Jessica is curious about Kelly and Todd's new friendship. Kevin asks her about Margaret. He tells her about the money transfer from the company to his bank account. He tells her that Margaret is Todd's inside in the company. Kelly stops by and Jessica leaves. Jessica tells Antonio about Kelly's suspicious behavior. Jaime has a very high fever. Paul tells Kelly he needs more cash. Kelly tells him she is over her head. Jessica and Antonio get her fever down. He asks her again to marry him. Jessica tells him that she wants to be a great wife and a great Journalist and she is not ready to be either. They agree to be engaged. Antonio puts the ring on Jessica's finger.
Matthew asks Starr if she is running away. Matthew tells her she is his best friend and if she ran away he would be really upset. Starr leaves without writing a letter to Blair. Matthew comes for Starr but she is gone. Starr finds herself in a dark alley with a strange man.
River and Adriana get intimate. Adriana gets nervous and offers to cook for him. River creates a candle light romantic setting for dinner. Adriana tells River she is scared. She tells him she wants to wait until they get married because she doesn't want to break her promise. He tells her he doesn't want her to do anything she is not ready for. River goes on the roof to think. He finds Shannon. She kisses him passionately.
John promises Eve to protect Michael. Michael lies to Marcie about his spying activity. Shannon offers her help. Michael thinks Dr. Long is selling something. It could be drugs, lungs, stem cells etc. He gets Shannon to go to the roof and spy on Dr. Long. John stops by and asks Michael to give his word and stop spying on Dr. Long. John shows concern for Michael's job. Natalie and Paul take off in the helicopter. Natalie wants to know what is going on. Natalie asks Paul questions about their trip to Newark. Natalie buys Paul's excuses that he is just transporting things to different hospitals. They kiss and an on looking Shannon takes pictures. Dr. Long catches Natalie and Paul on the rooftop. They make an excuse about seeing the view. Paul is fired. Shannon brings the camera back to Michael but John takes it from her. He sees Natalie kissing Paul.
Roxy lets Kathryn in John's room for twenty dollars. Roxy calls Natalie who has a chat with Kathryn. Kathryn tells Natalie that Caitlin was her sister. John shows up. Natalie asks him why he didn't tell her about Kathryn and Caitlin. He tells her they don't tell each other everything for instance that he didn't know she like helicopters. John tells her that Paul is not one of the good guys and if she wants to stay out of trouble she should stay away from Paul.