THE Welsh Premier club with the best Welsh Cup record in recent years, Bangor City crashed out at the first hurdle with a 2-1 defeat at Holyhead Hotspur.
A late goal from Dean Garmey secured a fourth round home tie with Bala Town for the Huws Gray Alliance Harbourmen, who hit back from being a goal down.
Hotspur had an early scare when a defender turned a City shot just outside a post and keeper Carl Jones then saw his attempted clearance rebound of Michael Elstone, but the ball deflected to safety.
At the other end, City stopper Connor Roberts did well to tip a Jamie Roberts free kick over the bar before ex-Citizen Corey Jones spooned a shot over the target from a good position.
A fumble by Jones let in Chris Jones who had the ball in the net only to be flagged offside.
After the break, Jones blocked a Christian Langos shot but then failed to hold a Damien Allen corner kick and Matty Woodward handed the Blues the lead, stabbing the ball into an open goal.
Shaun Cavanagh went close to doubling the visitors' lead, but his shot rolled agonisingly across the face of the home goal after another error by Jones.
The miss proved costly as City failed to clear a free kick and Rhys Roberts forced the ball home from close range to level the scores.
And, with extra-time looking, the home support in a 700 crowd were able to celebrate when City again failed to clear their lines and Dean Garmey poked the ball past Roberts from close range.