strapless cotton dress Honeysuckle Knit Contrast Maxi hidden pockets and full skirt in Imperial Cotton Popeline Strapless organic cotton-poplin maxi dress

What You'll Need: Leather Jacket + Knit Dress + High-Top Sneakers Styling Notes: Consider the outfit above final proof that flats and dresses are a fire pairing to try at home

We suggest sticking to the quintessentially-classic white tee, and Ill guide you through some of our favorite ways to wear it in our other guide

Remember, it's easier to slightly dress down an outfit (like removing a tie or unbuttoning a top button) than to magically upscale a too-casual look on the spot

If you look like Jake from State Farm you might consider something more stylish

I Like Big Bulbs Plus-Size Graphic Sweater We cannot lie, we need this I Like Big Bulbs Plus-Size Graphic Sweater ($28)

We sized the slim fit so that the smaller sizes up to neck size 16.5 have a more tapered waist, while the sizes above 17 still have a tapered fit but are a little more appropriate for larger guys