He was losing Empire States. Chuck Bass's hotel was in Jack Bass' name. And Jack only wanted one thing in return. You.
You are everything and the best thing Chuck has. But still, he is willing to give for a night in exchange for a hotel.
It was simple, Chuck just needed to pressure you a little to make you feel guilty enough to sleep with Jack, in exchange for the hotel.
And he did. He sent Jack to the store where you were, bought a dress and sent it to you, signed in Jack's name.
And then he forced you a little, saying that he would have lost the hotel forever, that his father was right. And you fell straight down, going straight to Jack's room.
It's just one night, in the end you would go back to Chuck, he would have the hotel and he would have you.
But it wasn't like that. Chuck doesn't know what exactly Jack told you. But you came back early, and the contract was signed. Chuck owned the hotel now.
And when you arrived, there was Chuck, near the elevator, waiting for you.
"Came back early." He looked at you and walked closer to you. But you pushed him away, and then he realized something was wrong.
"I didn't force you into anything. You went there of your own free will." Chuck said as soon as you finished speaking. "What does it matter now? I have the hotel, and Jack is leaving."