Our tentative date at this point is November 19th, 2011, so there is still sometime to figure all of this out. Nevertheless, I thought I'd pick yall's brains for some helpful advice in this arena and get an idea of what might be the most polite, thoughtful way to go about things. Also, I sifted through the earlier entries as much as my attention
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A lot of people tell the bridesmaid to find a dress in X color and possibly even X length ("Find a kneelength teal dress"). I've heard that a lot of bridesmaid find that more stressful though, for some reason.
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Talk to your girls though because another one of my friends is getting married tomorrow and all of the girls picked their own dresses and had no problem.
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This this this. I asked my bridal party 18 months ahead of time, and a year later, had a bridesmaid I absolutely did not want to be around EVER -- except she was married to one of my husband's good friends and groomsmen, so kicking her out would have been more drama than I was willing to deal with. If I'd waited until 8 months beforehand, I would have had a much different wedding party, and I would have been much happier with my choice of bridesmaids.
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as for asking friend #1: next time you are on the phone with her bring it up casually about how you want her at your side on your big day but also understand if she doesn't feel comfortable with it. Leave it up to her to figure out if she's ok with it. I would also mention this to the other friend so that everybody is on the same page and there are no hard feelings if she decides she isn't up to it.
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My sister had assorted dresses of our choosing for her wedding. She gave us a color and we picked the dress. The only thing I would suggest is to specify a length--she wound up with two full length and two cocktails and that was just weird to me. In fact, I picked a cocktail because I chose my dress last and *I* made the decision to balance it out. Quite often, it makes the bridal party look better just because all the girls are comfortable with their dresses and everyone wears something that fits their own style.
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