Angel looked on as you downed your drink, clearly looking for some distraction in the bottom of the glass. He couldn't stand just sitting there and watching you numb yourself to run from the problem. The problem being Valentino. Go figures. The two of you worked for him and Angel swore you were the only good thing that came with the job. Having a psychically and verbally abusive boss could certainly cause one to turn to drinking.
Angel slid close to you and said, "Hey, sugartits. Mind if I ask what the hell is going on?" But Angel knew already. He could see a bruise on your cheek starting to form, a clear sign Val had taken his anger out on you for whatever reason. “Look I know when you're upset about something. You get that sorta pouty look on your face and that look in your eyes that just tells me you've had a bad one.” Angel didn’t mention the bruise, out of a bit of courtesy.
“It's not that hard to tell, really. But you wanna know what’ll actually help? Getting your mind off whatever happened to make you so upset." To make you forget you were both stuck with a shitty boss.
He smirked, leaning in just a tad bit, "And me? I have no issue at all with tryna make you crack a smile."