ASOS dress sz 2P (similar options listed below), Celine luggage tote in nano
This is my second dress in the drop-waisted style...the first one I experimented with was back here and I initially had mixed feelings, but ended up absolutely loving it after shrinking that dress in the dryer. Shrinking brought both the hem and dropped waistline up several inches so the dress fit more like a tunic, which made a big difference visually (wish I had an "after" photo!). I think a key to shorter ladies pulling off this style is to keep the waist undefined and unbelted, but make sure the length is short and shows off most of your legs. This will help balance out the lack of a true waistline, which usually marks the visual beginning of the leg line. I prefer my pieces with this silhouette to hit around the mid to upper thigh - pairing it with flat or lower shoes will help keep that length from feeling too hoochie! The dress I'm wearing here is nearly sold out, but I found a few white ones in similar styles: 1. a casual swingy linen option also from ASOS; 2. super cute cluster jeweled option from Neiman Marcus Last Call, on extra sale right now; and 3. a long sleeve marled gray dress with a fun removable collar detail.
Alterations tip: to get dresses like this to hit at your optimal length, try either altering by raising up the shoulder straps if sleeveless, or, have your tailor remove the bottom ruffled hem part from the dress and re-attach it at the best height (rather than hem length off the bottom of the ruffle). Here is an example of another drop-waisted dress I borrowed from a friend that was altered to fit a shorter frame well.
With a silhouette like this, I like pairing jackets that are slightly cropped and hit above the dropped waistline. Unfortunately this random pic is the only shot I got with a jacket on before Nick's attention was fully captured by the start of happy hour...