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18 Sentimental Gifts for Boyfriends That Are Softies at Heart

Bring on the cheese. 🫶

Headshot of Hannah OhBy Hannah Oh
sentimental valentine's day gifts for boyfriends
Design by Yoora Kim

If you're currently dating a guy who is totally happy with the five shirts he wears on rotation and the backpack he's been carrying for years, you might be struggling to come up with ideas for a V-Day gift. But even if he's not on hunt for fancy tech or hype streetwear gear, your boyfriend might love a sentimental gift that's more personalized and meaningful — especially if it's coming from you.

The best sentimental gifts usually include a reference to some kind of memory or inside joke, a cute note, or some sort of handmade touch. After all, you want to really say something with the present he'll unwrap on 2/14. That could mean a card you created yourself, a love letter on the first page of a monogrammed leather journal or a secret color changing mug and a gift card to the coffee shop where you had your first date. These gifts will help you show that you remember the little things he's mentioned in the past, whether that's a place he loves visiting or the artist he's been meaning to snag tickets to go see. After all, your love is above and beyond, so your personalized gift or letter should reflect that.

Ready to get inspired? Keep scrolling for our favorite unique, sentimental gifts for boyfriends that'll help you check "BUY VALENTINES DAY GIFT" off of your to-do list.

1

Compendium I Wrote a Book About You

I Wrote a Book About You
1

Compendium I Wrote a Book About You

$14 at Amazon

Tell him all the things you know and love about him in one silly, flirty, lighthearted book. Don't forget to record his reaction while he reads through it on Valentine's Day.

2
Budget Find

Infmetry Capsule Letters

Capsule Letters
2
Budget Find

Infmetry Capsule Letters

Spend a spare afternoon sitting down with this jar of adorable capsules and writing out 90 tiny love notes to go inside each one. We can guarantee that this is a daily pill he'll remember to take.

3

Lovebox Color & Photo Box

Color & Photo Box
3

Lovebox Color & Photo Box

Long-distance couples, listen up — these little Loveboxes allow you to send each other cute messages from afar. When you've received a new message, the little heart on the front will toggle to let you know that you've got mail.

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4

Uncommon Goods Custom Coordinates Embroidered Sweatshirt

Custom Coordinates Embroidered Sweatshirt
4

Uncommon Goods Custom Coordinates Embroidered Sweatshirt

Whether it's your shared hometown or the place that you met, these customized embroidered sweatshirts will allow you to show your state pride while matching with your boo.

5
Subtle yet Sentimental

Etsy Minimalist Engraved Leather Bracelet

Minimalist Engraved Leather Bracelet
5
Subtle yet Sentimental

Etsy Minimalist Engraved Leather Bracelet

If you're dating a low-key guy, he'll love this simple leather bracelet that has a hidden engraved message on the inside. It'll match all of his outfits, too.

6
Editor's Pick

Etsy Custom Paint by Number Kit

Custom Paint by Number Kit
6
Editor's Pick

Etsy Custom Paint by Number Kit

Now 10% Off

No need to be a painting protege to whip out a custom portrait for Feburary 14th — this paint by number kit turns your favorite pic into a DIY project that's way easier than it looks.

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7
Editor's Pick

Mapiful Create your Map Art Poster

Create your Map Art Poster
7
Editor's Pick

Mapiful Create your Map Art Poster

If you remember the exact address of where you two met, you'll be able to get the map of that location printed onto an adorable poster.

8

Etsy Romantic Personalized Record

Romantic Personalized Record
8

Etsy Romantic Personalized Record

Immortalize your song in the form of a piece of vintage-inspired room decor. You'll be able to put your favorite selfie on the record, too.

9

Artifact Uprising Everyday Photo Book

Everyday Photo Book
9

Artifact Uprising Everyday Photo Book

It can be easy for photos to get lost in a sea of screenshots in your camera roll. Pick out your absolute favorite ones and design your own photo book so that you'll have the memories printed forever.

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10
TikTok Favorite

We’re Not Really Strangers Couples Edition Card Game

Couples Edition Card Game
10
TikTok Favorite

We’re Not Really Strangers Couples Edition Card Game

This mega-popular connection game is the perfect way to form a stronger bond as a couple. Each card leads to unique conversations through simple questions like "What was I wearing on our first date?" or "How would you describe your grandparents?"

11
Unique Gift

Hula Home Hand Casting Kit for Couples

Hand Casting Kit for Couples
11
Unique Gift

Hula Home Hand Casting Kit for Couples

Now 53% Off

ICYMI, you can create your very own art out of the shape of your joined hands with this casting kit that uses plaster to create the prettiest sculpture.

12

Papier Le Classique Notebook

Le Classique Notebook
12

Papier Le Classique Notebook

Put his name on the front of this personalized notebook, and then fill the first few pages with a sappy letter telling him how much you love him.

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13

Uncommon Goods Our Custom Mixtape Art

Our Custom Mixtape Art
13

Uncommon Goods Our Custom Mixtape Art

Those songs that make you think of your first slow dance or first date can now live forever on a sick piece of retro wall art, personalized just for the two of you.

14

Stubhub Concert Tickets

Concert Tickets
14

Stubhub Concert Tickets

Now 73% Off
Credit: shiny7777

Snag a pair of tickets to go see your favorite artist live. Maybe it's the singer who wrote the song that defines you as a couple, or the band whose music you love to duet in the car.

15
Splurge Alert

Fossil Fenmore Midsize Multifunction Gold-Tone Stainless Steel Watch

Fenmore Midsize Multifunction Gold-Tone Stainless Steel Watch
15
Splurge Alert

Fossil Fenmore Midsize Multifunction Gold-Tone Stainless Steel Watch

Now 23% Off

This super classic watch can be engraved on the back for free. Whenever he wears it, he'll be wearing your sweet love note near and dear.

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16

Mark and Graham Harvey Leather Wallet

Harvey Leather Wallet
16

Mark and Graham Harvey Leather Wallet

Fill a monogrammed wallet with gift cards to all of his go-to places — the local coffee shop, his favorite burger joint, or the shop that sells that hoodie he's been eyeing for months.

17
Budget Find

Moonlove Magic Custom Photo Color Changing Coffee Mug

Magic Custom Photo Color Changing Coffee Mug
17
Budget Find

Moonlove Magic Custom Photo Color Changing Coffee Mug

This plain black mug is pretty unsuspecting (besides the heart handle, ofc) until you fill it with hot tea or coffee. The heat from your drink will reveal a photo of your choice. Voila!

18

Converse Custom Chuck 70 Vintage Canvas By You

Custom Chuck 70 Vintage Canvas By You
18

Converse Custom Chuck 70 Vintage Canvas By You

Give your boyfriend's shoe game an upgrade with custom Chucks. You'll be able to edit each section of the shoe to create a unique design that he'll go nuts for.

Headshot of Hannah Oh
Hannah Oh
Assistant Shopping Editor

Hannah is the assistant shopping editor at Cosmopolitan, covering all things from cute apartment decor to trendy fashion finds, TikTok products that are actually worth your $$$, and the perfect gift to buy for your boyfriend's mom. She previously wrote for Seventeen and CR Fashion Book. Follow her on Instagram for hot takes on red carpet fashion and unhinged updates on the books she’s reading on the train. 

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