Your personal item should be the biggest possible bag that will fit in the seat in front of you - the Dagne Dover Landon large will do just that. I prop my feet on top of the bag and create a peaceful sleeping environment with these headphones, this eye mask, and this neck pillow. I do a little skincare before I snooze (cleanse, serum, eye masks because I’m extra, overnight mask, lip balm, and oil to lock it all in). I love this particular pouch set to keep organized - the large pouch for sleep items, the medium for in-flight skincare (I also pack Whisp toothbrushes), and the small for chargers and passport.