At this moment in time mine are:
Blazer - Not a blazer, but a ruffle-front moto-style jacket of light weight grey twill with subtly shiny abstract splotches of silver and black. It's been getting a lot of wear during the unseasonably warm weather we're having and adds pizazz to my black black and more black wardrobe.
Trench - While I have a standard issue black trench (waiting to be shortened) my coat of the moment is a silky black hip length jacket with some trench detailing. But it has a zipper instead of buttons, and a ruffle around the neck and down the front to hide the zipper. I bought it to fill the need for a light weight dressier topper, and I'm wearing it much more often than I thought I would. What a surprise that I, who am not all about ruffles, have 2 ruffled items on my Maginificent Five list!
LBD - At age 61 I've never had one and haven't felt deprived. My version of the LBD is flowy black pants with a dressy top, or a black pencil skirt with a white tunic shirt and dressy accessories a la Angie's semi-formal tunic shirt outfit from a few years ago. Still one of my favorite Angie outfits!
Perfect Jeans - Vanilli dark wash, high-rise, straight leg jeans with zippered front pockets. I feel very long-legged when I wear them, and they hold their shape through multiple wearings. Sadly no one sees the cute zipper detail because I never ever tuck, but those little zippers make me happy!
Bag - This is where I'm lacking. My almost-everyday winter bag is a large black leather tote that I got at JJill a couple of years ago. It suits me because I'm not into blingy bags, but I wish I had something a bit more interesting. I do have a cute red textured clutch for dressy occasions, but it's too small to carry for day.
Thanks for starting this thread...it's been fun seeing how others have personalized these 5 "must-haves"!