I've had about five years to figure out what to wear to my upcoming high school reunion, but with a couple of weeks to go, I am feeling very insecure (which seems appropriate). It's casual dress--jeans--but I suddenly feel uncertain about the jeans I (think I) decided on that are really flattering but that might be wildly uncool by now, as I can never keep track of trends, especially when it comes to jeans. (P.S. The reunion is in the Midwest, not New York or anything, so I don't need to be cutting-edge; I just don't want to look ridiculously out of date.)

My jeans are skinny flares; they were from 2011 so I don't have a current picture, but they look kind of like these:
http://tinyurl.com/6ljvls3
(here's the preview of the link if you don't feel comfortable clicking on a TinyURL:
http://preview.tinyurl.com/6ljvls3)

I have no idea what to wear on top, but given the hot weather and the casual dress code, probably a nice and relatively dressy draped tee. (And here's another question: to tuck or not to tuck? I don't have a muffin-top issue, at least not at the moment, although depending on the time of month, tucking might not be flattering anyway. But I do really prefer the neat look of tucking, if I can.)

I would also wear heels, of course. What kind of heels? Excellent question. I don't have them yet.

So anyway... are skinny flares stupid? Awesome? Out of date? Fabulous? Thank you so so so much for any help and advice!