How to Strike up a Conversation with That Attractive Stranger

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  I recently read an article on Mind Body Green that spoke about how there’s something about sitting across from an attractive stranger that makes us lose our minds. The author wrote about how someone can be the most confident, put-together person but as soon as it comes to talking to someone they find attractive they start to stumble over words, blush or just back out of the situation completely.

And, friend, it’s sort of true. I’ve seen it happen time after time and it’s something I regularly speak to my clients about. What is it about saying “hello” to that good looking guy at the coffee shop that’s really so terrifying?

In my experience, I’ve found that it comes down to two factors. The first is that you care about the outcome – the outcome that you don’t control. Striking up a chat with a gorgeous stranger is different than pitching a great idea to a client or presenting something to your boss. In those situations you sort of know what to expect and have had some time to prepare. In line waiting for your grande Americano is a whole other ball game.

The second is that you have no previous experience with this person to base your conversation off of. Are they single? Do they find youattractive? Are they funny? Easy to talk to? In a hurry? Who knows! It can be intimidating knowing where to start in a new conversation, with a new person, when it’s a total blank slate. BUT, it’s also pretty darn exciting and can potentially lead to an amazing connection. That’s why I’m challenging you to try it for yourself, even just once, so you can see how it could honestly change your dating life forever. Here’s how to do it:

1. Make Eye Contact

Yep, you’ve really just got to use your eyes and look at his for this one to work. Looking down at your phone or trying to check him out without him noticing isn’t going to get you anywhere. And, if I’m being totally honest, it could make you look a little creepy if you’re not especially skilled in covert surveillance. If you’re feeling him and want to chat, make eye contact and let him know!

2. Smile

Just like number one, this tip should be obvious but so often we forget that we have the power to make someone else smile just by doing it ourselves. A smile is warm, inviting and instantly puts the recipient at ease. Flash him a smile and open yourself up for one of you to say "hello". The worse that’ll happen is he says “hello” back and you both go on with your separate days. The best? Well, you could be swapping digits in a matter of moments and be all set up for a Thursday night date.

3. Compliment Him

Have you ever been out to dinner or at the mall when someone complimented something about you? It probably felt pretty good and made you instantly like the person even though you likely didn’t know each other. If you want the chance to speak with someone you’ve been admiring, go ahead and pay him a compliment. Something as simple as, “I really love your glasses. Do you mind me asking where they’re from?” can open the door to a great conversation. Be genuine and authentic in your compliment and deliver it with a smile.

4. Bond Over Something in Common

Again I’ll use the example of a coffee shop, but this tip works just about anywhere. Start a conversation about something you notice you have in common. Same backpack company? Same coffee? Is he holding a book you recently finished or have been dying to read? Talking about something that you have in common takes the pressure off a bit and makes the conversation about something other than him or you. Also, this is a good time to point out that you need to travel with your interests. Get those books out on the coffee table, wear that t-shirt from your favorite band or festival. Invite conversation about shared interests. Want more? Continue onto #5.

5. Try the 'ol, “Have I seen you here before?” Trick

There’s a reason why this pick up line is still one of the most popular today, and that’s because it works. Turn to him and ask, “I think I recognize you, have you been here before, your face is so familiar?” and away you go. Depending on the answer, you’ll have a few different ways to continue the conversation and things should flow naturally from there. At the very least, you will have helped yourself get past the "I don't talk to strangers and keep to myself" vibe. :)

To your authenticity,

Love, Christine

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