Shopping for the tall guy in your life can feel like navigating a maze blindfolded. We're here to break down why clothes shopping for tall guys is so tricky and, more importantly, how to absolutely nail it this gift-giving season.
Why Tall Guys Are Notoriously Difficult to Shop For

1. Size Guides Are Complicated and Downright Intimidating
Let's be honest: standard size charts weren't designed with tall men in mind. When you're shopping for clothes for tall guys who need extra length in the sleeves, torso, and inseam, suddenly "Large" or "X-Large" doesn't tell you nearly enough. It's no wonder gift-givers often throw in the towel and resort to gift cards when deciding what to get a tall guy for Christmas.
2. Tall Guys Are Picky About Fit (And They Have Good Reason to Be)
Tall guys aren't being difficult—they've just learned through painful experience that fit matters when it comes to tall men's clothing. The margin for error is much smaller when shopping for tall sizes, which makes gift-giving for tall men feel like a high-stakes game.
3. When They Need Something, They Just Buy It
Tall guys often have such limited options that when they find something that actually fits, they buy it immediately. The spontaneous "I'll wait for Christmas" mentality doesn't work when you've finally found a brand that makes 36" inseam pants in your style.
How to Win at Gift-Giving for Tall Guys This Year
With the right approach, you can absolutely find gifts for tall guys that will make the tall guy in your life feel seen, appreciated, and perfectly fitted.

1. Prioritize Great Customer Support
When you're venturing into tall sizing territory, responsive customer support is your secret weapon. Look for retailers with:
- Live chat or easily accessible phone support
- Representatives who are knowledgeable about their tall sizing
- Helpful fit advice and willingness to answer specific measurement questions
Before making a purchase, don't hesitate to reach out and ask: "I'm buying for someone who is 6'4" with a 37" sleeve length—which of your jackets would work best?" For example, TallSlim's excellent customer support will be thrilled to help you find the right clothes for your tall man.
2. Look for Hassle-Free Returns
This one is non-negotiable when shopping for gifts for tall men. Even with the best research, sometimes clothing just doesn't fit right in person. Make sure any retailer you choose offers:
- Free return shipping (not just free delivery)
- Extended return windows (at least 30 days, ideally 60-90)
- Easy return processes without restocking fees
Free returns transform a potentially stressful gift into a risk-free opportunity. Your tall guy can try everything on at home, keep what fits perfectly, and return the rest without any financial penalty. It's essentially giving him the gift of options.
3. Use a Size Calculator for Clothing
Many specialty tall retailers now offer size calculators that take the guesswork out of shopping for clothes for tall guys. These tools typically ask for:
- Height
- Weight
- Build (slim, athletic, broad, etc.)
- Specific measurements if available
The calculator then recommends the best size across their product line. This is infinitely more reliable than trying to decode a standard size chart. Some even save profiles, so once you input the measurements, shopping becomes much easier for future occasions.
Pro tip: Our size calculator is designed specifically for tall men's proportions. If he has measurements handy (or you can sneakily check the tags on his best-fitting clothes), write them down. Keep a note in your phone with his key measurements—it'll make you a shopping superhero for years to come when figuring out what to get for a tall guy.
4. Pay Attention All Year Long
The best gifts for tall guys come from genuine observation. Throughout the year, listen for:
- Complaints about current clothing. Could he use some new closet staples?
- Positive comments about items
- Mentions of brands that fit him well
- Activities he wants to try ("I've been thinking about getting into hiking/golf/cycling")
- Does he have any nicer events coming up? Need a new dress shirt? What about pants?
Keep a running note on your phone labeled "Gift Ideas for [Name]." When December rolls around, you'll have a goldmine of thoughtful possibilities rather than starting from scratch in a panic searching for what to get a tall guy for Christmas.
5. Study His Current Wardrobe
His closet is a treasure map to successful gift-giving for tall men. Take note of:
- The items he reaches for most often — What style, colors, and brands dominate his regular rotation?
- Brand tags on his favorite pieces — If he constantly wears that one brand's shirts, there's probably a reason (they fit!)
- What's missing — Does he have plenty of t-shirts but no nice sweaters? Lots of casual wear but nothing for dressier occasions?
- Condition of current items — Is his favorite jacket getting worn out? Those beloved jeans getting threadbare?
- Stables- there's stables in every guy's wardrobe where you can't go wrong. Flannels, crewnecks, sweatpants and comfy T-shirts. No guy will turn these down.
This detective work helps you gift him upgraded versions of what he already loves or fill gaps in his wardrobe with items that match his established style.
6. Consider Gift Certificates to Tall-Specific Retailers
Before you dismiss this as impersonal, hear us out. A gift card to a specialty tall retailer is actually incredibly thoughtful because:
- It shows you understand his unique shopping challenges
- It introduces him to brands he might not have discovered that specialize in clothes for tall guys
- It gives him the autonomy to choose exactly what he needs in the moment
- You can pair it with a small physical gift to make it more personal
Make it special: Present the gift card with a note like "I know finding clothes for tall men that fit is a challenge, so I wanted to give you a shopping spree at TallSlim—they specialize in tall sizes and have great reviews!" This transforms a simple gift card into a message of understanding and support.
The Bottom Line: Finding the Perfect Gift for Tall Guys

Shopping for tall guys doesn't have to be stressful. The key is combining practical strategies (size calculators, free returns, customer support) with personal touches (attention to his preferences, studying his style, thoughtful presentation).
Remember: the best gifts for tall guys aren't necessarily the most expensive or elaborate—they're the ones that show you truly see the person and understand their needs! For a tall guy who's spent years struggling with ill-fitting clothes, a perfectly-sized item from someone who clearly put in the effort to get it right? That's priceless.
Every item in our collection is designed with tall proportions in mind—longer sleeves, extended torsos, proper inseams—so you can shop with confidence knowing it's made for tall guys.
So this holiday season, take a deep breath, use these strategies, and shop with confidence. You've got this!







