My personal favorite tip, PANTALETTES! Can't wear dresses without them personally. You can easily make them by just cutting off a loose pants pattern or lengthen a shorts patterns. If you are truly desperate, take some old pants and cut them off, no one need know but you. You can find them on many modest clothing sites. I may offer them eventually. They are so valuable for comfort, plus they are an extra layer of modesty.
Many ladies are concerned about wearing dresses and being cold in the winter. No need to be. Just put on some thermal underwear under your dresses. Or even easier still, sweat pants work great. You will be even toastier than before you went to dresses. Fleece and flannel slips are also good choices too. Again if your dress is properly modest and loose, then you will have no issue concealing these layers.
Shoes are a big reason why many ladies don't like the thought of dresses only. If I felt I had to wear dress shoes all of the time I wouldn't like it either. There is a simple answer. Don't. Wear tennis shoes, crocs, or whatever is comfortable. There are many options. I suggest finding solid colors such as black or white so you can keep it simple. No it isn't the perfectly society loved thing, but neither is wearing dresses all the time. :-) If you must wear a dress shoe, then chose a comfortable flat or something with no more than a 1" heel. If your feet are uncomfortable you will be too.
Consider changing the panty hose for opaque tights/knee highs for an extra level of modesty. I especially recommend this if you don't wear ankle length dresses. If you do, it isn't so much of an issue. I keep them at ankle length and just wear black socks and black shoes, pretty comfortable.