Dean kneew he was being assessed, he grinned almost wickedly and went with it. If she was trying to see if he was something bad, let her, it wasn't like it'd be any skin off his nose if she decided he just wasn't what she was looking for. Which would have sucked royally but there were plenty of other chicks in the room who were looking for a good time and they'd be in the mood for being hit on by him. Sure, he wasn't the best looking guy in the world but he didn't think he looked too bad, infact he's never had any complaints.
Once that red mouth moves into a smile, he grins even wider and sees that he has her approval. Awesome. Just what the doctor ordered. "Sure thing. You seem like a black velvet girl. Straight up, no rocks." He took another drink of his gin then downed the whole thing. Waving the bartender over. "Two black Velvets, one without ice and one with ice." The tender nodded and handed him his drinks, he slid one over to the woman with a crooked smirk. "Can I get a name?"