How should denim fit when you first get it? Will it stretch? Denim should feel snug (but not painfully tight) when you first put it on. Most jeans will loosen a cm or 2 after a few wears, so it’s better if they feel slightly fitted at first. Related articles Should jeans fit properly without needing a belt, or is it normal to need one? What is your return policy? What size is the model wearing? What size should I purchase?