Marlon, Wellington and Boot the dog are looking at skateboards in a shop window, an item that Wellington desires greatly. He wants one for his Birthday, but will he get it? Later, Wellington tries to describe his version of the Battle of Agincourt to his friends which he says was fought on skateboards but they see through his thinly disguised attempt to scrounge presents. On his Birthday, to his delight though he discovers his present, the skateboard. Marlon, Maisie and Boot all watch his antics as he tries to master it. He even resorts to self-hypnosis in a vain attempt to become a skateboard wizard. To his discouragement, it is Boots that is transformed. Realising that he will never become any good at skate boarding, Wellington decides to use his experiences as a spur to achieve greater acclaim, to save mankind. Only, he ruely admits, he'd like to be famous for his skate boarding skills too.

Wellington is attempting to fix Marlon's broken buggy, but is it beyond help? Marlon asks Wellington to build him a new cart, but must fix his old one first. Wellington looks exasperatedly at all that remains of Marlon's buggy, that is a wheel, and jumps on it. Maisie demands compensation for the damage incurred and so Marlon receives another machine, an elephants foot strapped to a board on wheels which Maisie has to push. After this poor effort Wellington presents Marlon with a proper buggy. Wellington finally having made good says he feels "good, upright and wholesome...and incredible fed up".

Maisie wants to be elected the school May Queen. The baby hopes that it will be an honest election this year. Maisie agrees, only if all else fails though. She tries various intimidating tactics to rally support, but Marlon and Wellington object. Despite her dirty tricks, Maisie is elected and a triumphant procession passes our two friends. Is there no justice, they wonder. However, one of Maisie's hired bruisers runs amok and tramples her parade. Has she learned her lesson? Maisie is sorry she cheated, bullied and lied, but is most of all sorry she "lost".