The longest running bet was "Lily bets Marshall that Ted and Robin won't end up together." The outcome of this bet teetered back and forth as Ted and Robin dated and broke up. As Ted got engaged to and nearly wed Stella, as Barney and Robin dated, broke up, as Ted professed his love for Robin and then was rejected as Ted realized that Robin loved Barney, as Barney and Robin were engaged and married... Lily continued to prompt Marshall to "pay up!" to which he replied "Not yet."
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