Tl; dr version: Whatever restrictions and needs that you need to incorporate when packing, the process underscores which clothes you love best (ie feel fab in) and which clothes leave you feeling very frustrated.

Early hours of the morning, and I'm packing for a conference in Germany and a layover on the way back in New York. There's nothing like packing when you're tired, and haven't finished your work, to allow for those insightful moments regarding your wardrobe.
As much as there's a convenience factor when traveling, there are nevertheless certain garments that have to be packed. For this trip, like previous trips, I have three needs:
a) conference/work wear
b) daily wear
c) skirts/dresses for religious services

Conference wear: black trousers, black top, flats.
Daily wear: skinny jeans, blouse, cashmere sweater, long cardi, tank top
Skirts/dresses: two hours of trying things on. Ugh.

I have all of these skirts because in theory, I love skirts, it's how I wear prints. But ugh! In practice, my weight fluctuations have left me feeling pretty alienated from what I wear. Sure, SO and Mum think that I'll lose the necessary weight, but this higher weight is from proper eating and working out. If I stop working out, then sure, I'll drop the water weight, and the clothing will fit better. But every.single.skirt. has me feeling very really uncomfortable with my body, whereas the skinnies, even at this heavier weight, still have me feeling fab.
Note: I travel regularly, I should be a pro at this. But the skirt factor leaves me second guessing each skirt, as well as the tops, since I prefer fitted tops for skirts, but looser tops for skinnies.
TIme for bed and an early rise to reassess.