League Two Colchester ammased more misery on Tottenham and Mauricio Pochettino by throwing them out of the Carabao Cup 4-3 on penalties.
Long before the goalless draw went to spot-kicks, they were forced to introduce Christian Eriksen, Erik Lamela and Heung-min Son to introduce some life into a poor performance from the Premier League club, but they did little to improve matters for Pochettino's under-fire side.
Lucas Moura had their best chance of the game when his free-kick from just outside the box forced a save out of Dean Gerken, but that was as much as he had to do until the shootout with Troy Parrott's second-half miss their only other opportunity of note.
Eriksen stepped up to take the first penalty in the shootout but was denied by the home goalkeeper, and after Moura's effort hit the bar from 12 yards Tom Lapslie held his nerve to beat Paulo Gazzaniga and send Colchester through, as Pochettino was knocked out by a lower-league side for the first time in his managerial career.
Tottenham's mix of youth and experience clicked well enough early on as they dominated possession without a cutting edge, but a narrow three of Moura, Dele Alli and Oliver Skipp behind Parrott looked uncomfortable when on the attack.
The closest the visitors came to a first-half lead came through their only shot on target of the opening period, when Lucas picked himself up after being fouled just outside the box to test Gerken with a powerful low free-kick which he was equal to.
Colchester failed to register an effort of any kind before the break but it mattered little to their fans, who were more than content to be holding a Premier League side at the interval.
After the break they came out of their shell a little, although they still failed to force any kind of save out of Gazzaniga over the 90 minutes - but more surprising was Spurs' toothless attack even with the introduction of Champions League final starters Eriksen and Son, as well as Lamela late on.
But bar Parrott lifting Eric Dier's dipping ball over the bar, and a couple of pot-shots from distance, they never gave Colchester anything to worry about, and the referee's whistle to signal the end of normal time was greeted by huge cheers from the home crowd, knowing their side's game-plan had worked to perfection.
In the shootout, Eriksen handed the hosts an early advantage when his low spot-kick was kept out by Gerken.
Substitute Jevani Brown let the visitors off the hook with a dreadful Panenka penalty which was so weak Gazzaniga could punch it clear after regaining his balance, but Spurs once again shot themselves in the foot when Lucas rattled the bar.
That left Lapslie the job of netting the winning spot-kick - and he did just that, beating Gazzaniga's despairing dive to find the bottom corner and spark jubilant scenes in the stands, which soon spilled out onto the pitch as Colchester reached the League Cup fourth round for the first time since 1975.
