Spotted at the run—Collegiate style, New York City

A windy day doesn't stop Bailey from showing off his college pride in this burgundy turtleneck with beige stripes, an homage to Boston College.

On the street, err, beach - Hilton Head Island, SC

The bright orange against his sandy beige coat, the contrast of the reflective and black stripes, and the punch of the green tennis ball all work together beautifully.