If you want a fun show, try: The Drowsy Chaperone, Dirty Rotten Scoundrels, and The 25th Annual Putnam County Spelling Bee.
However, if you want to try going out of your comfort zone, i strongly suggest Sweeney Todd. It is a fantastic show, and it is really a fantastic theatrical experience. Try to catch it before it closes. However, if you do decide to see Sweeney, try to familiarize yourself with the plot. That will be helpful, but there are a few twists and turns of plot, so if you pay a tention during the show, you should understand what is going on.
I am a firm believer in serendipity- all the random pieces coming together in one wonderful moment, when suddenly you see what their purpose was all along.