Nowhere near the worst for me! We played quite well that day and even after they scored in the 89th minute (Gary Lund - I was working with his uncle at the time!) we still hit the woodwork!
For me it was Lincoln away 4-1 defeat, think it was league cup.
My first ever game, Southampton away in a Milk Cup replay, circa 1982, Graham Baker, ex-Saint was playing for us, we hit the post in the first 30 seconds and battered them all first half, yet went in 1-0 down. We lost 4-0 and it absolutely pissed down, at least it was only 20 minutes to home for me, felt sorry for the lads and lasses that made the trip down!
Also September 19th 1989, losing 2-1 away to Brentford in the League Cup, I went to the Portsmouth-yoonited game the next night too, rags were 3-0 up at half time (finished 2-3) and singing 'City, you are next, City, City you are next.... we all know what happened on the following Saturday (plus we beat Brentford 4-1 second leg iirc!)
Best, probably spuds away, 3-0 down, Sir Joseph of Barton sent off at half time and coming back to win 3-4....Macken!!! The semi vs the rags, how quick did they empty the stadium???!!! Sunderland League Cup Final was great too just for the sheer quality of Yaya and Samir's goals.