One thing that makes wine so nice is that there is really no right or wrong. Just because we like something doesnt mean that you will. If I were you I would start out just trying some different types that arent so expensive. Wine mags have "Great Value" wines that are ranked high but dont cost you a lot of money especially when your just starting out. I like Wine Spectator because my taste seems to be in line with theirs. I worked at a winery for a while and can promise you, just because something is expensive or older doesnt make it good. I usually stay with a 06 to 07 Ruffino Chianti Classico or Columbia Crest Two Vines Cab. which are fairly inexpensive. Many would say to hold on to them but I like them now. Drink what you enjoy, not what is most expensive. Good luck.
-Drew