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10 Gifts for Him to Shop For This Holiday Season

The holiday season can bring all sorts of festive feelings—joy at seeing friends and family, excitement for all the season’s gatherings, and warmth from plenty of hot cocoa and fuzzy socks. But if you’re also feeling a little uncertain about what gifts to buy the guys in your life, don’t worry.

When you aren’t sure what to gift someone, aim for items that are both practical and special—like quality loungewear or sleepwear. There’s a lot of relaxing going on this time of year, and you can help him maximize his enjoyment by choosing comfortable, well-made loungewear for his holiday gifts.

In this can’t-miss holiday gift guides for men, we’ll share ten sleepwear and loungewear items that will transform his leisure time during the holiday season and beyond.

#1 Essential Short Sleeve Tee and Pant Set 

The guy in your life is guaranteed to love our Essential Short Sleeve Tee and Pant Set. They’re not quite pajamas, but they’re significantly more elevated than your average T-shirt-and-sweats combo, offering more structure and style.

What makes them the best gift? First, there’s the fabric—an incredibly soft blend of Micro Modal, Pima Cotton, and spandex. The shirt is cut to a comfortable, laidback, regular fit that guys everywhere love, and the pants feature:

  • Straight-cut legs
  • Faux fly
  • Side pockets

#2 Luxe French Terry Quarter-Zip

This time of year, gift guides for men feature a range of products that brands think men love, like electronic gadgets (Apple watch, Nintendo Switch, or Kindle Paperwhite) or equipment for the great outdoors. That’s all great stuff, but the guy you’re shopping for is probably a bit easier to please than that. If he’s like most men, he’s likely to be delighted by something as simple as a pullover sweater.

At least, he will be if it comes from Tommy John.

Meet our Luxe French Terry Quarter-Zip sweater. This pullover is made from a luxuriously soft blend of:

  • 68% Cotton
  • 26% Polyester
  • 6% Elastane

With cotton as the foundation, the French Terry Quarter Zip is lightweight, breathable, and designed with a man’s body in mind. Easy-access side pockets and a layered zipper guard to prevent snags and snare top off the design. It's a perfect gift for a guy that's stylish but still wants to be comfortable.

Gifts for him

#3 Zen Ribbed Full Zip Hoodie 

Every item in our Zen Loungewear collection is engineered for maximum softness, premium comfort, and all-day wearability. That’s what makes them such perfect inclusions in any holiday gift guide for men. But our Zen Ribbed Full Zip Hoodies stand out among those great selections.

Made from an incredibly soft tri-blend fabric, the hoodie features a ribbed texture all over, convenient side pockets, and a mid-weight design that keeps your guy cozy but not weighed down. The auto-lock pull means he’ll never have to worry about zipper accidents and the innovative three-panel construction of the hood makes for a pleasurable and stylish wearing experience. 

#4 Lounge Henley 

What guy doesn’t love a good Henley? This holiday season, give him one he can wear again and again, both inside and outside the home.

Our Lounge Henleys are made with all the care and attention to detail of a finely-tailored shirt. We use an innovative, shape-retaining stretch material that ensures the Henley never slouches or sags. The fabric blends the following three materials:

  • Acrylic
  • Micro Modal
  • Spandex

Along the hems, we’ve added contrast stitching for added durability and, in classic henley style, three buttons at the collar.

If you really want to make his holidays merry and bright, consider pairing our lounge henley with our Lounge Joggers. They use the same feel-good materials as the henley for an iconic wintertime look that’s souped out for his convenience and comfort. They also come with side pockets, a tapered cut from hip to ankle, and a drop-crotch gusset for unrestricted mobility. This will no doubt be an essential loungewear staple for self care days.

#5 Second Skin Sleep Pants

Every guy needs a pair of pants that keep him comfortable on the couch and transfer seamlessly to bedtime. That’s why we’re putting our Second Skin Sleep Pants in our mens holiday gift guide—they’re the comfy way to say happy holidays.

