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I really love the idea of using the picture from 27 Dresses and the skirt of the dress says "will you be my bridesmaid?" all over it. You could also put on the skirt stuff like "I love you. You're such a good friend and you're always there for me. Now will you please be there for me on my wedding say?"
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My two best friends are both going to be my MOH's and I am going to be seeing them both this weekend. One is in town for a sad reason (her father just passed away) and despite the sadness, I do still plan to ask on New Years Day. The other one, I actually plan to ask quite soon as well. My three maids I will be asking in person later on.
Can you guys think of a good way to do this that doesn't involve a gift? I thought about doing chinese fortune tellers - your thoughts?