[Anonymous]

I recently went on a holiday to a beach resort, and i saw this really gorgeous guy. Found out his actually the owners son. His just finished school, which means his around 18. I’m 15. Im very shy, but i still have some confidence. Have any tips on how to start a convo and keep it flowing without messing up my self esteem?

[April Masini, your AskApril]

Smiling at him, and letting him know you’re happy to see him is the first way to let a guy know you’re interested. Small talk is a wonderful way to be friendly without being overly forward — and if you’re really interested in him, and you’ve just found out he’s the owner’s son, at a resort where you’re vacationing, you may want to ask him about himself and the resort. “I understand you’ve grown up here,” is a great ground breaker, and you can follow up with, “It must be wonderful to have a vacation place any time you want!” If that isn’t your style or doesn’t work for you — at least you kind of get where I’m going with this line of conversation.

Be happy, upbeat, and interested, and he’ll respond!

[Anonymous]

Thanks, your right. I’m not the kinda girl that does a fake laugh, bats eyelashes and stares blatantly. I was actually thinking about asking him about the sharks;) But I’M just worried it’ll be awkward and the convo won’t go anywhere 😕

[April Masini, your AskApril]

You can worry and write to me — or you can risk rejection and even possibly get a big win from this guy by trying to start a conversation. Life is for the living and the winners get up to bat — they don’t cower behind their fears. Dating is a numbers game, and if you don’t give things a shot, you’ll never know how someone feels. The worst thing you could do is to have a regret for a conversation never started.

Get out of your rut, and live your life by talking to this guy. The worst thing that happens is that you find out he’s not interested, and frankly, that would be a good thing if he’s truly not interested, because you could stop wasting your time on him, and move your sights elsewhere.

[Member]

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