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Ask Strat: What Should I Get My Impossible-to-Please Boyfriend ?

When he’s particular about his stuff. Photo: Courtesy of Comedy Central

In our advice column, Ask the Strategist, we take your most burning shopping questions and survey friends, call up experts, and draw on our own personal experience to answer them. As always, please comment with any questions of your own — we’re here to help.

Question: MY BOYFRIEND IS I SWEAR TO GOD THE MOST IMPOSSIBLE PERSON TO SHOP FOR. He’s so particular that both his family and I are at a loss for what to get him for Christmas. He likes nice clothes (Acne Adrians and Saint Laurent coats, you get the idea) and has a Nintendo Switch. I would spend up to $300 (but would rather not). Help me!

This question came via text message, and we’ve gotten enough queries on the subject of the hard-to-shop-for boyfriend that it really warranted a post. First of all, congrats! He obviously has unassailable taste and has also chosen you as his partner, so that is a big deal! On the other hand, we know how tricky it is to find a holiday gift for a discerning recipient, but luckily (coincidence of coincidences) we’ve been accused of being impossible, too. Below, the several excellent gifts we’d love to receive, organized by price.

Gifts under $50

Kinto Travel Tumbler

This Japanese tumbler for hot and cold beverages is so handsome — the shape, the two tones, the frosty finish — if a touch pricier than something he’d get for himself.

Chup Fika Knit Sock in Berry

While these intricately designed knit socks probably aren’t exactly his style, we’re pretty sure he’d love to get (and wear) them come the 25th.

Keap Wood Cabin Candle

We have this (status) candle, we love it, and Keap could get away with charging twice as much for it, honestly.

Fantastic Man: Men of Great Style and Substance

An oldie, a goodie: A best-of collection from the Swedish hipster magazine’s first ten years in print.

Nintendo Switch Light-Up Dock Shield by PDP

A licensed-by-Nintendo shield for his Switch dock (he has a dock, right?) that lights up and changes color — we don’t play games, really, but apparently that symbol’s a Zelda thing.

Gifts under $100

ByredoBal d’Afrique L’Huile Parfum Oil Roll-On

Byredo roll-ons are the move — they’re more concentrated and longer-lasting than the eau de parfum (no alcohol to evaporate), they’re cheaper, and they’re travel-friendly. A genius stocking stuffer.

Maximum HenryBlack & Gold Slim Standard Belt

We own this belt (and in fact just bought another). It sounds like your guy likes very simple, high-quality things, so check.

Gifts under $200

Want Les Essentiels Kenyatta Canvas And Leather Dopp Kit

Another thing we already own and love, this leather and canvas dopp kit always looks so handsome on the Airbnb sink and is far too expensive to be something we’d spend our own money on.

Dusen Dusen Arc Throw Blanket

Williamsburg brand Dusen Dusen — inventors of the fun squiggle, as far as we’re concerned — make a throw blanket that is just the nicest dash of fun for a ho-hum couch.

Kaikado 200g Wide Tin Tea Canister

A beautiful Japanese-made tin vessel for tea or coffee or other, uh, herbals.

Killspencer Classic Sleeve

Killspencer is a California leather brand started by ArtCenter grad Spencer Nikosey, and almost everything is black, full-grain leather, and extremely covetable. We’d love to unwrap this little laptop sleeve.

Gifts under $300

Valextra Leather Card Case

Not to make this an inventory of things we’ve owned and loved, but our wallet was co-signed by experts, so we feel confident that it’d make an excellent gift. It’s also one of the only $300 things we would consider something of a steal.

Aire Ancient Thermal Bath & 60-minute Relaxing Massage

If you live in New York and remain stumped, consider a couples massage and bath package at Aire Ancient Baths in Tribeca — it’s a nice way to get toasty in the cold, and much cheaper than going to the Mandarin Oriental uptown (where $300 gets you diddly). It’s hideously early, but we’d suggest booking for 8 a.m. or 9 a.m. on a weekend — later in the day it gets a bit crowded.

The Strategist is designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best acne treatments, rolling luggage, pillows for side sleepers, natural anxiety remedies, and bath towels. We update links when possible, but note that deals can expire and all prices are subject to change.

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Ask Strat: What Can I Get My Impossible-to-Please Boyfriend?