Thinking of investing in your first pair of designer shoes? Then go for something classic, timeless and elegant. If you're splashing out hundreds on a pair of shoes for the first time, it's best to start simple, and choose a pair of shoes that you'll actually wear. These chic Christian Louboutin 3" stilettoes are perfect. Black leather with that trademark red sole, they'll soon become wardrobe staples. Best of all, they're less than $300 - an absolute bargain for designer heels. Get them at Bluefly (sizes are limited) for $282.