Not really an embarrassing moment, but a funny one. I remember being at the Sunderland match, start of the 04-05 season, Tim Sherwood had just joined and as the players were warming up he came over to the side of the pitch so I asked him for a photo. He put his arm on my shoulder, my mate took the pic and he trotted off. I took the camera from my mate to see the pic, only to find no pic. I asked my mate what had happened, only for him to say "I don't know how your camera works" - I asked him why not ask me, he said "I didn't want to look a tw@t in front of Tim Sherwood."
I'm gutted because as we all remember, Sherwood became a Sky Blues legend, captaining us to a triumphant return to the Premier League as Peter Reid delivered Mike McGinnity's demand for 'instant success'. Oh, no, hang on, the other thing...