Why not make a list of the top ten best suggested sub-class given by the group discussion?

The Flying Scottish Dingus

'Its another fine day here in [insert map name here]! Wait. What's that in the sky? And what is that in his hand? Oh no! Its a demo-' *PAN* *PAN* *DEAD* *TAUNT*

Loadout
Ali Baba's Wee Booties (for the extra HP)
Sticky Jumper (for Mobility)
And Da Pan (for the Lulz)

The result is the most annoying demoman you can have against you. Insane mobility and good HP. The only problem is that he is only good in close range and that he is only good against one person at a time. But dayum, is it if fun to land on flaming snipers face while he runs to get a medkit.

Advantages:
+Fun
+Unpredictable

Disadvantages:
-If you see him coming he's as good as dead
-Extremely close range

How to beat him: Just focus him once he's on the ground. He can't kill all 5 of you just with 'Da Pan'.

-I editted 'cause I forgot to add the Advantage-Disadvantage list-

Another awesome loadout is 'The Healscout'. I use the shortstop, the mad milk and the candy cane. Yes it does have a weakness to explosives (one rocket or sticky and you're out) but otherwise the bonus healing is insane. Imagine this scenario. You play the 'Healscout' and you got say 40 health remaining after getting hit by a stray rocket. You find a spy who's about to backstab one of your snipers when you got get a medkit. First you throw the milk, then shoot him and then smack his face with the candy cane. Full health in seconds, a dead spy and a sniper who didn't even understand what happened. Its a win-win!