My daughter and I leap-frogged the person in front of us for the final mile of a race - it was obviously infuriating her so we 'chose' to drop back and come in last. That person was well sick when we were handed 3 bottles of wine as the loser's prize!!
I came second to last once. A local 5k while I was on a training holiday in Portugal. Most of the people there were amazing superfit runners and I'm an overweight slowpoke. Still ran my heart out and managed to speed up for the finish line to a great applause from the other runners. I thought I was the last, but as I was being walked around after finishing (they were worried I was about to fall over cos' I'd pushed myself that hard), the last person ran across the line.
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I have finished last. My first 10k.
I aim to start coming last more as I get older and lazier...
Was nearly last in my age group at IM Mallorca this year but some selfish German guy came in 2 minutes after me - gutted!