If you're on a tight budget and want a tee that works for both casual hangs and slightly dressed-up looks, start with a regular fit. It's the safer choice. Oversized tees are great if you're going for a streetwear vibe, but they can look sloppy if not styled right, and they're harder to pull off in formal-ish settings. Either way, check the fabric weight and stitch quality—that's what determines durability more than the fit.
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