12 Hilarious Boxer Briefs to Gift Him This Valentine’s Day

(TL;DR) Find the perfect funny Valentine’s Day boxer briefs for boyfriend to make him laugh. From gag gift underwear for him Valentine’s to custom prints, these 12 picks are cozy, cute, and ready to ship.

Finding a gift that isn’t a cliché stuffed bear can feel like a lot of pressure. You want something that feels like “you guys”—something that makes him chuckle when he opens it but is still soft enough to actually wear.

Using Hilarious men’s underwear for Valentines is a great way to show your silly side. If you are looking for gag gift underwear for him Valentine’s, you want to find something with a breathable cotton blend so he stays comfortable. Even if you need last minute funny Valentine’s gifts for him, these ideas help you find peace in your shopping.

💘 Nancy’s Top 3 Cupid Picks

🛒 Buy “Taco Bout Hot Boxers” on Amazon

🛒 Buy “Custom Heart Eyes Boxers” on Amazon

🛒 Buy “Custom Face Pattern Boxers” on Amazon

Punny boxer briefs for boyfriend 🌮

These picks are perfect if you want a laugh that is sweet, not awkward.

1. “Taco ‘Bout Hot” Briefs

• The Gift: Bright yellow boxers covered in tiny tacos with a “Hot Sauce” bottle on the hip. It’s colorful, spicy, and very cheerful.
• Why it Works: It uses food humor which is always a safe bet for a new relationship or foodie partner.
• Best For: The guy who lives for Taco Tuesday.

🛒 Buy “Taco Bout Hot Boxers” on Amazon

2. “Nice Pear” Punny Underwear

• The Gift: Soft green briefs featuring two happy pears holding hands. It is adorable and looks great in a gift basket.
• Why it Works: It is sweet and “Pinterest-soft” without being too sappy or over-the-top.
• Best For: The “soft boy” aesthetic lover.

🛒 Buy “Nice Pear Boxer Briefs” on Amazon

3. “All Mine” Personalized Tag

• The Gift: Classic black boxers with a cheeky “Property Of [Your Name]” stamp on the back. Simple, bold, and effective.
• Why it Works: A simple novelty print boxer briefs for men staple that never gets old.
• Best For: The long-term boyfriend or husband.

🛒 Buy “Property Of Boxers Personalized” on Amazon

4. “Hooked on You” Fishing Print

• The Gift: Blue trunks with little fishing lures and a heart-shaped hook. Great for guys who love the lake life.
• Why it Works: It connects his favorite hobby to your love in a light, thoughtful way.
• Best For: The outdoorsman.

🛒 Buy “Hooked on You Boxers” on Amazon

Custom face boxers for Valentine’s Day 📸

Put a face on it! These follow the huge “face crop” trend happening right now.

5. The “Multi-Face” Pattern

• The Gift: Put your face in a repeating pattern all over these funny Valentine’s Day boxer briefs for boyfriend.
• Why it Works: It is a TikTok viral “Face on Boxers” trend that always gets a huge laugh when unwrapped.
• Best For: The guy who doesn’t take life too seriously.

🛒 Buy “Custom Face Pattern Boxers” on Amazon

6. The “Heart Eyes” Custom Print

• The Gift: Your face cropped inside a little red heart icon. It usually comes on a white or red background.
• Why it Works: High visual impact and very “Instagrammable” for your Valentine’s recap post.
• Best For: Someone who loves personalized funny boxers for husband.

🛒 Buy “Custom Heart Eyes Boxers” on Amazon

7. The Dog Dad Special

• The Gift: Instead of your face, put his favorite furry friend’s face on the fabric. It’s cute and honors his “best friend.”
• Why it Works: It’s a funny Valentine’s gifts for him under $20 that feels very thoughtful.
• Best For: The obsessed pet parent.

🛒 Buy “Custom Dog Face Boxers” on Amazon

8. “I See You” Peek-a-Boo Faces

• The Gift: One single large face printed on the leg rather than a small pattern. It looks like you are peeking out!
• Why it Works: It’s unexpected and a bit “extra” in the best way possible.
• Best For: The guy who loves a good prank.

🛒 Buy “Large Face Print Boxers” on Amazon

Naughty vs funny Valentines boxers 🔥

For when you want to be a little spicy, but still keep it lighthearted.

9. “The Mystery Box” Glow-in-the-Dark Briefs

• The Gift: Dark boxers with neon “Find Me” text or graphics that actually glow when the lights go out.
• Why it Works: It bridges the gap between a joke and a naughty vs funny Valentines boxers vibe.
• Best For: The gamer or night owl.

🛒 Buy “Glow in Dark Mens Boxers” on Amazon

10. “Keep It Secret” Hidden Pocket Boxers

• The Gift: High-quality moisture-wicking humorous boxers with a tiny secret pocket. Practical and cheeky.
• Why it Works: It’s a practical gift hidden inside a funny one, perfect for holding small items.
• Best For: The traveler.

🛒 Buy “Boxers With Secret Pocket” on Amazon

11. “Danger: High Voltage” Print

• The Gift: Retro-style comic book graphics with lightning bolts and funny warning signs.
• Why it Works: Great novelty print boxer briefs for men that feel vintage and cool.
• Best For: The comic book fan.

🛒 Buy “High Voltage Boxer Briefs” on Amazon

12. “The Snack” Nutrition Label Underwear

• The Gift: Features a “Nutrition Facts” label on the side that lists “100% Good Boy” and “0% Drama.”
• Why it Works: It’s a classic gag gift underwear for him Valentine’s that fits any budget.
• Best For: A new relationship where you want to keep things light.

🛒 Buy “Nutrition Facts Boxers” on Amazon

Final Thoughts 💝

Giving a gift should touch your heart and his, even if it’s through a silly pair of socks or funny Valentine’s Day boxer briefs for boyfriend. It’s about the smile on his face when he realizes you know his sense of humor.

Also, remember to check shipping dates so your last minute funny Valentine’s gifts for him arrive before the big day!

Share your favorite funny gift idea in the comments below!