to let her know, because then she will only embarrass herself for a few moments than a whole day in school. Let her know when you're both alone and when she's wearing the pants (not just like "your underwear was showing the other day") and be nice. Be more indirect like "You...

I definitely love to go retro. I wear ties as belts and when it's something more formal I put on a bow-tie and make it more feminine with cute shorts. I love to wear only black and white some days because it looks so elegant and fashionable and I can't go a day without wearing the perfect pair...

Only go with scarves if they're those really nice, thin scarves, definitely not wool or anything like that. You can wear simple black gloves, but bracelets would be hard to fit in. You could go with the dog tag necklace as well, but the only glasses you can wear are like colorful raybans and...