Some slim chino style trousers for me in a bluey grey soft material, roll up nicely to just above ankle length without sticking to your calf (Logg at H+M)
A blue/white micro check soft dress for me hols. Just above knee length so not too short, dead comfy to throw over a bikini or to travel in and will be cool in hot weather but not too "hols" that I couldn't wear it at home. Looks great with plimsolls or Birkies (Logg again...I love Logg for casual stuff in comfy cotton materials)
Some denim roll up shorts for DS (14)