Isabella Stewart

Isabella Stewart is a waitress that works at Oak in SoHo. Once you purchase a drink from her for  25.

You can select the option to gossip with her or say "No, thanks." and it will end the conversation.

If you chose gossip, she would tell you first that she doesn't gossip, but she sells information. If you tip her for  200 or charm her for  1.

If you do tip  200 or  1, she'll tell about the person that is there currently and say the person doesn't tip.

Trivia

 * Isabella, George Smith who is bartender at Club Tulip, and Samuel Murphy who works at N.O. Yacht Club, all have the same personality towards you.