I wear a medium in the houndstooth fleece; black bag is my favorite for traveling/luggage last trip I fit my laptop, iPad, 1 sweatshirts, a puffer jacket, all my toiletries, and other miscellaneous items like phone charger, glasses etc. I also used the packing cubes linked for my suitcase which save a lot of room too. LTKsalealert LTKunder50 LTKitbag