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HI!
I can really sympathize with your situation. As a guy, I want you to know that we deal with the same fear of rejection, too. It stinks. The thing is, it’s hard at first, but your life can only get better after a rejection, because you’re not stuck wondering about it. If he accepts, then you just go out like you’re friends, but there will be more touching.
Warning: Rant will ensue
As someone who is a little older than you, I want you to know that comfort may seem nice now, but in seven years you may agree with me that COMFORT SUCKS! Comfort is fear. Fear sucks. When you see fear as excitement, that is awesome! What is the most exciting thing you’ve ever done? Sky dive? Climb a mountain? Fly to the moon? Go on a roller coaster? Guess what, none of those things are comfortable! Do you want comfort, or do you want awesome? Get uncomfortable!
End of rant. 🙂
If you just recently met and exchanged numbers, he gave it to you for a reason! Tell him about something you saw or heard that reminded you of him, ask him about something you know he’s interested in, or about something you would be interested in knowing about him, see if he likes the same things you do, and then ask him for a drink!
If you used to be close and then drifted apart, you might be able to go slower or faster, depending on how close you were. Coffee is less intimate then a dinner date, so if it’s been a while, that might be a good place to start. Or if you know him well enough to suggest an activity, you can start there.