I do loves magazines, I do.
As a wee laddie, I looked forward to monthly issues of Jack and Jill (published right here in Philly), Humpty Dumpty and Famous Monsters of Filmland (and eventually, the illustrated "adult" horror magazines Creepy, Eerie and Vampirella--had to hide those from mom.) Of course, there was Mad, too (and an occaisional issue of Cracked.)
I also enjoyed the mags my parents bought. Life, Look, National Geographic, Reader's Digest. My dad's Popular Mechanics and my mom's Woman's Day and Family Circle.
Since I looked a little older than I was at the time, I was able to buy Playboy at some newsstands when I was just 15. Aside from the obvious attractions, I found myself actually reading the articles and fiction. Playboy was really an excellant magazine to read back then (late 70s to early 80s.) I'm sorry I missed it during it's 60s heyday.
I picked up an odd issue here and there of National Lampoon, but I didn't all together get the humor. I think I mostly bought it to look at the ads for posters.
I had subscriptions to Time and Newsweek, Analog, Ellery Queen Mystery Digest, and Alter Ego (an early comicbook fanzine.) During the 80s I was crazy for New York Magazine, along with Games and Rolling Stone and The New Yorker.
I've already talked here about TV Guide, a magazine I used to love when it had truely informative listings and articles that were actually worth reading.
There have been some great theatre oriented publications, now gone: Show Music, TheatreWeek and InTheatre. For a brief time there was an arts mag called Horizon that had extensive theatre coverage. The only mags I see out there now are American Theatre (too academic for me) and PlayBill (too much fluff.)
Nowadays, I like Men's Health, Esquire, Outside, GQ and Men's Journal. Some guilty pleasures include Real Simple, Wired, Vanity Fair and Entertainment Weekly.