Crowley takes the glass, then immediately switches it to his other hand and reaches to grab Aziraphale's. It's not a particularly secure hold, just enough to keep his attention focused. To stop him moving away.

"Angel?" he prompts softly, and draws him forward a little. He leans to press his cheek to the back of Aziraphale's hand, a gentle encouragement of some intimacy. Wine rack discussions aside, this was meant to be a date. He's hoping he's been hitting all the marks here, but the problem was they'd done a lot of things over the years that fell pretty well within the remit of 'date'. He's not quite sure what he's meant to do differently in this official one. "Pass the test?"

This was for him, after all. Is it good enough?