If relationships are based on trust, then buying your partner a sturdy aluminum shovel with a telescoping handle, like Brooks-Range‘s Sharktooth Backcountry Shovel, is the off-piste equivalent of going all in. She’s not a hot-pink kind of girl? It comes in five other colors. $45;
Tecnica Moon Boots
Tecnica Moon Boots

Powderidge Crest Snowshoe
Powderidge Crest Snowshoe

PENANCE: Chastity
Patagonia Merino Sweater Coat

Eddie Bauer First Ascent Downlight Sweater

OK, guys, if you’re hoping to avoid a chilly reception with your gal this season, you need to know the rules.
Brooks-Range Sharktooth Backcountry Shovel

Rule 1: She often mentions things she needs. Take notes.
Rule 2: It’s not about you. There’s nothing worse than getting a pair of minuscule undies. (See rule 3.)
Rule 3: Be realistic. Don’t get an extra-small when she’s really a medium.
Rule 4: It’s the thoughtfulness that counts. Think in pairs. If you’re giving ski boots, toss in a pair of SmartWool socks (). Still stumped? I guarantee she’ll love her new knee-high Uggs Rosabella boots ($200; ) and Patagonia’s mid-thigh-length Merino Sweater Coat ($149; ) for chilly days around town. Eddie Bauer First Ascent‘s 800-fill-goose-down Downlight Sweater ($169; ) paired with any wool base layer from Icebreaker () will keep her toasty on your mutual winter adventures. You can thank me later.