For a first-time buyer on a budget, regular fit is the safest, most versatile choice. It'll get you through more occasions with less risk. But if you're confident in your styling and you're willing to put in a little effort, oversized can be a fun addition to your wardrobe. Just don't fall for the trap of thinking bigger is better—it's not. Better is better.

If you're still unsure, check out our community for real photos and styling tips. Sometimes seeing it on a real person helps more than any guide.