Oh, I love a good cheese board. This is what I do so that we can sit around for hours picking whilst we chat. I have an enormous slate roof tile that I use as a big cheese board. I write the name of the cheeses on with chalk. I also get out the cheese at least an hour before serving.
Cheddar - Snowdon Cheese Company Black Bomber, or Cathedral City Vintage. I have eaten my way through a gorge of Cheddar and these are my tastiest. Waitrose Cornish extra mature for a back up.
Orange cheese - Double Gloucester perhaps. I might skip this if I have all cheese lovers who eat all the cheeses.
Crumbly UK cheese - Lancashire or Wensleydale
Blue cheese - two of these, one like Stilton - Stickleton is a yummy alternative - and one creamy blue. Not so particular about that, Roquefort or Cashel Blue perhaps.
Rubber cheese - sorry, Dutch or Swiss :-) One with holes in or a really nice Gouda or some Emmental.
Goats cheese - A softish one, maybe rolled in ash. Alternative would be a flavoured cream cheese like Boursin.
A French type cheese, brie or camembert - unpasteurised for the win, if you can get them.
Novelty cheese - flavoured cheddar, Five Counties, Hunstman's, whatever you fancy. Avoid truffle flavoured cheeses, they stink IMHO and taint the rest of the board.
Slap all on a large board, each with its own sharp knife. Slice the first couple of slices of each to show which way they should be cut so no selfish person takes the very best bit from every wedge 
Two kinds of grapes, black and green, Sable and Candyfloss if I can get them. I have grape scissors, they are hilariously pretentious but people love using them.
Celery sticks sliced thinly, shoved into a glass of water, salt and pepper by the side.
Crackers - Water biscuits (Carr's), Cornish wafers, Jacob's multigrain, poppyseed.
Butter, soft and on its own plate with a knife.
Quince jelly, a sweet chutney, a pickle and a spicy chutney. Serve in little dishes with individual spoons or people faff with lids.
I might put out nuts and tangerines if it is Christmas time. Spray some nuts gold for a lovely effect.