Finished last in a road race a few years back in 1998. It was the fist year I had started running again after abotu 13 years away. I have been back running for 9 months and racing for 7 months and in those races and realised there was quite a mix of ability and whilst not a whippet I generally finished in the top 2/3rds.
However was visiting the North-East and saw an evening 5 mile race advertised in Newton Aycliffe (30th December) and went along. As soon as I got there I started to get nervous. It was clear it was a small field and then I heard someone saying it was basically part of a league series that was pretty much frequented by good local club runners. Now really nervous. We got out onto the course. 2 laps around an industrial estate (complete with smoking chimneys - nice 
)
Ran well, first sub 8 minute mile pace race and a 5 mile PB of almost a minute but yes I was last. RAN A PB AND CAME LAST 
Quite amusing afterwards because somebody asked how it went and I said I struggled with the pace of the field and they said well as least you weren't the guy in the orange top at the back. Long pause but I decided it had to be done and replied "well actually that was me!"
Since then joined a club who twisted my arm back into some track racing e.g. 5,000M, 1500M etc. Have come last a few times in those and in the 5,000M regularly lapped but still running faster than 5k o nthe roads and quite enjoying it.
I decided to enter the 3,000M Steeplechase last year for a point after a guy from another club and I dared each other to run it. No I can't hurdle and wasn't even trying it (S/C hurdles don't move if you hit them !!!). So we vaulted climbed the barriers but the two of us were together and after the final water-jump (well Water bath would be more accurate) decided we would cross the line together hand-in-hand. Good laugh but the finishing method was all around the club in minutes (yep mobiles going to the A team at another match and various coaches) and still getting ribbed for it
