Rate My Outfit

Rate My Outfit is a free AI outfit scorer from DRESSED. Upload a photo, tell it the occasion and the conditions, and get a score with a breakdown across dimensions like fit and proportion, plus what's working and what to change. No signup, no account, nothing to upload but the photo.

The scoring is context-aware, and that's the point. A linen shirt and loafers is a strong look for a warm evening out and a bad one for a cold morning of errands — most raters return the same number either way because they only ever see the photo. DRESSED scores against the day you're actually dressing for. The rubric runs on Anthropic's Claude and was calibrated against a photo test harness rather than tuned to flatter, so the number means something. If a score feels harsh or generous, say so and that goes back into calibration.

Create a free account and the same scorer works against your actual closet, so instead of "the shoes are too casual" you get the specific pair you already own to wear instead. Pro adds daily outfits, a week planned around your calendar and local weather, and trip packing — $8 a month, against roughly $400 for a single session with a human stylist.