It's Valentine's Day in the Hundred-Acre Wood and Pooh and friends come upon Christopher Robin, busily writing a card to someone whose name begins with W - I - N . . . Everyone assumes that the card is for Pooh, until the boy reads out the name Winifred. Christopher Robin has a new friend, a girl name Winifred. Pooh and the others now sadly assume that because the boy has a new friend he no longer needs them. Owl explains that it's just a case of lovesickness, that the boy has been bitten by a love bug. So the gang hatches a plan to capture a love bug that will unbite CR.
A little girl views her first day at school with fear and trepidation. "I won't know anyone. School dinners will make me sick. The teachers will bite me. I'll be the littlest," she complains. But school is a hit and she even makes a friend. The two new friends are horrified to discover that they are expected to go to school on the following day too!