Ten-man Crawley capped the most successful season in the club's 107-year history by beating Eastbourne Borough 6-5 on penalties to win the Sussex Senior Cup.
Having won the Dr Martens League Cup last week, Reds made it a double thanks to three penalty saves by keeper Andy Little after the 90 minutes and extra time had finished goalless at Priory Lane.
Crawley, who had beaten Bognor, Horsham, Albion Reserves and Rye and Iden to reach the final, played most of the match with ten men after Ernie Cooksey was dismissed for kicking out at Matt Smart on 25 minutes.
Reds manager Francis Vines, who took over at the club in January, said: "To play for 90 minutes with ten men and win is a phenomenal achievement and it shows the character in the side.
"We have worked hard since I took over and we deserve our success. It means a lot to people and it caps a good effort by everyone at the club.
"It doesn't get much better than winning two cups in a week. But it is also something the club has never done before, so to make history as well makes it even better."
The result was a bitter disappointment for last season's winners Borough after a season which has seen them promoted to the Dr Martens premier.
Boss Garry Wilson said: "We're not going to be down in the dumps because we've had a terrific season. It would have been nice to finish it off on a high but that's football."
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