The answer is: not very! Most of us liked drinking silly drinks and going to the rubbish night clubs, no pretension. But there were a few college ENTS officers who liked to try to be a bit cool (Kings College was very very coool) and invite proper artists rather than East 17 or the normal silly nonsense we had. I guess Dan had his Footlights rep as well.
My favourite ultimate uncool performance there was when they did Copacabana and Aisling ONeil (Martin ONeil the football manager's daughter) was Lola, complete with the plastic fruit hat. She tried to be cool after that, but it never worked..