Sheldon is in the state of woe because he doesn't expect that it will come so soon that someone has already appeared younger and smarter.
Though Leonard tries to comfort him, it doesn't work very well.
Sheldon described him as a cow that goes cry and is waiting to be taken out and shut in the eyes.
cow: female animals; you can describe a woman you dislike so much and think them unpleasant and stupid as cow.
dry: without moisture in it.
keen: has great enthusiasm towards something; very competitive in a game; competitive and low price
correct:in accordance with accurate and suitable way in a particular situation
woe: great sadness
tale: a story usually with magic and surprising experience.
