Neither at the mo. my dress and skirt collection (a gross overstatement, btw) is pretty sad. Both pose challenges for me.
Skirts: I look better in separates (I think), but it's sooo hard finding shirts that are the right length for skirts! I also don't look so fab in full or a-line skirts (though I sometimes wear them anyway for comfort). Pencil skirts look best on me but are not always comfortable.
Dresses: Fitted dresses are a constant battle. I adore the girly, funky, cheerful dresses they have on Modcloth, but all of them seem to be for whittled waistlines. I like my relaxed sack dresses but it does get boring having only one silhouette in my closet. The love affair with empire waists also makes for a frustrating search. I just always feel like whenever I look for a fitted dress, I gravitate towards boring dresses that are too old for me because they are the most flattering.
I'll admit I haven't put enough effort in this department though, so I think once I get a get a chance to try on 101 dresses at Macys (ugh), I'll probably get a better feel for what works for me. Assuming I'm right, I think I would prefer the ease of dresses.