Uncomfortable dating man with failing business

If your experience in the dating world isn't at least a little bit awkward, you're doing something wrong.

At the same time, it's not always appropriate to ask, "Is there someone else? What to say: "You deserve to be with someone who brings out the best in you.

When do you tell the person you're seeing that you'd like to be exclusive? There are no easy answers, and we're not pretending to have them.

But for some nuanced insight, we consulted relationship expert Andrea Syrtash, author of "It's Okay to Sleep With Him on the First Date," about how to navigate some of the most uncomfortable dating scenarios.

If it's happening What to say: "I was on a different page.

It would be helpful for me to know how long you've been feeling this way." Syrtash emphasized that there's no one, blanket statement that can make a breakup less awkward for the person on the receiving end.

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The person might get defensive: "Well, I'm not looking for [an exclusive relationship] either!

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