What makes our Second Skin Sleep Pants so fantastic? Let’s talk about the fabric. A tiny bit of spandex mixes with Micro Modal, a fabric widely revered as the best fabric for sleepwear because:1

  • It has moisture-wicking properties – If your guy tends to overheat during the night, our Second Skin Sleep Pants will be there to quickly absorb and evaporate moisture.
  • It’s sturdy – Micro Modal is a versatile and flexible fabric on its own. With 10% spandex in the mix, our Second Skin Sleep Pants are stretchy enough to move when he moves, but structured enough to resist wrinkles and stretching. 
  • It’s breathable – Our Second Skin Sleep Pants won’t trap heat against his body thanks to the Micro Modal’s highly breathable qualities. They’re guaranteed to keep him cool and comfy all night. 
  • You can round out his sleepwear wardrobe with our Second Skin Sleep ShortsSecond Skin Underwear and Crew Neck Pocket Tees for a gift that keeps on giving. All of these pieces combined make for cozy sleepwear.

    Gifts for him

    #6 Zen Waffle Lounge Joggers and Hoodies 

    Now, on to loungewear style. If your guy prioritizes comfort but still likes to look nice, he’ll love our Zen Waffle Lounge Joggers. Our waffle fabric is textured on the outside for a cozy look and super soft on the inside for a pair of pants he’ll never want to take off. The fabric blend is designed to keep him warm, dry, and looking great no matter where he goes.

    Keep your guy on-trend by combining our joggers with a matching Zen Waffle Hoodie. Made from the same insanely soft fabric and available in three colors, it’s one of our favorite items on this mens holiday gift guide. Color options include:

    • Pine Grove 
    • Night Sky
    • Quiet Shade

    #7 Second Skin Hoodie Knit Sweater 

    For a loungeable look that’s slightly more put together, consider our Second Skin Hoodie Knit Sweater. This handsome pullover features a lightweight jersey stitch, ribbed hems and cuffs, and, of course, a Micro Modal for unbeatable breathability and comfort.

    This also makes for a great personalized gift. The Second Skin Knit Hoodie Sweater is available in a range of great color options and sizes to fit every man you’re shopping for this year, so get ready to start checking names off your list.

    #8 Zen Ribbed Crew Neck Tee 

    Crew neck tees are a classic part of the typical male wardrobe. But rarely are those tees so immaculately constructed and incredibly comfortable as our Zen Ribbed Crew Neck Tee.

    Our crew neck tees feature:

    • A relaxed fit 
    • A cozy ribbed texture 
    • Medium-weight design

    They’re perfect for layering under overshirts or sweaters. That said, the detailed construction and fabric integrity mean these shirts can be worn on their own and still make a statement. Stick a pair of our matching Zen Ribbed Shorts in his stocking to complete his loungewear look.


    Gifts for him

    #9 Mix and Match Luxe French Terry Separates 

    The sweatsuit look is trending right now, and there’s a good chance your guy already has one or two hanging in his closet.2 But if they aren’t from Tommy John, the guy you’re buying for is missing out on a look that elevates this style to the max—and feels incredible to wear.

    When it comes to ideal comfort, look no further than our Luxe French Terry Fabric. Few fabrics can match this one for its softness, which is why it’s a thoughtful gift. And we use it in three great pieces for men that you can mix and match:

    In other words, our French terry separates are the opportunity to give your guy a holiday makeover he’ll appreciate all year long. 

    #10 Second Skin Comfort Polo

    If you think loungewear is all hoodies, T-shirts, and sleep pants, think again. Our Second Skin Comfort Polos bring a touch of classic sophistication to the loungewear game, offering a shirt that’s smart, stylish, and versatile.

    We talked about our brilliant Second Skin fabric earlier. It’s that perfect blend of Pima Cotton, Micro Modal, and Spandex that’s sturdy, stretchy, and incredibly soft. That means he’ll never have to worry about giving up comfort to look presentable.

    Plus, our Comfort Polos feature stay-put collars that resist sagging or warping, and the fabric won’t wrinkle, fade, or lose its shape in the wash.

    Tommy John: Your Home For the Holidays

    All of these gift ideas are perfect if you're helping your man or a male family member expand their wardrobe. If you’re lucky enough to have time off this holiday season, you want to spend it relaxing—not fretting over finding the perfect gifts. Fortunately, we can support both of these missions.

    This holiday season, simplify your shopping and buy your guy a gift he’ll love at the same time. Tommy John’s loungewear and sleepwear items are the perfect stocking stuffers for guys who want to look good and feel great in their clothes.

    From hoodies and sweaters to henleys, joggers, and all the tees and other shirts in between, Tommy John has everything you need for the men on your list.


    1. Benefits of Micro Modal Fabric.
    2. Business of Fashion. Everyone Loves Sweatsuits and Fashion Is Cashing In.