If you find youself wanting to quickly obtain 40 skips, you can boost it with a friend (Though having 3 others will make it that much easier).
Simply set up the game type to include the ability to not be forced to play cards even when a play is available, and the ability to draw cards without ending the turn(I wish I could remember the exact options but they allued me at this moment in time).
Now when playing the game, you will want it so that the person helping you boost is across from you (That's why having multiple people help). I believe this can be achieved simply in a free for all game, but it may take a couple tries (I did it with 3 friends).
Now activate a skip card so that it passes the play onto your boosting partner (Or vice versa), now the other person activates a skip card changing the play back to the original player (So even if there are computer's present, it doesn't matter). If you do not have a skip card, then simply keep picking up cards (By pressing B) until you do.
I was able to do 40 in a few minutes.