Q: Even when I was in high school, I was too shy to ask the really popular girls out, and now I have a crush on a popular woman in the office. How can I express my feelings to her? I’m sure she’ll just blow me off.
– Shy Guy
SCOTT: With that kind of attitude…
Just think how your love life would be different if you didn’t have to lug all that heavy shyness baggage all over the place. On the flip side, we’ve all got demons stemming from the past and some must be dealt with.
Since you’re a big boy now, it’s time to work on letting go of your fear of rejection and what better way than to ask someone out? Just keep it simple and ask her out for lunch. We all need lunch and that would easy and remove the whole “date” stigma. Or ask for her help with a work project. You’ll know right away if she’s interested but most importantly, try to be your most confident self no matter what.
Look at it this way: you’ll never know if you don’t try. Are you feeling it?