At the cop shop, Barbara laments to Hal over how she should give up her company and sell BRO in order to pay for her hotshot lawyer, Marshall Travers. Surprisingly, Hal counsels her to fight for what is hers, and if Rosanna offered to help bail her out, then Barbara should take her up on the offer. Barbara thanks Hal for his advice by giving him a huge hug. Just then, Emily and Jack walk in catching the embrace. Barbara explains the situation, then leaves Hal and Emily alone. Emily understands Barbara's needs, and Hal's need to care for his ex-wife. They kiss, and Alison walks into the station looking for Emily. "I really need your help." "What do you need?" "Cash. And plenty of it." She wants the dough to pay for the make-up gift she bought for Lucy.
At the Snyder farm, Lucy and Aaron make out in the hay. Later, she opens Alison's gift box and finds an expensive bracelet. Lucy isn't swayed to lower all of her guards by the token, but decides to let Alison work to regain the friendship.
At Java, Craig and Carly (yes, Carly) are kissing, when Rosanna and Holden walk in. Holden shocks them back to reality by yelling, "Somebody wanna tell us what the hell is going on here?!" A stunned Rosanna, asks Carly, "How did he do it? Did he tell you I was waiting for him back at my hotel room? Waiting to make love to him? The idea that he found another woman interesting just really brought out the trash in you, didn't it!?" Carly grabs Craig and throws him at Rosanna saying, "You want him? Here! Take him honey!" Rosanna declines the offer and threatens to tell everyone in town what just happened. Craig tries to stop her as she leaves, but she barks at him, then storms out of the room. Carly whispers at Craig, "I wish I never met you." She bends down to pick up her purse and Holden snaps at her, "Hey! You wanna tell me what the hell you were thinking!?" She pleads with him, "Please Holden-" "Please what? Forget what I saw? Please don't tell Jack? Please what!?" Carly says she tried to stop him and Holden believes her story. He tells Carly that he knows how Craig operates and that he won't tell Jack if she stays out of those situations in the future. She leaves the two alone to talk.
Holden shifts gears and sternly warns Craig to "think twice before you EVER threaten my son." Craig tells Holden that Aaron didn't listen when he asked him not to take Lucy on the bike. Holden clarifies, "THEY didn't listen. We all make mistakes." Craig calmly says, "Well, my daughter won't become one of his." "At seventeen, he is a better person than you could ever hope to be."
Back at the Lakeview, Rosanna is straightening up her room when she finds her negligée she picked out to wear for Craig. She stops, sits down in front of the champagne chilling on ice, and begins to cry because Craig crushed her heart. Just then, Barbara knocks at her door. Rosanna doesn't have time for her and tells her to go away. Barbara yells through the door that she wants to talk about her offer to back BRO. Rosanna laughs and opens the door to shoo her away face to face. Barbara lets herself in and needles Rosanna for the juicy details about what made her cry. A vulnerable Rosanna explains why she came back to Oakdale. "I came back to take back what Carly took from me. I want to make her suffer. I want to make her hurt, like the way she made me hurt." She tells Babs that she saw "them" kissing. Barbara asks who "they" are, but the phone rings. Rosanna lets the machine pick up. Craig leaves a message telling her how sorry he is for hurting her. Barbara can't believe it. She gasps, "Say it isn't so! You're in love with Craig Montgomery?!?" Babs tells Rosie her own sob story involving Craig, and Rosanna, like a little child asks, "But didn't you ever see the real Craig?" She scoffs, "There is no real Craig!" Barbar suggests that Rosie get back at Craig by helping her take BRO back to the top. Rosanna says she'll think about it, then Barbara leaves her alone.
Holden finds Lucy and Aaron "studying." Lucy excuses herself and heads home. Holden tells Aaron he told Craig to back off, and Aaron says Lucy got Margo to help run interference as well. They high five each other, but Holden is worried about Round 2 with Craig.
At the cop shop, Carly finds Jack in the interrogation room doing paperwork. She makes some small talk, then grabs and tells him how much she loves him, like it's going to be her last chance. Then she spills it, "Craig kissed me." He breathes a sigh of relief and asks if that was it. She says, "No-I kissed him back." He shuts the door and then asks for more details. She explains the whole thing, then lurches into his arms professing her love again. He pushes her off, and tells her to stay right there. "I'll be right back." He storms out of the station.
At the Munson residence, Emily hints at how she wants to make the relationship with Hal permanent. Then she gets on one knee and proposes. "Will you marry me?"
At Java, Craig sidles up to the bar and starts to drown his sorrows. A little later, Jack shows up and spies Craig at the bar. He looks at Craig's face and asks if that's where Carly slapped him. He says yes. Jack offers to help take his mind off the pain and sucker punches him four times. When Craig falls to the ground, Jack kicks him, then throws the police commissioner's business card at him for easy reference when Craig calls to report the assault.
Jack returns to the station, picks up Carly, and they head home.
Craig manages to get to Rosanna's room and begs her to let him in. She opens the door and he limply falls into her arms moaning in pain.
