While working at Fenmore's, Brittany meets Bobby Marsino. She sings for him and he asks her to come to his club for a possible job opportunity. Brittany is shocked to find it is a strip joint. She convinces Bobby to give her a job as a singer, not a stripper, but soon, when she sees how much money the other dancers are making, she decides to begin stripping. One night, Raul catches Brittany's act and is dismayed. Brittany refuses to quite her job and she and Raul break up. Frederick takes some out of town business associates to Marsino's to unwind. Brittany is later mortified to learn her father has also seen her strip. Raul, determined to get Brittany to stop stripping agrees to help the Hodges in their plan to shut down Marsino's. Bobby is furious when he discovers Raul and J.T. are the under-age drinkers responsible for closing down his club. After saving Raul during a diabetic attack, Brittany tells Bobby she is quitting for Raul's sake. But Raul tells her not to quit for fear she will end up resenting him. Bobby and Brittany attend the Gala together.

Colleen believes she is ready to have sex with J.T. and tries to seduce him but J.T. feels they should wait. Frederick, busy helping Jill find her birth mother, has been ignoring Anita. Anita goes to J.T. for help in locating Brittany. After assuming Jill and Frederick have slept together J.T. comforts Anita and they sleep together. Colleen learns that Anita and J.T. were intimate and her heart is broken. Unable to trust him, she breaks things off. Sierra and Lily want to cheer her up so they all get tattoos and piercings. One night, Colleen overhears J.T. singing a song he wrote for her about how much he loves her and they decide to get back together.

Dru and Neil move in together for the sake of their daughter despite Wesley's reservations. A romantic evening turns into a sexual encounter, and Dru and Neil are reunited. Wes turns to Olivia for comfort and she eventually accepts his marriage proposal. Drucilla is hired by Jabot to be their new African-American spokes model.

Lily encounters Kevin (a.k.a. "Fisherman") in an online chat room and decides to meet him. Not only a college student, Kevin is also Bobby Marsino's bookkeeper. Things quickly heat up between the new couple and Kevin won't let her slow things down. Dru and Neil aren't happy with their daughter dating someone so much older. Colleen and J.T. barge in on Lily and Kevin's next date. Kevin, in an act of revenge, trashes J.T.'s loft and confronts Colleen menacingly in the park. Kevin seduces Lily and she sleeps with him. Lily reveals to her mother that she had sex with Kevin and Neil files a restraining order. Enraged with Colleen, Kevin tricks her into going to Gina's alone after business hours and locks her in a walk-in refrigerator. Then he sets the restaurant ablaze. Unable to find his daughter, Brad becomes worried. At the site, firemen do their best to arrest the fire but Gina's is a total loss. J.T., figuring out Colleen might have been at the restaurant, doesn't give up the search, and pulls her from the cindered wreckage. Lily discovers Kevin gave her a sexually transmitted disease and decides to press charges. Kevin approaches the one guy he thinks can help him: his brother, who turns out to be none other than Michael Baldwin but he refuses to help. Kevin is forced to take a blood test but it comes up negative for the STD. (He had taken an antibiotic to rid it from his system.) J.T. is convinced Kevin is guilty as sin. Paul, after discussing J.T.'s theories, offers J.T. a job working as his apprentice.

A friendship between Damon and Phyllis begins to get hot when Damon happily fills in for Jack when he stands Phyllis up for dinner. Brad can see Damon is starting to have feelings for this redhead even though his mission was to get info from her that Jabot could use against the competition. Meanwhile, Damon and Victoria begin seeing each other much to Victor's dismay. Vanessa Lerner, an old colleague of Damon, comes to town and shares her breakthrough discovery that will revolutionize the cosmetic industry. Damon and Dru tell Jack about Vanessa's findings and Damon plans a trip to the Ryukyu Islands, off the coast of Japan, to find the rare Neofinitia orchid from which this product will be made. Dru wants in on the action: she moves her wedding to Neil to Japan. Damon, Vanessa, Phyllis and Jack attend the wedding Jack is still angry with Phyllis for keeping her knowledge of the bribery a secret. Damon and Vanessa set off to find the orchid. Lily struggles to find the perfect wedding present for her parents on their special day and decides to make Dru a bouquet. Damon and Vanessa react when they see the prized orchid in Dru's bridal bouquet. Phyllis catches the bouquet after the ceremony and realizes she might have something very special in her possession. When Phyllis agrees to give Jack the orchid to save their marriage, they reconcile on New Years Eve.

Sharon and Cassie come face to face with Cassie's biological father, Frank. Cassie is very curious about Frank's relationship with her mother, but Sharon deflects. Sharon's problems continue when she sees Cameron Kirsten, a man with whom she had a drunken, one-night stand when she had left Nick earlier this year. Cameron had beaten her terribly after the encounter. Cameron threatens to tell Nick all about their one-night stand unless Sharon lets him have his way with her again. Michael advises Sharon to go to the police, but she refuses fearing Nick will leave her after discovering her infidelity. In a vein attempt to get Cameron to leave her alone, once and for all, she agrees to meet him in his hotel room on New Year's Eve where he attacks her.