Joey doesn't tell the gang about his plans to throw a party on the roof of the building. He also hides the fact that he's invited the "Days of Our Lives" cast, since the girls embarrass him when they meet stars. Rachel discovers the truth about the party and soon, everybody knows (except for Chandler). Ross meets a new colleague and, instantly attracted to her, invites her to the party. Rachel and Monica go the party and act like crazed fans while Ross is intimidated by Charlie's former boyfriends. Meanwhile, Chandler is at a play alone. At the end of the party, Rachel is looking for Joey and Ross is looking for Charlie, and they find Joey and Charlie kissing.

Chandler and Monica court embarrassment when they secretly go to a fertility clinic for tests that will determine their family plans, until an old acquaintance runs into them. Ross hides his feelings for Charlie to help Joey woo her. Rachel sneaks into a spa for a massage and hopes that Phoebe won't find out and feel betrayed.

When Monica and Chandler learn of their chances for natural conception, they resort to interviewing unsuspecting male candidates to find the perfect match for one who could inseminate her. Elsewhere, Phoebe is incredibly nervous about going to a party that Mike will be at--until she bumps into David. Meanwhile, Rachel finds herself being mean to Charlie because of their common romantic interest in Joey, and Ross works hard on a lecture he hopes to present at a paleontology convention in Barbados.

Chandler gives David advice that culminates in David deciding to propose to Phoebe. However, Phoebe is still in love with Mike. Monica meddles and calls Mike, who shows up in Barbados and interrupts David's marriage proposal with one of his own. Phoebe chooses Mike, although she doesn't accept his proposal. Meanwhile, sparks fly between Ross and Charlie when they spend some time together rewriting his speech.

Charlie and Joey break up, and Rachel finally tells Joey about her crush on him. He decides nothing can happen because Ross is a good friend, but after he sees Ross and Charlie kissing, he heads back up to Rachel's room where the two kiss and shut the door. Meanwhile, Monica and Mike compete at a game of ping pong.

Still in Barbados after Ross' keynote address, the friends cope with a variety of dilemmas. Ross has kissed Charlie, although she is still officially dating Joey. Joey and Rachel have kissed as well, but they agonize over how to tell Ross. Mike followed Phoebe to the island and proposed, despite his being in a relationship with someone else. And Monica has developed big hair, due to the humidity.

Rachel, Joey and Charlie attend an uncomfortable dinner party at Ross' apartment. Chandler commits an unpardonable act when he and Monica visit a couple who have adopted a cute boy. Former surrogate mother Phoebe is visited by her brother, Frank Jr., who is desperate because he can no longer cope with his precocious triplets.

To help her younger sister, Amy, become a more responsible person, Rachel overrides Ross' strong protests and allows Amy to baby-sit Emma but soon regrets that decision. Phoebe unknowingly thwarts Mike's "anniversary" surprise for her. Monica and Chandler become concerned when Joey tries to use big words in a recommendation letter on their behalf to a child adoption agency.

Ross has a chance to be selected by Dr. Benjamin Hobart for an esteemed paleontology grant. Unfortunately, Hobart happens to be Charlie's obsessed ex-boyfriend. Phoebe tries to give a hideous painting she created to an extremely reluctant Monica and Rachel. Joey is offended when Chandler lies about viewing Joey's bizarre audition tape reel.