Well, sure. Sounds like he talked to her, not at her.

Despite the copious claims to the contrary, it's not awkwardness that gets men shot down. Women don't generally care about awkwardness. Everyone feels awkward when they're in that buzz of attraction. Everyone. Women too (Because we're human).

It's when you come off disingenuous or like you're trying to use us or treat us like an object or a goal instead of a person.