Oversized shirts have completely transformed our approach to casual dressing, and we’re genuinely thrilled by how they make it possible to look stylish and intentional while feeling like you’re wearing the most comfortable pajamas imaginable. There’s something so perfectly effortless about the oversized silhouette—it creates these beautiful, flowing lines that are incredibly flattering while being forgiving enough that you can actually move, breathe, and live comfortably throughout your day. We’ve been living in them for work-from-home days, lazy weekend mornings, casual errands, and basically any time when comfort is the priority but looking good still matters. The key to styling oversized shirts is playing with proportions—we love them tucked into high-waisted bottoms for shape, tied at the waist for a more fitted silhouette, or worn completely loose with fitted bottoms for that perfect balanced contrast. They work beautifully for layering too, worn open over fitted tank tops, under cardigans and blazers, or even tied around the waist as improvised jackets when the weather changes unexpectedly. The relaxed fit also makes them incredibly versatile for different body types and comfort levels—they never feel restrictive or uncomfortable, but somehow still look polished and deliberate when styled thoughtfully. We’ve discovered they’re perfect for travel, casual dates, and those transitional moments between seasons when you need something substantial but not heavy. They’re basically the uniform of people who want to look good without sacrificing comfort.