10 Fashion Don'ts For Dating (You Will Be Surprised By Some)

If you can't walk in your stilettos,
leave them at home.

(Originally appeared on The Huffington Post on June 17, 2013.)

Dating is hard enough, and when you have to throw in the age-old question of "what should I wear" into the mix, it can become downright maddening. The truth is, what you wear does matter because you only get one chance to make that good first impression so that you can get to that second date. I have spent some time asking men (I have thousands of them in my database) what turns them off about what woman wear on a date. And from those opinions, I have constructed this "Don'ts" list. Please don't shoot the messenger...

Don't wear black. I know that you prefer to wear your little black dress on a date. However, men just don't like women in black because they think it makes women seem older and unhappy. If you absolutely have to wear your LBD, then, at least, complement it with a colorful pashmina or a bright necklace to add some life into your look.

Don't wear a trend if it doesn't look good on you. I know you read Women's Wear and Vogue religiously, but a date is not the time to test out that new Alexander Wang look unless you absolutely know it looks great on you. A guy would rather see you rockin' your old standby than the trend of the moment that doesn't do justice to your figure.

Don't choose anything too va-va-voom to wear. Trust me, this will sends out the wrong message. You are better off teasing him with a hint of sexy and then leaving him wanting to see more.

Don't choose an outfit that looks like it came out of his closet.

Samantha's Dating Thought: Jump Start Your Summer Dating

If you're looking to get into a relationship this summer, I have some good news for you: summertime is a fantastic time to meet new people. The days are warm and the nights are long. Everybody is always out and about enjoying the sunshine. If you want to really jump start your summer dating, here are four tips:

Check out an outdoor movie screening
in your area, like this one in Bryant Park.

• Buy a new, flirty colorful sundress that you love. It will boost your confidence, not to mention the fact that men love women in sundresses. 
• Use this time to get back into that exercise routine that you let slide during the winter months. Try  joining a biking club, join a softball game, or even just walk around your city with a smile on your face. You will feel better about yourself, more fit and you might even meet someone this way.
• Keep an eye out for fun summertime events happening in your area, such as outdoor movie screenings or concerts in the park (check out Summerstage or the Bryant Park Summer Film Festival if you're in NYC). The more places you go, the more chances you have to meet someone great.
• Sign up for a group trip or outing to someplace you have always wanted to go. Best case scenario, you meet someone on the trip and worst case scenario, you make some new friends and get to see that place you have been dying to check out.

Samantha's Rooftop Bar Picks: Summer 2013

It’s definitely summertime in New York City, and you know what that means: tis the season for rooftop bars. Here are five of my favorite high altitude, open air hot spots for those long summer nights: 

Upstairs at the Kimberly Hotel

• Martini Bar at the Metropolitan Museum: Sophisticated yet understated, the Martini Bar at the Met has some of the best panoramic views of the Manhattan skyline. Drop by the Punk exhibit (through August 14) and then head up to the fifth floor for a very classy martini. 

• Sky Terrace at the Hudson Hotel: An oldie but a goodie. This 15th floor terrace has great little nooks with couches for lounging, as well as ten speciality sangrias. Could you ask for more for a summer night?

• Upstairs at the Kimberly Hotel: Towering 30 stories over Midtown, Upstairs at the Kimberly has a stunning interior design (part Louis XIV, part goth) and a very creative cocktail menu. Tres chic for an evening al fresco.

• Pool Lounge at the Dream Downtown: Make a splash in Meatpacking at this swanky poolside lounge. From the hotel lobby ceiling, you can see into the pool. How cool is that? 

• La Piscine at Hotel Americano: Sit back in one of the cozy cabanas at this pool bar and restaurant and enjoy the luxurious views of Chelsea and the Hudson River. It’s the perfect locale to watch the sun go down. 

Happy rooftop hopping!