For a look that's worthy of a modern trendsetting gent and effortlessly sleek, wear a burgundy print bomber jacket with charcoal plaid dress pants. Complement this outfit with a pair of dark purple leather tassel loafers for an air of refinement. An awesome transition outfit like this one makes it very easy to embrace the new season. As a young gent, you probably want to start dressing like a grown man. That's when outfits like this are a winning option.