Chandler refuses to sleep with Heather, but breaks things off with Samantha. Heather faints during a Dress2K fashion show. Chandler insists that she must take better care of herself, and flies her to San Diego for a doctor's appointment. Chandler threatens to tell Richard about Heather's pregnancy unless she does it herself. She instead asks Richard about starting a family. He turns her down. Peter convinces Samantha to pose as his fiancée to help land a client. She goes out with him the following night and has a good time, until Peter tries to kiss her. Peter helps her get a promotion, and insists that he has changed his ways. After Heather mocks him, he expresses suspicion about her relationship with Chandler. David pushes Jenny away because he believes it is dangerous for alcoholics to get involved. Laurie begins to realize her feelings for David, only to catch him kissing Jenny. Gwen encourages Ethan to apply to an exclusive prep school.
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