That is an interesting (but perhaps very appropriate, now that I think of it) venue for that discussion. I'm not intimately familiar with the LSL games myself, but am aware of their style and mood. I didn't much like the look of that last game you mentioned; Larry just looked too cartoony. Maybe it's just because the graphics of the old sierra games were so limited, but I didn't envision him as that comical looking. Instead, I had in mind a sort of guy like the golf/architect dude in Something About Mary---sleazy, sure, but a loser more by bad decisions than by appearance. Then again, I didn't play the game, so maybe that comes out more.

At any rate, I think the challenge with this sort of game is not making Larry so over-the-top that people can't relate to him. You have to sympathize/emphathize with him at least a little for the game to be pleasurable.