In front of Ben, Lisa laughs as Brandy explains that Isaac hired her and asked her to start tonight. Lisa doubts her story but Ben explains the circumstances as Brandy promises she'll do a great job for them. Isaac flies back to Oakdale with Bonnie who worries about her mother's reaction to turning the castle into a museum. Hal is caught off guard when Emily asks him to marry her. Though he is amazed that she would ask, he turns down the offer and explains that none of his marriages have worked. He also admits he's concerned that she's proposing to help her deal with her feelings about Alison. Alison interrupts and demands that her sister tell her what they were talking about.
At Hal's house, Alison stops by looking for Emily but she's not there. Alison talks with Hal and tries to fish around for some information about the conversation she overheard yesterday. Hal simply tells Alison that Susan and Emily will work it out and she just needs to be patient. Alison leaves and Emily comes home. Hal explains that Alison "smells a secret" but she only knows that it is a family matter. Hal apologizes for last night with Emily's proposal. Then, he pulls flowers from the garden, gets on his knee and proposes to her. Emily's reply is, "Sorry, no can do." She says he only asked today because she asked yesterday.
In Rosanna's Lakeview suite, Craig awakens but quickly jumps out of bed realizing that Lucy has been by herself all night. Rosanna ties to get him to stay and they talk about their activities the night before. Rosanna remembers that Craig said he could love her. Now she wants to know if he could love her this morning or even next week. Craig says yes he can and after Rosanna asks if she is better than Carly in bed, Craig tells her she is wonderful and giving. They agree to have dinner together that night.
At Craig's Lakeview suite, Lucy wakes up to realize that Craig is not there. She then checks to see if Aaron has called and then thinks about just calling him. At that moment the doorbell rings. Lucy thinks it is Craig but she is pleased to see it is Aaron. He has just passed his GED and wants to celebrate by going to a concert in Chicago. Lucy is worried but Aaron tells her he will take Holden's truck and she needs to get permission from her father first. Aaron refers to himself as her "boyfriend." Lucy is thrilled and they kiss just as Craig walks in. Lucy is concerned when she sees Craig's bruises. Craig sees Lucy in her pajamas kissing Aaron and orders him out. Aaron agrees to leave and Lucy tries to get Craig to understand. Lucy says she is humiliated and asks him where he was. Craig says, "I am the adult here Lucy." Lucy says he isn't acting like one. They eventually calm down and talk. Craig tells Lucy that Jack beat him up and he eventually apologizes for his behavior and Lucy forgives him. She asks him about the concert but he absolutely refuses to let her go. Lucy is mad that Craig hasn't even given Aaron a chance. She tells him that trust works both ways.
At Jack's house, Carly and Jack passionately kiss when the doorbell rings. It is Margo who is angry and asks, "Do the words police brutality mean anything to you Jack?" Jack says he will not apologize and that it was "well worth it." Margo blames Carly but Carly says she wasn't even there. Margo asks what started the fight. Jack said it was a compilation of different things. Margo says it's always about the blond. Carly becomes upset because she feels that everyone will always blame her. Rosanna is outside the door and overhears them arguing. Rosanna rings the bell and says she has come up with a way for them all to deal with the current situation. She asks them to join her and Craig for dinner so that they can talk. Jack laughs and says no but Carly agrees to the dinner. She eventually convinces Jack to agree to it too. Rosanna runs back to Craig and says to him, "Guess who's coming to dinner?
At the farm, Aaron walks into the barn and sees Alison. He asks her why she's there and she tells him about her family problems. Aaron suggests getting away. He says spending time in Oakdale with his Dad helped his problems. Alison says her dad lives by Chicago but she doesn't know how she would get there - she doesn't have any money for a bus. Aaron says he can give her a ride tonight. Alison is really touched by his suggestion but then quickly gets disappointed when she realizes that Lucy will also be there. Just then, Lucy walks in and sees Alison and Aaron in the barn. She asks Alison what she is doing there and also thanks her for the gift. Aaron explains about the Chicago trip and once Lucy realizes that Alison will be going to Chicago she tells Aaron that her dad is letting her go to the concert.
Lily experiences cramps while she and Holden see Aaron off for his date with Lucy. Holden invites Aaron to stay at their house because Emma is going out of town.
Lucy attempts to write Craig a note and sneak off to the concert, unbeknownst to Lucy, Craig is in the bedroom and walks in while she is writing her note. Craig tries to explain that he feels Chicago is too far away for Lucy's first outing with Aaron. In front of Alison, Lucy lies and tells her father that she and Alison are going to the mall.
Lucy and Alison arrive at the farm, to leave on their trip to Chicago. Once in Chicago the teens attempt to drop Alison off at her father's, but Alison's father is about to leave town and doesn't want her to stay. Alison finds herself nestled in with Aaron and Lucy while they attempt to have a first date.
Isaac arrives at Java with Bonnie. Jessica, Ben and Lisa are delighted and surprised to see that romance has blossomed between Isaac and Bonnie. All are thrilled that Bonnie returned to Oakdale.
Jessica spots Marshall Travers at Java with Barbara. Angry that she lost Barbara's confession as evidence, Jessica isn't very receptive to Marshall.
