| 1 | '''Air date''': October 19th, 1995 (UK), November 4th, 1996 (US) |
| 2 | |
| 3 | '''Adapted from''': ''[[Recap/TheRailwaySeriesB25DukeTheLostEngine Duke the Lost Engine]]'', "You Can't Win" |
| 4 | |
| 5 | [[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/youcantwin.jpg]] |
| 6 | [[caption-width-right:350:[[Recap/TheSimpsonsS6E10GrampaVsSexualInadequacy "Seeeex! What's so unappealing about hearing your elderly father talk about seeex? I had seeeeeeeeex!"]]]] |
| 7 | |
| 8 | Duke is feeling poorly and Stuart jokes that he and Falcon may have to keep him in order. Duke pays no attention, but when he is taking his passengers home, he starts wheezing and Falcon and Stuart have to help him. The three split up at the next station so Falcon can take Duke's train to the boat and Duke and Stuart can take Falcon's train home. Stuart is delighted, but Duke isn't quite out of steam and makes a grand effort. At the top station, a man tells his son that Duke had to help Stuart, who furiously disappears in a cloud of steam. |
| 9 | |
| 10 | !!Tropes featured in the episode: |
| 11 | * CoolOldGuy: Duke tricking Stuart when he managed to push him forward with all the steam he had left and arrived at the top station. |
| 12 | * IronicEcho: Stuart calls Duke a "poor old engine" as he heads the train. Then, at the end, Duke calls ''Stuart'' a "poor old engine" back. |
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