You’ve got cocktails with the girls on Friday, a Christmas tree to collect on Saturday and a table booked at the pub on Sunday. There’s a pair of jeans for all three, though the ones you’ll want with a slingback are probably staying at home on the trip to the tree farm. Here’s how we’d wear ten pairs through December, right down to the shoes.
1. Christmas cocktails with the girls
MAC Danni coated barrel jeans in black · £119

Start with the coated black Danni and tuck an ivory lace-trimmed camisole into the waistband. The lace softens the finish of the jeans, while a pointed slingback peeps out below the curved leg. Add gold hoops and a long coat for the walk to the bar.
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Three tops to wear with these jeans
Rosemunde Bridget lace top in New White£59.99
Munthe Valence black sequin and fringe top£189
Vilagallo white silk Cupid-print shirt£195
2. The Christmas work party
NYDJ Barbara Bootcut in Black · £139.95

For a day at your desk followed by dinner with everyone from work, wear the black Barbara bootcuts with HV Society’s pale-blue Belle shirt and a pointed ankle boot. The detailing on the shirt means you can leave your blazer on the back of your chair and still feel dressed for dinner. This pair has a 30-inch inside leg.
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Three tops to wear with these jeans
HV Society Belle light-blue blouse£99.95
Part Two Caterina blouse in Green Gables£89.95
YAYA Arctic Seal grey high-neck blouse£79.95
3. Going to get the Christmas tree
Red Button Casey in Dark Stone Used · £69

This is a wellies-and-warm-socks morning. The Casey tapers towards the ankle, so you can fold up the turn-ups to clear muddy ground or tuck the hems into your wellies. Wear the cherry Gym+Coffee sweatshirt under an open waxed jacket, and take gloves you’re happy to get pine needles on.
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Three tops to wear with these jeans
Gym+Coffee Sierra sweatshirt in Cherry Crush£65
Joules blue cable-knit jumper£39
HV Society Xandra navy jumper£79.95
Three jackets for the Christmas tree farm
For the olive waxed look in the photo, try the Barbour Classic Beadnell over the cherry sweatshirt. The Joules Rusland gives the same jeans a softer country look in tweed. If rain is forecast, the navy Joules Coverall has room for a knit and a fleece lining for the walk back.
Barbour Classic Beadnell olive wax jacket£269
Joules Rusland tweed fieldcoat£199
Joules navy fleece-lined waterproof coat£149
4. A cosy Sunday pub lunch
MAC Dream in Light Cognac · £129

Light Cognac denim, an ecru fine knit and tan Chelsea boots are what I’d reach for on a cold Sunday. The slim leg sits neatly inside the boot if there’s a walk before lunch. A checked scarf adds warmth outdoors and comes straight off once you’ve got a table by the fire.
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Three tops to wear with these jeans
Red Button ecru fine-knit top£38
Barbour Marlow argyle wool jumper£119
American Vintage Damsville jumper in Sable Chine£110
5. An evening down the pub
Red Button Claudette in Mid Stone Used · £75

For the December night when everyone’s back in town, pair the Claudette’s wide leg and contrast inserts with Naya’s black top. The mesh sleeve detail feels dressy even with a low block-heeled boot, which is what I’d wear for an evening you might spend standing.
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Three tops to wear with these jeans
Naya black mesh-sleeve top£59
YAYA Coco Brown satin blouse£79.95
Vilagallo Stars and Guitars shirt£129
6. Christmas shopping
PAIGE Anessa in Rich Chocolate · £275

The cropped chocolate Anessa leaves room for a trainer without the hem trailing on wet pavements. Pull on HV Society’s pale-blue Yara jumper and take a crossbody bag so both hands are free. I love the soft blue against that deep chocolate brown.
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Three tops to wear with these jeans
HV Society Yara light-blue jumper£94.50
American Vintage Vitow cardigan in Curacao Chine£165
Fransa Salute stripe cardigan£49.99
7. Christmas Eve at home with friends
MAC Dream in Burgundy · £129

Burgundy jeans feel just right for the first glass of something on Christmas Eve. Try the slim MAC Dreams with Noella’s baby-pink knit and little gold hoops. Add burgundy velvet flats if you’re popping round to friends. The colours still make the outfit if everyone leaves their shoes by the door.
Three tops to wear with these jeans
Noella Latora baby-pink knit£115
Fransa Port Royale flock-dot shirt£54.99
YAYA off-white balloon-sleeve jumper£79.95
8. Christmas Day
Frank Lyman white crystal-hem jeans · £71.99

For Christmas lunch, I’d pair the crystal hems on the white Frank Lyman jeans with Jessica Graaf’s stone jumper. The embroidered spots pick up the detail in the jeans. I’d wear the silver flats if we were going out for lunch. At home, I’d quite happily spend the afternoon in my socks and let the crystal hems do the dressing up.
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Three tops to wear with these jeans
Jessica Graaf stone embroidered-spot jumper£59.99
Part Two Evina cashmere jumper in Green Gables£159.95
Vilagallo navy embroidered lambswool jumper£179
9. Boxing Day drinks at the neighbours’
Red Button Bibette in True Black · £69

If you fancy getting dressed again after a slow Boxing Day morning, tuck Milano’s fuchsia satin shirt into these high-waisted black flares. The Bibette has a 33-inch inside leg, so check where the hem falls with your boots. I’d choose a heeled pair that disappears under the flare.
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Three tops to wear with these jeans
Milano fuchsia satin shirt£99
Monari Black Coffee leopard jacquard cardigan£149
Stella Nova white broderie anglaise blouse£190
10. New Year’s Eve on the dance floor
PAIGE Anessa in The Disco · £275

This is where I’d bring out the silver Mary Janes. The cropped indigo Anessa leaves the strap on show, and a flat pair will see you through the last song. Haako’s black sparkle vest keeps your arms free for dancing. Add a jacket for the journey home.
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