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Roger blackmails Leo and tells him that he knows about Leo's past. Wanting to prove to Greenlee that he loves her and not her money he asks for a prenup. Unfortunately, Roger finds out about it and threatens Leo.

Here's a transcript of Roger threatening Leo:


Leo: I'm the best thing that's ever happened to your daughter, and you're going to kill it. Come on, Roger. Be a good guy. We can work something out later -- you know, like a reconciliation, and then nobody has to steal from anybody.
Roger: Vanessa trained you very well. Unfortunately for you, the prenup gambit is a tired device. Old Millicent didn't but it, and neither do I.
Leo: I'm on the level, Roger.
Roger: Do you have any idea how much money the Greenlees really have? You could give me every penny I wanted. You could live a life of luxury, and the old folks still wouldn't feel it.
Leo: Yes, I thought of that, and I'm not going to risk it, ok? Greenlee is a very insecure person, and I don't want her to doubt for a minute that I'm marrying her because I love her, ok?
Roger: Well, just imagine the doubts she's going to have when I tell her about the life you led in Verona. She will cut you right out of her life. She will see you like every other person who has used her and never really loved her.
Leo: Greenlee won't do that.
Roger: Oh. Well, she's coming back soon. Let's ask her, shall we?
Leo: What do you think is going to happen when you tell Greenlee what you know, Roger? Yeah, sure, she might hate me, but she's going to hate you, too. And then you can permanently kiss any chance good-bye at her bank account.
Roger: Didn't your mother teach you that when working a scam, you must be prepared to lose it all?
Leo: Yes, that's what I'm talking about. But you don't have to. I am not going to steal from Greenlee. I won't. Even if it means I lose her. Like I told you before, I want you two to reconcile. You're a thieving liar, but I want you two to reconcile. Greenlee wants to love you. And like you said before, there's plenty of money to go around, right?
Roger: You want me to take handouts from my daughter.
Leo: Look, I realize that being supported by your rich daughter isn't as sexy as blackmailing her husband, but either way, they're going to take your money at Maxim's in Paris. All right? Think about it. What if Greenlee's next fiancée is some guy from Woody's office who will tell you to take a flying leap?
Roger: All right, Leo, you win. The evidence. Make Greenlee happy. As a matter of fact, I think there's a chance at happiness for all of us here.



Unfotunately, Roger has a plan to embarrass Leo during the engagement party. He calls Katerina (the woman that Leo scammed in Verona) and the two decided to bust Leo and Greenlee's engagement party. Greenlee and Leo get involved in a temptation island adventure. But they both resisted Lars and Phyllis! That did nothing to tamper their relationship. That same day, Greenlee and Leo decide to have an engagement party at Jake's loft.


Here's a transcript of Leo and Greens before they go back into the party:


Greenlee: Why are we on the roof?
Leo: Because I want to spend a moment alone with you before we get caught up in the madness.
Greenlee: That's sweet.
Leo: See that sky, Greens? It's not big enough to hold all the love I feel for you. I know I can't give you a lot of expensive gifts and things right now, but I can give you all the love in the world. I want to be a man that you can be proud of.
Greenlee: Leo.
Leo: Tomorrow we're getting that prenup signed. After that, I can't wait to make you my wife.
Greenlee: I can't wait, either. I love you, Leo. You've made me so happy.



Then, disaster struck! Katerina comes to the party and warns Greenlee about Leo. Katerina had been a rich lady before Leo married her for her money. He deposited all her money in a Swiss bank account and left her to go to Istanbul with Vanessa. Greenlee was shocked to find out about this. She told Leo, "Save us Leo. Save us before it's too late."
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