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meredith's Love Letters response to: I Don't Want to be Creepy

You won't seem like a creep if you're honest, W.

Just put it all out there. "Cindy, I'd love to hang out with you -- but is that OK? Would it be a date? Should we be friends? I'm new to this and it has been years since I lost my wife. I'm worried about saying the wrong thing and making you uncomfortable."

If Cindy is interested, she'll let you know. And if she's only interested as a friend, she'll tell you that, too. She's warm. She's not shy with you. She wants to know you better. She's going to help you through this awkward conversation.

At the very least, she'll be good practice. Don't put her out of your mind. Don't shy away from her because dating is scary. You're a human, not just a dad. And this is exciting, right?

It's almost never wrong to tell someone that you have no idea what you're doing, as long as you're being sincere.



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