Today, I tackle a frequent client question: How many shirt buttons should you leave undone? It depends on the situation, and I’ll guide you through different scenarios and button configurations to consider. 

1. Top Button Fastened (Air Tie):

   • Traditionally, this is for wearing with a tie. In the 2010s, many guys started buttoning all the way up without a tie, a style dubbed the "Air Tie" by GQ. While it might make a comeback, it’s currently out of fashion.

2. One Button Undone:

   • Most of my clients, especially those in corporate settings, go with this look. It’s neat and professional but can feel a bit rigid. It’s a safe choice but not the most flattering.

3. Two Buttons Undone:

   • This is my preferred option. It creates a more flattering V-shape, showing a bit more chest without overdoing it. It looks relaxed yet stylish, making you appear more approachable.

4. Three Buttons Undone:

   • This is a very casual look, best suited for beach holidays or very laid-back settings. It’s not recommended for corporate environments or city wear.

Unbuttoning the second button offers a more relaxed and flattering look compared to just one. It creates a balanced V-shape, making you appear more trim and approachable.