Sam and Max trick or treating as Elaine and Guybrush. This was for a Halloween contest they were running over at Telltale Games (so I tried to throw in as many Telltale references as possible).
I originally had a bit of a dialogue going in this too, but cut it cause I liked the background too much.
It went:
Sam: How did you ever talk me into this humiliating holiday crossover? These pants are riding so high they're tickling my tonsils.
Max: That why I prefer to go au naturale Sam. Also, I'm afraid to muss my adorable bunny butt bouffant.
Sam: Well, now I know what polyester tastes like.
Happy Halloween... again. Is this the third or fourth time I've said that?
I can recommend the game (old adventure 1993 by LucasArts) called: Day of the Tentacle
Quite hard to figure everything out (it has past-present-future), a real classic..
If I look/read through your gallery, it's really a game you would enjoy. Maybe draw something funny out of it as well..