Winging It: Advice from romance experts

Nightlife
By SCOTT KEARNAN  |  February 5, 2013

NIGHTLIFE_Wingman_MG_7590_cNatashaMoustache

For the right price, these romance experts will accompany you to the club and help you hone your flirting skills. But with Valentine's Day almost here, we scored some free advice for singles out on the town.

SUSAN BAXTER
FOUNDER OF HIRE A BOSTON WINGWOMAN

Any nightlife fashion advice? Dress the part. I tell my clients to check the bar's Facebook page to see pictures of people who go there. You don't want to show up in a tight, revealing dress and high heels when it's more of a hipster-alternative crowd.

How do you know when to approach? If he or she has made eye contact for a couple of seconds at least twice, and preferably showing a little smile, it's time. Don't approach if he or she is in the middle of a conversation with a friend.

What's the worst pick-up line you've heard? I saw one guy waiting to talk to a girl at the bar. He asked her if she was trying to lose weight because she ordered a vodka-soda instead of a vodka-tonic. That didn't go over well.

How do you make the most of a quickie bar chat? Keep the focus on hobbies, travel, and see what you have in common. Do not ask "What do you do?" right away. That can be taken as rude, as if you're trying to estimate how much a person makes.

Better moves on the dance floor mean better moves in bed — true or false? True. Even if you don't have rock-star moves, people who get out there, have fun, and are confident are going to be more confident and adventuresome in bed.

THOMAS EDWARDS
FOUNDER OF THE PROFESSIONAL WINGMAN

Sending over a drink — classy or cheesy? Pretty cheesy. . . . If you're already talking, when her drink is low, offer to buy her, and her friends, a drink. Then you're not doing it because she's hot, but because you enjoy her personality and want to keep the conversation going. That's a better compliment.

What are some positive nonverbal cues? Head tilts, consistent smiling, biting the lower lip, and a pattern of looking at your eyes and lips. If the person is constantly looking around and pulling back, you haven't caught their interest yet.

What's the best pick-up line you've heard? My friend went up to a woman and said, "I really love your earrings, but I'm just not too sure about the boots." His confidence and honest attention to detail was so great, the woman was immediately enthralled.

Let's talk morning-after etiquette: what's a smart way to follow up? If you're the guy sending the woman off, tell her to text you when she's home to know she's safe. This way, you don't have to worry about when is too early to communicate again; it's already done.

What about extracting yourself from a bad one-night stand? Don't say "I'll call you sometime." You know you won't, so don't set false expectations. Better to be straightforward and make a clean break than ignore and let it drag. It saves frustration on both sides.

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