How to pick when he already has the basics
Work out which of three buckets he’s in and the choice makes itself.
He plays a lot, alone, with headphones on. Buy the comfort upgrade. A premium wireless headset is the single most-used gift on this list for that person — he wears it for hours, and the difference between a budget pair and a good pair is obvious within minutes. This is the safest “nicer than he’d buy himself” purchase.
He games, but you’d like to see more of him. Buy the two-player game. It Takes Two is built from the ground up so that two people play the whole thing together, and it’s famously gentle on the less experienced player — which means you. It’s a gift and a plan for the weekend at the same time.
He genuinely has everything. Go sideways rather than bigger. A pocket retro handheld is the classic example: it’s not an upgrade to anything he owns, it’s a different pleasure entirely, and almost nobody buys one for themselves. Just be aware it’s enthusiast hardware — fun to tinker with, not plug-and-play.
What to avoid
Two traps. First, don’t buy a console accessory without confirming the console — a PlayStation controller is useless to an Xbox player, and it’s an awkward gift to return. Second, be careful with games he might already own. A long-running gamer’s library is large and invisible to you. If you can’t check, a store gift card is not a cop-out — it’s the option that guarantees he ends up with something he actually wants.
On budget
There’s no need to spend heavily for this to work. Around $30–50 buys a desk mat that visibly upgrades his setup, or a well-reviewed game he missed. Around $60–100 covers a premium controller or a retro handheld. Above that you’re into flagship wireless headset territory, which is where the money genuinely shows. Pick the rung that matches the occasion, not the biggest number.