Sleeping bags are by far the most common — and challenging — items to pack inside your compression sack. To prevent damage to either bag, get as much air as possible out of the sleeping bag before inserting it. Fold and then roll it as small as you can, then start stuffing it inside the compression bag while keeping the sleeping bag pressed against your body as tightly as possible. Cinch and tie the compression bag securely, then place the hood over the top. Before adjusting any exterior straps, use your body weight to compress the bag as much as you can. This will help prevent damage to the straps.