All answers

How should an oversized tee fit?

An oversized tee should sit roomy in the chest with the hem landing past your hip, and the shoulder seam should drop a couple of inches below your natural shoulder line. It should look intentionally relaxed, not collapsed. If it looks like a tent or your hands disappear in the sleeves, it is too big.

Chest and body

There should be visible space between the fabric and your torso when you stand straight, but the chest should not balloon outward. Run a flat hand under the front; you should fit it with room to spare, but you should not be able to fit your whole forearm.

Shoulders

The drop-shoulder seam sits roughly two to three fingers below your natural shoulder bone. Much higher and the silhouette tightens up. Much lower and the tee starts to look oversized in a sloppy way rather than a clean way.

Length

The hem should land past the top of your hip, somewhere between your hip bone and mid-thigh depending on cut. For a layered look, slightly longer is better. For tucking partially into trousers, mid-hip works.

Sleeves

Sleeves on an oversized tee are usually short to mid-bicep. They should not hang past your elbow. If they do, the tee is one size too large.

The mirror test

Stand straight. Look at the silhouette. You should see a clean shoulder line, fabric that hangs without pulling, and a hem that breaks past your hip. If the tee looks like a costume or hides your body shape entirely, size down. If it looks snug across the chest or rides up at the hem, size up. For most people at most builds, true size in an oversized cut gives the intended fit. The sizing page has measurements per piece.