Marshall recruits Brandy to gain knowledge about Jessica and Bonnie.
Lisa offers Barbara funding until she learns whether Rosanna is willing to back BRO.
Rosanna's dinner guests arrive. Rosanna and Carly leave Craig and Jack at Rosanna's while the women go to pick up a bottle of wine, Craig had forgotten. Craig and Jack discuss their shared desire to be with Carly and Craig offers Jack a truce. Carly tells Rosanna that her dinner invitation was motivated to exhibit her new found relationship with Craig. Carly and Rosanna squabble about Craig. During the argument Rosanna announces that Craig thought she was a better lover than Carly.
At Holden and Lily's house, Holden is pacing the floor waiting for Aaron to return from Chicago. When he checks the answering machine, Lucinda has left a message that she is going to be stopping by. Lily takes this as her cue to leave and she goes upstairs to bed and to put her feet up. The doorbell rings and Holden answers it, but it is Katie. She has a fax that she received from Simon stating that he is in trouble and he needs her help. When Lucinda shows up she decides to go to Avanya and find out what is going on. Katie says that she is going with her. Lucinda realizes that arguing with Katie is futile and decides to let her go along. After Lucinda and Katie leave, Lily comes downstairs and tells Holden that her pains are getting worst and she is spotting. She tells him that she called her doctor and they have to go to the hospital.
When Alison lies to Lucy and Aaron that her father is not home, they don't know what to do. Alison says that she will wait in the car while they attend the concert. Aaron tells Lucy that they can't do that and they will have to return to Oakdale. Lucy is disappointed, but Alison is pleased with herself that she messed up their plans. On the way home, Aaron takes a wrong turn and gets lost. Aaron and Lucy get out of the truck to ask someone how to get back to the highway. While they are gone, Alison takes the keys and throws them out the window. When Aaron and Lucy get back in the car, Aaron can't find the keys and Lucy looks at Alison suspiciously. Alison says that she had nothing to do with the missing keys. Aaron thinks that he lost the keys while he was trying to find directions by to the highway. Lucy tells him that she has to be back home in forty-five minutes. Aaron says that they have nothing else to do but call a tow truck. Alison calls her mother and leaves a message that she is going to stay with Lucy and Lucy calls her father and leaves a message that she is staying at Alison's. Alison then hands the phone to Aaron.
In Avanya, Simon is pretending to be a big time gambler and is playing cards with some locals in a bar. Henry walks into the bar and orders a, yes you guessed it, martini. He questions the bartender about some "Americanos," a handsome man and a beautiful woman from New Jersey, deep New Jersey. The bartender says that he has not seen anyone like that. Henry takes a sip of his martini and almost starts to cry. He tells the bartender that it is the best martini he has ever tasted. He pays the bartender and then asks about a man named Cooley. Henry is grabbed by his shirt and turned around. Simon is there and tells him that Cooley is no longer in charge, but he is. Simon drags Henry off to the side and questions him about Rose and Paul. Henry says that he doesn't have any idea what he is talking about. Simon searches Henry and finds the paper that proves that the Rose of Sharon is real. Simon asks Henry where is the diamond. Henry tells him that Cooley has the diamond. Simon says that he will hold on to the papers until they can locate Mr. Cooley, Rose and Paul and the diamond. Henry gets away from Simon and runs out of the bar. Simon collects his winnings and runs after Henry.
While Rosanna and Carly are in Craig's suite getting a bottle of wine, Craig and Jack have a talk about Carly and Rosanna. Craig tells Jack that he will leave Carly alone, because he has something to keep his interest away from her. Jack isn't sure if he believes Craig. The two men decide that Carly and Rosanna have been gone long enough and go to see what is keeping them.
In Craig's suite, Rosanna has dangled the carrot in front of Carly. She tells her sister that she and Craig slept together and Craig told her that she was a better lover than Carly. Carly doesn't believe her sister, but Rosanna keeps picking at her until they end up slapping each other and then into a full blown cat fight. Craig and Jack walk in and break up the two women. Jack tells Carly that they should just call it a night and go home. After they are gone, Craig asks Rosanna what she and her sister were fighting about. Rosanna asks him if he really has to ask that question. She asks him to have dinner with her in her suite. She walks out the door, seductively and he follows her. Later after they have eaten, Rosanna is being quiet and Craig asks her why is she so quiet. She asks him if he was being truthful with her when he said that she was better in bed than Carly. He tells her again that she is a better lover than her sister. She kisses him and asks him to spend the night with her. He says that he has to go because Lucy is home. She says that she understands but continues to kiss him. She kisses his neck and nibbles his ear. Craig has a far away look in is eyes.
At Jack's house, Carly and Jack have finished eating pizza and they are not talking. Jack makes a comment about the silence. He asks Carly about the fight between she and Rosanna. She brushes it off by saying that she has wanted to hit her sister ever since she came back to Oakdale. Jack tells her about Craig claiming that he will not pursue Carly any longer. He adds that he now has someone else to chase after. Carly and Jack kiss. Jack says that as long as he can keep doing that he doesn't care what Craig is doing. He hugs Carly, but Carly has the same far away look that Craig had.