Summer is usually the time of the year when most of us take out our colorful topsiders, dust them off, and wear them outside. The best outfits to accompany the casual boat shoe are usually apparel made for warm weather. That means shorts, tee-shirts, and short-sleeved shirts.
Topsiders have become something of a trend in the casual shoe department. The ability to wear them without socks likens them, in a way, to sandals. A sunny day with topsiders can have you wearing many of the shorts in your closet. Baggy shorts and shorts with too many pockets should be excluded. You will want to wear shorts that are light and comfortable. The fact that topsiders usually comes in a solid color puts most of your plaid or striped shorts in play. While you want to avoid clashing colors, a crimson or teal topsider is emblematic of fun. Be a little bolder and wear brighter colors. Just don't go overboard.
Tees and short-sleeved shirts are always great tops to wear with your boat shoes. If your topsiders and shorts are colorful, try wearing a less-colorful top. This will allow your outfit to appear interesting yet balanced. It's always nice to have contrast. Topsiders exude a laid-back attitude, so try to steer clear of clothes that are garish or heavy.
Polos also complement the topsider well. Both have roots in physical activity. The stereotype of polos is that they tend to be a single color and boring. Find unique polos that stay in touch with the topsider's nonchalance.
For windy or colder days, colorful topsiders can still be worn with khakis and long sleeved shirts. Actually, the long sleeve shirt creates a great look when paired with shorts. Just roll up those sleeves if it gets hot. As for khakis, find ones that are skinnier to wear with your topsiders. The point of having colorful shoes is to show them off. Don't cover them up with flared pants.