Agnes is talking about her pole vaulting career when she was pregnant and Seymour kicked as she vaulted and kicked the bar down, Seymor is agreeing but in reality he is not the real Seymour Skinner but Armin Tamzerian so he wasn't actually in Agnes at the time.
The sign outside the ice rink proclaims the day as Thursday: Clockwise Day. Homer later complains that the curlers come to sweep the ice on Saturday. Later, during his poetic speech after being invited to curl, he says it is the 17th of November. Since they are in exhibition for the 2010 Olympics, it is reasonable to assume that the story starts in November 2009. The 17th was a Tuesday in November 2009.