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  • Gift Guide #9: The Hard-to-Shop-For Crowd (You Know Who You Are)
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Gift Guide #9: The Hard-to-Shop-For Crowd (You Know Who You Are)

December 7, 2020April 29, 2026

Who’s left on your holiday shopping list? There are always a few people who are tough to buy for, so this week (on Instagram) we asked who was stumping you the most. Your answers: teenagers, co-workers, in-laws and teachers. Here are tons of ideas, most of which are under $30…

TEENS AND TWEENS:

Urban Outfitters sweater

Urban Outfitters gift card

Tatcha dewy skin cream width=

Dewy skin cream

manime nail set

At-home gel mani kit

LED lights

LED lights

timothee chalamet laptop sticker

Laptop stickers

Guinness Book 2021

Guinness Book of World Records

Curious about what the cool kids want these days, I asked three teenagers I love to reveal what’s on their wishlists. Their text replies came quickly and included “skincare and masks,” “Urban gift certificates,” and “LED lights for our bedrooms.” Other fun ideas are laptop stickers and the always fascinating Guinness Book (remember the dude with the longest fingernails?!). We love you, teens! You’re doing a great job.

CO-WORKERS:

cup of jo keytag

Sweet keytag

Samantha Irby funny essays

Funny essays

sun lamp

Sun Lamp

Food pizza socks

Food socks

let me hold this for you tray by People I've Loved

Heartfelt tray

Bien Cuit Salted Chocolate Buckwheat Cookies

Salted chocolate cookies

How much do you miss the people you used to share an office with? I’m even nostalgic for the broken printer and old leftovers in the fridge. For your favorite co-workers, consider a sun lamp to keep spirits up this winter, or a sweet tray to remind them that even from a distance, you always have their back.

TEACHERS:

Target gift card

Target gift card

Rifle Design stationery

Chocolate penguins

Thank you card

Thank you card

This year, more than ever, I want to weep when thinking about all the incredible teachers out there. A genuine thank you note from you (or your child) could mean so much. Gift cards are also fantastic, “even if it’s $5 to a local coffee shop,” says Larissa. Keep in mind: “TEACHERS HAVE ALLLLLLL THE MUGS,” says Katie, as well as “millions of apple and pencil and other teacher-themed ornaments,” adds Heidi.

IN-LAWS:

burrata cheese set

Burrata cheese set

Faccia Brutto Spirits aperitivo

Amazing aperitivo

Kate Baer What Kind of Woman

Book of poetry

artifact uprising photo book

Photo book

bestmade hat beanie

Lambswool cap

national parks donation

Donation to National Parks

For those hard-to-buy-for family members, consider a crowd-pleasing food gift, like creamy burrata with salty olives and prosciutto. To help keep them warm, something soft like this lambswool cap that comes in six colors — and to warm their heart, a photo book of the grandkids who miss them so much.

Thoughts? Are these helpful? Any other stumpers on your list?

Note: If you buy something through our links, we may earn an affiliate commission, at no cost to you. We recommend only products we genuinely like. Thank you so much.

P.S. Last year’s hard-to-shop-for guide, and the complete 2020 Cup of Jo gift guide!

(Charity donation photo by HKI/Ian Christmann.)

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