
So here is the low down, y’all, there are a couple of ways to do this:
(a) You tell them “I like blah-blah-blah, this is what you are wearing, it is going to cost blah-blah-blah”
(b) You tell them, “My colors are blah-blah-blah. Go forth and prosper” or something of the sort. This also has very many variations to it. This is benefit of being the bride. You said “toad” and people start hopping (or least that what brides think is going to happen, the reality of it is you say “hop” and people go “why?” “when?” “do I have to?” “I don’t like to hop that high, can I hop this high?” etc. Which is not neccessarily a problem. Brides need to understand that people are not toads and that will be the end of that)
So I picked (b).
For very many reasons:
(1) I am a firm believer that birds of a feather flock together. That is why all my bridesmaids are tragically good-looking, smart, successful women. The plus of this is that people look at them and go “she must be just like them” even if you happen to be ugly as sin, dumb, and a loser. It is called the halo effect (that is an actual-non-made-up-Jesselyn-term. Go look it up).
(2) I have been in my share of weddings (when I was not so bitchy and people liked me) and believe me, paying for a dress that you are never going to wear again (no matter how much you love the bride) still stings the pocket book.
(3) It was (and sometimes still is) inconcievable to me that one dress can be flattered on multiple types of figures.
(4) I have an issue asking people to pay for something they didn’t pick out. Even with makeup, if they were more comfortable doing their own, then go on then. If I wanted to make sure everyone had everything I wanted, I would pay for it.
(5) I really don’t care that much
This (b) option is a very popular now apparently in the bridal world. For good reason I might add (see 5 reasons above). So as a bride who has been through that (wait, I am not married yet) here are some tips for those of you who might consider that option:
If you are a really picky bride, I understand how this option might frighten you. Here are some ways to help with the panic-I-am-not-usually-a-bridezilla-but-I-am-nervous aspect of letting your nearest and dearest pick their dress on your big day:

Give them as much information as you can/ want. This means if you are a real stickler about the exact color, then give them a clip of fabric, or a pantone chip, tell them what length you want. I find that the more bridesmaids you have the more intentional the look of vastly different dresses look. So say if you have 12 bridesmaids (believe me, there are those out there), the varying lengths and shades look unstudied and cool not weird and thoughtless.
Ask them (nicely, mind!) if you could see the dress before they buy it. Generally, they will show you regardless anyway because that is what women who are excited do when they find a dress they love: “OMG! OMG! I found the most amazing dress!” But generally, it is good to cover your bases. Also, great is hosting a long shopping day together so you can see what they have gotten themselves into (pun well intended, thank you very much).
Have a timeline and check on them from time to time. Try not to nag. Truth of it is, there might be a couple of people probably procrastinating so give people a time limit about a month out than you are comfortable with. This way you are not freaking out on your ladies/men and looking like the proverbial bridezilla (you might be but this way we can keep it a secret. It is ok, we all have those moments).
Do not renege on your word. It is not nice to pretend you are not picky when you really are. That is called false advertising. Or bullshitting. If you are an uptight wad (nothing wrong with that, I am one most days) then do yourself and them a favor and pick out their dress. It will save you headaches and save them anguish. Don’t for Heaven’s sake tell them “I don’t care what you wear as long as it is navy and long”. And then “I don’t care what you wear as long as it is navy, long, and strapless”. And then, “I don’t care what you wear as long as it is navy, long, strapless and looks exactly like this one right here”. Make sure you know exactly your preference first time round and change it as little as possible during the show. Remember, a fight over a dress is so not worth a friendship
From my own personal experience, I have found that this process has proven best for someone like me. Who is a stickler about somethings (guest list) and not about others (bridesmaids dresses). I have noticed a few things about women that should have been obvious before but now more than ever: women really care about what they wear on your big day. Out of my four girls only one of them borrowed her dress to save on money. The rest paid well over $200 a piece for their dresses (and remember I didn’t pick them). You might say that you want them to wear their dress again but no one is really going to wear a long formal gown again. Even if they picked it. Even if the dress is so beautiful it makes them giggle like a 5-year old when they are really 27. Even if they will gladly spend $200 over dollars on it volunteerly. There will still be problems. It is like hitting up the mall to find a black dress and miraculously all the mall has is blue dresses. Of course, when you don’t need said black dress two months later then you see tons of them. Same rule applies here. This does not get rid of all bridesmaid stress about dresses but it does help alleviate them.
The best part of this whole darn thing is, you can tell them, “Sucks, but I didn’t pick your dress out”.
Anyone letting their girls have their own merry way with their gowns? Have any tips to share?
Pictures credited to Martha Stewart Weddings