Action Comics #492
Superman returns from a mission in space to learn Lois and Lana have been threatened. He saves Lana, but Lois mysteriously dies. The next morning, Superman wakes to find that it is 1988 and he is married to Lana. This future has all sorts of appeals to it. He then wakes up further in the future, when he has children. But then Lana and the kids all die. It all turns out to be a plot by the Phantom Zone villains to get Superman to kill himself, but he overcomes their illusions.
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Superman returns from a mission in space to learn Lois and Lana have been threatened. He saves Lana, but Lois mysteriously dies. The next morning, Superman wakes to find that it is 1988 and he is married to Lana. This future has all sorts of appeals to it. He then wakes up further in the future, when he has children. But then Lana and the kids all die. It all turns out to be a plot by the Phantom Zone villains to get Superman to kill himself, but he overcomes their illusions.
Plot details indexed by the Grand Comics Database (CC BY-SA).