Wilson may just think so. Claudia received some really fun "girly" things for her birthday--bracelets, headbands, make-up (really it's chap stick), etc. Why wouldn't Wilson want to use them for some entertainment?
I am sure that he will want to burn these pictures when he is 14. I think that it may be good to have a few "blackmail photographs" in my back pocket to be used strategically.
Really, the final blow to a 14-year-old boy would be a photo of him getting make-up on by his sister. I think that I would only pull this out in the most dire circumstances.
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