Building My Art Portfolio

After reading the list of portfolio requirements for Milwaukee college, I thought that most of it would be fairly easy to put together. Then after thinking on it more I realized that most of what they wanted was drawings from real life, which is not my strongest area of drawing. I thought some of it would be more applying your creatitivy and imagination to your art, but it's mostly still lifes, figure drawings, etc. My portfolio will be needing A LOT of work now.
Originally I planned for my portfolio to include the work that best shows my creativity and skill overall and planned to put in works from all sorts of media. Of course now, I know i'll be needing to do a lot more rethinking about my portfolio. This year I plan to step outside of my box of the medias and topics I usually use and try new things to really help broaden my portfolio I'm planning to show my portfolio to as many colleges as I can, but my number one priority college is Webster University in St. Louis. Webster's requirements are pretty much the same basic requirements as Milwaukee, but they also want a drawing of a "hand tool". Hopefully I can use new experiences in AP Portfolio to help put together a piece that is from real life, but also has my own twist on it!