Oversized Sunglasses | Blazer | Blouse | Jeans | Ballet Flats | Clutch

By Maggie Voelker

For this typical first date scenario, keep it classy-casual.  Leave the heels at home since you’re headed to the movies and add the sexiness in other ways – a slightly sheer blouse for instance.  Add dark skinny jeans, a trendy waterfall blazer and flats.  Accessorize with a fabulous bag and sunnies and he’ll have a hard time concentrating on the movie’s plot!

Button Down | Shoes | Jeans |Khaki Jacket | Aviators

Guys, trade in your sweat pants for a pair of dark jeans and a casual button-down shirt.  Dress it up with a pair of boat shoes or loafers and a nice jacket.  Add a little bit of “coolness” with a pair of aviator sunglasses and you’ll be ready to impress, I promise.

With the holiday season coming up, these outfits would also perfect for Thanksgiving dinner at his or her parents – not too formal, but not too relaxed.