This year though, he had lots of practice, thanks to the numerous dress-up events at school, culminating in their Halloween party to make half-term.
Little A was a scuba diver for that one, in a clever trompe l'oiel pair of pajamas that was fairly accurate, according to his Certified Technical Diver father.
A week later was Halloween proper. While I spent every morning of his half term at work, I made a point of keeping Friday afternoon free to take him to my parents' and his godmother's houses, plus the others around the village that were giving out treats.
Before the grand sweet collection session though, Little A attended the building's Halloween party, where he sat quite well for a fair few minutes, according to the Au Pair.
For this event he donned a skeleton printed outfit, and gamely wore it throughout the day with minimal fuss.
While he has yet to eat a piece of candy, the queuing up for it was fun, and so was the dividing up between myself, Big A, and the Au Pair that came afterwards.
Next year, we already have a family costume planned. Let's hope we get the chance to put them on.