This pleated midi-skirt is really sharp—I’d wear it with a fitted crewneck sweater and boots.

These jeans from & Other Stories look nice and skinny, but not skin-tight (and here’s a good-looking pair in extended sizes).

A nicely (but not overly) oversized denim jacket—which for reasons I can’t understand are really tough to find at a decent price.

Just a really easy blouse.

Everlane’s cashmere crewneck sweater is such a good deal, and it’s got a nice, streamlined fit. It comes in a ton of other colors too, if you’re interested.

Here’s a cashmere V-neck too, for even cheaper. I know that cheap cashmere tends to pill, but in my experience, so does expensive cashmere (the Nili Lotan sweater I wear even as I type is testament to this) so I have learned that it pays to go cheap.

I like the gold buttons on this double-breasted blazer—they’re very French chick.

A nice big huggy turtleneck sweater is a fall essential.

This car coat comes with a detachable hood, which is fun.

This sweater is a mohair blend, which is always so good and fluffy.

I like that this blazer is ever so slightly cropped.

This bomber seriously looks like it costs more than it does.

We have all bemoaned the fact that it’s tough to find a denim skirt that isn’t a mini, but here’s a quite excellent one.

Can’t go wrong with a classic Adidas Gazelle.

I like the slouchiness of these pleated trousers.

I pretty much always wear gold jewelry, but I really like silver too—it is so much cooler in some ways than gold, and less blingy and obvious. And it can look nice in sculptural shapes, like these stunners.

It also looks fantastic when paired with suede or leather, as it is here.

I crave a nameplate necklace, but want to get something more compelling and/or fun than just my name. Suggestions?

This ring has such a great simple-but-slightly-artsy shape.

A signet ring in silver is kind of a cool idea, and I like them best without monograms.

Just a really dramatic pair of earrings.

I also very much like how diamonds look with silver—so low-key and elegant.

The tiger eye here is just stunning.

The chain here is so nice, and I always appreciate a ball pendant.

Big hoops—as I have noted before—are the sexiest.

These initials by Monica Vinader are just really fun—I love that they’re all mismatched.

A ring that would look great in a stack.

Plaid shirts used to strike me as too tomboyish and style-less, but now I like them a great deal, and am—since I only have one—looking to expand my repertoire. I like how they look all oversized and slouchy, like here, and though they’re a natural with jeans, they get about a hundred times chicer when you pair them with trousers (I especially like how they look with leather pants).

The color really pops against the grey here.

And I adore black and yellow together wherever I find it.

The contrasting pockets and cuffs here are fun.

I like that this one is kind of faded out.

Blue on blue is always a winner in my book.

This silk option is nicely refined.

This is just pretty adorable.

Here is one I might go for: the blue and red together is so strong.

From Frank & Eileen, a shirt brand I really like: blue and white and nicely graphic.

I am mad for the poppy color combination here.

Here’s a sweet, feminine choice.

Red and black always looks great.

And finally: a classic scotch plaid from LL Bean.