Help a sister out

First of all, Henry got a hair cut and is looking more handsome than usual. I feel that his face time on this blog has greatly diminished and that is simply unacceptable. Please observe his cuteness again:










Okay, now for real. I am flying out for Lindsey's wedding in one week my friends, which is wedding #3 and the only one in which I am a bridesmaid this year. It shall be 4 whole days of wonderfulness, I'm quite certain. But when I fly instead of drive to STL, that means I have to pack all of my crap very well. I really like to get everything into one carry on bag to avoid lines with the checked luggage. A girl must plan in advance for things like this, especially when it comes to weddings and their other events. Please help me, dear readers.

I have an outfit for the rehearsal and dinner, which is Thursday night. The dinner is in a cool loft and rather casual, so I'm going with this little dress number and teal flats:


And of course, the wedding itself is easy when you have a darling black bridesmaid dress and simple black heels (not sure why they look like they don't match, because they do....something about the shine of the dress, I'm sure.)


But now for the hard part: Friday we will have a bridesmaids luncheon followed by nail salon time. The luncheon is at Plaza Frontenac for those of you in STL which means pretty freaking fancy, if you ask me. So what in the heck will I wear to a nice lunch that can also work at a nail salon, without looking ridiculous? Here are a few options.

1. Cotton black dress that is so freaking short, I'd have to buy some leggings to wear underneath. I only own black ones and I'm not a fan of black on black for a bridal luncheon, so maybe I could get gray ones or something? Maybe the aqua flats would be cute here again? Or should I do flip flops for the pedicure?


2. Long shirt/dress thingy with stripes. I like to wear my black leggings with this one, too, to avoid any scandles. Shoes are a problem here.....I only have white flip flops or black ones to match.


3. Or one of my favorite yellow summer dresses. Again, this one is tough with shoes....not sure the white Havaiana flip flops are appropriate for lunch. I also have brown ones if that is better?


Or I guess I could wear my black bermuda shorts with a top of some sorts....don't really own any that would work, I'm pretty sure. I'm trying hard not to buy new clothes for this trip but it's hard!

Any suggestions for me? What type of outfit would you wear for such an event? I rarely have events like this but when I do I always stress about outfits. Ugh.