BEST: My parents saved up and paid for my final smester of college. I was so poor, I was selling plasma for gas and food. I was speechless for a long time. Without that, I was probably gonna have to drop out for a semester and work 2 jobs.
WORST: A few years ago I had a serious girlfriend and for Christmas I got her a bunch of stuff: Victoria Secret's, perfume, sweaters, a few of her favorite cd's, etc. Well, I also bought a really nice promise ring that had a diamond in it (kinda like a "hopefully we'll be together for a long time and then marriage"ring). Well, I was saving the ring for last. So, she gives me this folded piece of paper and on it was her office letterhead and scribbled in pen was "I owe you one dinner at your favorite restaurant". And that was all she gave me. Needless, to say, the ring stayed in my pocket. Now, I'm not the materialistic type, but we had been together for two years and she coulda at least given me a holiday card. It seemed like a last minute kinda, "oh shoot, I forgot a present, I'll just write an IOU on office paper", type thing. It was good foreshadowing, cause we didn't make it past February. P.S.--I traded in the ring for a Cartier watch!!