Dating columnist and shopping addict, Carly Spindel has dated her share of men in NYC. For every type of date, there's a different type of outfit. Here she takes us into her closet to handle a little problem, what should a fashionable girl wear when dating a short man? Im 52 and Ive always considered myself a shopping whore. I could spend all day looking for new shoes and clothes. When I was a little girl, I couldnt wait to grow up and have a boyfriend to dress up for. Well, now Im all grown up but Im boyfriendless. I go on a crazy amount of dates, so fortunately for me, I live in awesome dresses and even better shoes. As part of my job, I go on dates with all different types of men. Ive met some nice guys, arrogant ones, tall men, and of course, short ones. Being that Im quite tiny myself, I dont mind dating men who are only a little bit taller than me. Luckily, the way men come in all different shapes and sizes, so do shoes and dresses. The Shoes The first time I went on a date with a man who was 58, I had no idea what to wear. I panicked for a few minutes and then calmed myself down. All of my shoes are at least 5 inches tall and I thought it might make my date feel bad if I was almost his height. So, I did a little research and found a few pairs of not so high heels. My shoe obsession of the moment happens to be a pair of turquoise flat sandals from Elizabeth and James Blaze Flat Thongs. Theyre colorful and simple. Turquoise goes with everything, including short men, which is why these shoes rock. So, if youre going on a date with a man whos almost as tall as you, I suggest wearing these turquoise beauties. They're $175 at Shopbop.com If youre like Victoria Beckham and you arent comfortable in totally flat shoes, opt for a heel, but a very low heel. This gives you the chance to still feel sexy, while making sure not to tower over your date. I know that women feel sexier when they have on a pair of extremely high heels. But if your date is a cutie, give him a chance to feel like a real man. Let him appear tall. In order to do that, I recommend my newest shoe crush. These Sergio Rossi stilettos are sexy and on sale! (Grab them on Shopbop.com for only $455) Theyre also feminine and very unique. So when your date takes you to an over crowded bar, the girl sitting next to you wont be wearing the same shoes. Now that you have the shoes covered, you just have to figure out what to wear with them. Im sure your date would love it if you arrived naked, but thats not appropriate so I recommend wearing a dress. THE DRESS Im a native New Yorker so I live in black. Head to toe Im usually dressed in black, even down to my bra and underwear. Black is sexy, slimming, and elegant. One dress I die for is by Rag & Bone. Its tight and short so it works perfectly with flats. $395 on Shopbop.com. Im a huge fan of mini dresses, but if you wear them with high heels, you can look a little slutty. Thats why whenever I go out with a short man, I put on a really little dress and embrace a comfy pair of flats. However, not everyone likes blatantly sexy clothing. So, if tight and body hugging dresses arent your thing, I recommend wearing a flirty, fun dress on a date. Theyre still sexy, but in a more understated way. Rebecca Taylor makes great dresses that are super romantic. This one looks good on everyone and its even a fun color. Available on Shopbop.com for $275. I bet you had no idea that a whole new wardrobe can come out of dating a short man. Instead of being afraid of dating someone who might be the same height as you, go out and buy a flats-appropriate dress and matching pair of shoes. You might enjoy the date. And even if you dont, at least you scored a few new items for the summer. For more from Carly Spindel check out Carly's Dating Chronicles.