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21.11.1999 @ 15:00 Shyberry Excelsior Stadium Attendance: 4043
Alloa Athletic 4 - 4
(5 - 4 pens.)
Inverness CT
Referee: J McLuskey Challenge Cup / Final-match

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Starting Lineup
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Yellow cards
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Red cards
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Match report
Bitter disappointment for Caley Thistle as they lost their first ever senior cup final on penalties. They came from behind three times in normal play then again in extra time to take the game to a penalty decider. Alloa took the lead in 20 minutes when Gary Clark hit a low ball past Les Fridge from 15 yards. Barry Wilson equalised in 29 minutes with a neat chip over the keeper. A defensive error let in Mark Wilson to score Alloas second in 33 minutes but Paul Sheerin equalised from the penalty spot just after half time. This lasted 2 minutes before Martin Cameron made it 3-2 with a 15 yard angled volley. Another penalty goal by Sheerin made it 3-3 in 56 minutes. 14 minutes into extra time Alloa again took the lead when Martin Cameron beat the defence and ran on to score. Paul Sheerin completed his hat trick 8 minutes from time with a 16 yard shot. It was 4-4 on penalties after the regulation 5 attempts each. Alloa keeper Mark Cairns was the hero when he scored to make it 5-4 then saved Mike Teasdales penalty. The Cup was on its way to Alloa after an exciting match.