Gary's imaginary job working for Ron is starting to catch up with him, and he's struggling for money; until he hits upon the idea of taking pristine 1940s items to the 1995 and selling them as collectables. While in the 1940s Gary enters a talent contest to try to win a new radiogram for Phoebe. Meanwhile, Yvonne is heavily into her drama group and lands a lead role opposite a very good looking actor, much to Gary's chagrin.

Yvonne thinks she may be pregnant, putting more strain on Gary's already frayed nerves. When Yvonne goes to her parents for the weekend, Gary joins Phoebe on a trip to the countryside to visit her young cousins, who have been evacuated. Spurned on by interest from an American man serving with the British, Gary takes his relationship with Phoebe to the next level.