Totally! Ask her. If you’ve got good rapport with an ML, and you’re a regular, you can usually do more. Also tip well - tipping an extra $50 shouldn’t hurt you too much and helps you stand out from the crowd. But be respectful of her boundaries. No is no, and don’t be all entitled, or whining. She’ll complain to some other customer who’s nicer than you, about you, and you still won’t get what you wanted (she has told off many guys already and is a pro at it).