If you are like me, you want your bridesmaids to be in a dress that is comfortable and won't "break the bank." Today, bridesmaids dresses can cost up to $300 or more. Many dresses also don't look great on every body type. It's hard to find the perfect dress.
Here's my advice: First, check out some dress shops and see what styles you like. If you are having a strapless dress, for instance, you might want your bridesmaids to also wear a strapless gown. You can do almost any type of bridesmaid dress with your wedding dress - but it is key to be happy with the style and material. I was very happy with the bridesmaid dresses at David's Bridal.
If you are having bridesmaids who are different sizes, you will want a dress that compliments all body types. These are hard to come by, but aren't impossible to find. The dress that I decided to go with was a strapless pool blue dress with a rhinestone broach: http://www.davidsbridal.com/bridesmaids_bycolor_detail.jsp?stid=1552&sid=8351&cfid=34.
The way that the dress gathered on one side was very flattering on all of my ladies. I actually tried on the dress myself to make sure that it was "the one."
Another way to make sure that the dress will be comfortable on each of your ladies is to pick a color and a brand, and let each of your bridesmaids pick their own dresses. That way they will be able to pick out something that they like (and might wear again).
There are a couple ways to offset the cost of bridesmaid gowns. First, check out some websites that offer cheap bridesmaid dresses, such as http://www.houseofbrides.com/.
Chadwicks also offers some pretty dresses for special occasions: http://www.chadwicks.com/. They have a nice clearance website as well: http://www.coboutlet.com/.
It's also possible to find a nice dress for all of your bridesmaids at Sears, JC Penney, or Dress Barn. Keep an eye out for sales.
I decided to go with that particular bridesmaid dress because no only was it flattering, but many were offered on ebay for half the price. Two of my bridesmaids actually bought their dresses that way and saved $50 on them. A lot of people also offer their gently used bridesmaid dresses on http://www.craigslist.com/. We found a couple people selling their pool blue dresses there. Sometimes you can be lucky enough to find someone selling a lot of bridesmaid dresses.
Good luck bridesmaid dress shopping!