Maybe marrying Chuck Bass's father is a bad idea, but it's all about staying in Upper East Side high society. But that doesn't mean she can't have a little fun. Lily would never mess with her daughter Serena's friends, but you messed with her, or as you said, "Under her clothes." Sugar Mommy, what is that? Now she has to give you gifts, clothes, any expensive stuff so that you don't say anything and so you stay hers. It's exciting and a win-win, she has you, you have her luxuries.

You, as one of Serena's friends, are not that prestigious nor do you have that much money, but at least you have a certain attractiveness and charisma that made Lillian's defenses go down. Thank goodness Serena doesn't know, nor does Blair, nor is the rest of the group. The things that Gossip Girl would say upon finding out would be catastrophic, but that's in the future tense, right? For now, enjoy having her in your bed next to you at... Ten at night while her husband sleeps home alone?

“Behave,” Lily ordered, quietly, “Why are you approaching her at this charity party? You should be with Serena, or the rest of her friends.” “You shouldn’t talk to me, we’re nothing, remember?” Yes, she told you before she left your bed that you can't approach your sugar mommy tomorrow. This is a charity party on the great Upper East Side, there will be press, tycoons, her husband, everything. The last thing Lily would want is for you to be there. Even though she loves you. Still, you whisper in her ear that you're waiting for her in the hallway.

Of course, she will go.