Style Tip: Keep it simple, and pay attention to the details. Summer is a time to really unwind, let loose and have fun, so it's the perfect time to forget about your ties and wingtip shoes. For the love of god, it's 90 degrees. There is no need to be wearing a blazer outside, you poser! Have a wardrobe full of perfect fitting, lightweight oxford shirts in blue, white, and stripes — or plaid if you need variety. You can get them custom from Hamilton Shirts at a great price, off-the-rack by Band of Outsiders, or for a steal from UNDFTD. Simple light wash jeans or khakis (my favorites come from Dockers and Unis), subtle shoes from Oliver Spencer, or sneakers from Vans or Tretorn. These items together are simple, weather appropriate, and will keep you looking great all summer.