I just had to try this out today - and I'm not convinced that it's working - I think I probably need boyfriend jeans rather than flares. (And pardon the around-the-house shoes)
Still, does this shirt and pullover work together, or does it end up with too much going on?
I like the almost-RATE integrity of this look a lot, and suspect I'll be playing with ways to make it not look preppy for a while.