Hamburg was left red-faced after crashing out of the DFB-Pokal first round to fourth-tier outfit Carl Zeiss Jena, losing 3-2 after extra-time.
Justin Gerlach opened the scoring with a low strike after 15 minutes, but Jena was pegged back when Ivica Olic found the net four minutes into the second half.
Velimir Jovanovic capped a counter-attacking move to re-establish Jena's lead just short of the hour mark and the home side looked destined for the second round.
However, Michael Gregoritsch struck deep into stoppage-time to force an additional 30 minutes.
Having been denied victory in normal time, Jena rallied to clinch a memorable result - Johannes Pieles scoring the winner in the 106th minute.
Bundesliga champion Bayern Munich had no such problems as it brushed Nottingen aside with a 3-1 triumph in which Arturo Vidal, Mario Gotze and Robert Lewandowski netted.
Vidal's fifth-minute penalty was his first competitive goal for the club since joining from Juventus.
It was a similar tale for 2014-2015 runner-up Borussia Dortmund, which picked up a 2-0 win at Chemnitzer despite rarely shifting out of first gear.
Pierre-Emerick Aubameyang and Henrikh Mkhitaryan found the target for Thomas Tuchel's side.
Ingolstadt - promoted to the Bundesliga for the current campaign - fell to a 2-1 defeat at Unterhaching, while Paderborn - which went the other way - won 2-1 at Lubeck.
Freiburg and Bochum both registered 5-0 victories against Barmbek-Uhlenhorst and Salmrohr respectively, while 10-man Sandhausen beat Bahlinger on penalties.
Heidenheim was a 4-1 victor over Pirmasens, and Fortuna Dusseldorf prevailed against Rot-Weiss Essen despite missing two of its first three penalties in a shootout.
In the day’s late kick-offs, Hannover picked up a 2-0 win at Hessen Kassel, Mainz was a 3-0 victor at Energie Cottbus, and Kaiserslautern required penalties to see off Hansa Rostock.