I loooove this look and have been doing it for decades!!! It's an awesome way for an hourglass/busty shaped lady to wear a button down shirt without looking swallowed up by fabric.
I've found the key is to make sure the shirt is big enough (a little or a lot oversized) and thinner, less stiff fabric helps as well (this blouse is silk crepe de chine). In my experience things will stay in place just fine as long as you have a fairly tight (not strangling, but snug) waistband/belt to tuck everything into.
The problem with using snaps or safety pins is that it's almost impossible to use them without it being obvious, thus destroying the whole casual 'this old thing, i just threw it on' vibe. I opt for just being aware of my clothing, using a snug belt, and adjusting when necessary (maybe every 3-4 hours).
HTH! can't wait to see Angie and the rest of you try it! steph
