Goodnight Sweetheart - Season 2

After months avoiding going back in time, Gary returns to the 1940s to try another investment scheme using his knowledge of the future. Despite trying not to let Phoebe know he's there, he bumps into PC Deadman and discovers there have some big changes at the Royal Oak in his absence.

In 1995, Yvonne is desperate to move house and start a family, and the pressure has started to affect Gary's "performance". In order to test his equipment, he goes back to 1941 to visit Phoebe, and finds she has a new admirer, a Czechoslovakian soldier named Ludo.

In 1995, Gary's present-day marriage to Yvonne is under strain, and things only get worse when Gary is convicted of drink-driving, and loses his driving license and then his job. In 1941, Phoebe begins to warm to Gary again, and they begin to consider a possible future together.

Gary talks Ron into giving him a pretend job as a cover for his time travelling, but when Gary's constantly "working late", Ron starts to pay the price. Facing pivotal points in both his relationships, Gary agrees to have meals with both Yvonne and Phoebe at the same time... but 53 years apart!

When Yvonne is offered a promotion at work, she wants them to move to Macclesfield in Chesire. Realising he can't continue his double life, Gary has to choose between Phoebe and Yvonne, and concocts of a risky scheme to get himself out of the situation.

Gary is disappointed to discover that 1941 is a great place to visit, but a terrible place to live. He's hungry, bored, and now that he lives in the East End, he's expected to enlist in fire-watching duty. Meanwhile, Phoebe is incensed to discover that her relationship with Gary is the subject of local gossip. Desperate to go back home, Gary tries to figure out how to un-kill himself in 1995.

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.

Having made an impression with his performance in the 1940s talent show, Gary is signed up by Sidney Wix to perform around London. Gary's nerves aren't helped by the late night performances in rough areas, coupled with his promotion to lead actor in Yvonne's play. The pressure increases when Sidney Wix offers Gary a lucrative contract to sell "his" songs to recording artists, a deal Phoebe believes will provide them with a terrific future.

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.

Phoebe receives an unexpected letter from the brewery saying they have another tenant for the Royal Oak and she has to leave. George Harrison, the brewery's sleazy representative says if she lets him stay in her spare room and provides "special favours", then he'll make sure she keeps her tenancy. In 1995, Gary campaigns to stop building in Duckett's Passage which could severely impact his ability to travel back to the 1940s.