The oldest thing in my closet is an Easter dress from 1989--20 years old!  I think I have held on to it b/c it's memories from college.  At the Christian university Olan Mills would come out and do roommate pictures and I still have the picture displayed in my living room with my roommate and me and in the picture I am wearing my Easter dress!  I actually wore it about 2 years ago to work.  It's a simple pastel pink dress that as long as it fits me will probably never go out of style--unless being "too cute" is out of style.  

Two weeks ago when we went to clean the house for the friend who is dying I put on a pair of old Calvin Klein jeans because I knew we were going to get messy and I even got dirty.  The jeans have a t-bear patch on one knee, two holes in the crotch--yes, you could see my panties if I wasn't wearing a long sweatshirt, one belt loop has come undone and the hem is frayed.  I love these jeans though because they are actually the only ones that really fit me!  I haven't worn them in several years but they came in handy the other week.

Other than those 2 items I don't think I have much else.  I clean my walk-in closet out twice a year.  Whatever I didn't wear all season I donate to Goodwill at the end of the season.  I am actually getting ready to do that next month when I have the extra days off during my vacation!