A ridiculously easy procedure that defies the standard approach for recipe writing, as it all depends on the size and consistency of your pears.
First, catch your pears. They may be big ones, in which case you want one per person, or tiddlers, in which case, two per person is better. Peel them, but leave the stalk intact if you’re being fancy. You needn’t worry about them discolouring for reasons that will become obvious.
Put them in a pot so they fit in one layer, and then pour over enough red wine to cover them. Ideally the wine should be something soft, like a Merlot. Six average sized pears will probably need an entire bottle of red; maybe more. You can always drink the rest. Now, for each 750mL of wine you’ve used, add 250g of caster sugar to the pot.
Add some spices. I’d go for a vanilla pod, split down the middle, plus half a bashed up cinnamon stick. You could go the whole hog and use ginger, cloves and nutmeg, but that might be over-egging your pudding.
Bring the pot to the boil, stirring to dissolve the sugar, and then reduce to a mere simmer. The pears are done when they’re done, and not before. In practical terms, this means waiting for about half an hour, and then sliding a metal skewer through the thickest part of a test pear. Repeat every five minutes until you’re met with no resistance. Small, really ripe pears will probably be done in half an hour or less, artillery grade fruit may require the best part of an hour.
Remove the pears with a slotted spoon, and then turn up the heat, reducing the liquid as much as you dare, stirring frequently so it doesn’t burn on the bottom. After a while the liquid will thicken, and a spoon drawn through it will leave an obvious furrow, that hesitates before closing up. Don’t leave it unattended at this stage.
Pour the hot syrup over the barely warm pears and serve. Vanilla ice cream or custard is not out of the question. You can also let them go cold and serve later, but do pour the syrup over the pears first, so it doesn’t solidify in the pot!