One of the classic programming errors of the original SMB was being able to jump over the flag on a certain level. I think it would be a nice homage to recreate this by "unblocking" the sky above the flag on a certain level and letting the player go past the castle a little bit to find an easter egg, maybe a sprite of Squid the Exploding Rabbit.
I think that's a great idea! I always love scouring games for little secrets and I think it'd be neat if Jay did this and left us to figure out which level it's on.
So this is less serious suggestion and more "what if", but it would be kinda cool if each time the game loaded it was on a random level.
Would be way too easy with SOPHIA III and most other characters, especially Luigi, it would only take a good timing with jumping off the platform they have, I like the idea however, having some Easter eggs in SMBC would be a nice touch. Hell it would be even nicer if after jumping over the flag pole one would find a warp zone that leads to some level designed by Jay
When/if Lost Levels is eventually added, there'll have to be functionality for clearing the flagpole. Might as well put something there in the normal levels too.
I saw the title of the thread and thought this was a request to have all flagpoles in SMB:LL "opened" to jumping over them. I do think your idea of limiting it to just one is a good idea, just for something special.
Both LL and Special have at least one level that has a secret where it's required to jump over the flag to reach it.
LL has 3-1 which gives you a warp zone to World 1, and what does Special have...? By the way, if you're so sure that it's impossible, new readers, then check this out.
I don't remember. I just know I saw it on one of the maps. Edit: Found it. http://www.vgmaps.com/Atlas/X1/SuperMarioBrosSpecial-World4-2.png