Whether you are running out to grab the groceries, trying to be stylish for a day in the office or heading off on a night out, the perfect ankle boots matched with the right jeans can be a winner of an outfit. But there are also so many ways to do it wrong: Should the jeans be tucked in or out? Should there be a gap between boot and pant? To go for matchy-matchy or contrast? Flats or stilettos? Skinny or straight leg? With the help of stylish celebs, we present our definitive guide of how to wear ankle boots with jeans.
10. Rihanna - double denim
The fashion risk-taker demonstrates the perfect way to match a pair of denim boots to jeans - with attitude! The delicate detailing of the boot softens the edginess of the ripped stretch jeans. And the out-there look is all topped off with a matching coloured T, plenty of bling - and a casually draped fur.
9. Kate Moss - casual chic
The model knows how to make a relaxed outfit look stylish, with straight leg jeans in a loose fit and a neutral tone, and bootie uggs for comfort while out and about. The warm and cosy look is finished off with a sweater and furry vest.
8. Rosamund Pike - pop of colour
The Gone Girl actress makes a statement - not only by the slogan on her T-shirt - but with her bold choice of yellow Dr Martens and cut off jeans. Not sure about the sophisticated coat, it makes the look into a bit of a mullet: all business on top but all play underneath.
7. Hailey Baldwin - ready to work it
Did the new Mrs Bieber borrow Justin's Timberlands? The socialite matches a pair of mens boots with jeans, slashed boyfriend style ones that are cuffed at just the right length for a working relationship with that industrial footwear.
6. Reese Witherspoon - school run mum
The Legally Blonde actress shows the best way to keep it simply stylish: it's all in the detail. The unusual edging to these brown boots elevate her standard "mom" look, and are paired with the perfect length fitted jeans.
5. Sharon Stone - making a splash
The Basic Instinct actress pulls of a casual style that works for coffee out with girls - or a business meeting. She can walk more than a mile in those flat ankle boots and the lick of white paint on them, teamed with the cut-off hem on the jeans, gives the look a bit of edge. This 60-year-old could teach them young ones a thing or two.
4. Miranda Kerr - monotone but not monotonous
Money may be no object for the wife of tech mogul Evan Spiegel, but Miranda has picked a wardrobe basic that will stand the test of time with this basic black boot that pretty much goes with anything. Especially with skinny jeans in that stylish shade of charcoal.
3. Zendaya - the greatest showwoman
She's only young, a babe at 22, but The Greatest Showman actress is quickly moving up the list of celeb fashionistas. Here, her look of designer heels with skinny jeans smartly teamed with a camo blazer demonstrates why she steals the show.
2. Kate Moss - high achiever
With the perfect pair of black stiletto ankle boots, nicely paired with skinny jeans, the model is the only one to take out a second spot on our chart, as well as earning second place overall. And the addition of the long statement coat and belt to the black-on-black look adds length to the short - by model standards - runway legend.
1. Jennifer Aniston - simply perfect
Taking out the No. 1 spot on our "Celeb How to wear Jeans with Ankle Boots" list is the relatable Friends actress, who has teamed a comfortably elegant boot-cut pair of jeans over an attractive, but not scene-stealing, pair of heeled boots. All hail the Queen! (You can catch Jennifer in the delightful Dumplin', coming Dec. 7 to Netflix.)