it is a play on word. hes talking about racing for love. W for win lobby (L) for lose. he says he at the W so he has won and implying that he would consider the individual in the lobby a loss.
A trip to a grocery store, convenience store, or gas station for the sole purpose of buying an excessive amount of junk food and sugary drinks, usually with friends. A chud run often happens late at night and ends with everyone involved hating themselves afterwards.