The short answer: The best man is not one of the groomsmen with a better seat. He is the one holding the rings, giving the speech, and rounding everyone up for photographs. Give him a step up from the rest of the party: where the groomsmen get cotton or linen squares at $34–$48, the best man gets silk — a monogrammed silk pocket square at $52–$56, or the gift set of three at $87. Every O'Harrow square is hand-finished in Los Angeles, embroidered with his own initials, and arrives in a free gift box. For Christmas delivery, order by December 15, 2026.
He has a different job from everyone else standing up there with you. He planned the bachelor party, knows where the rings are, and when the cars leave. The groomsmen get a thank-you. He has earned a distinction — and the easiest, quietest way to make it is built into how you dress the whole party.
The step-up, explained
If the whole party is wearing matching monogrammed pocket squares — same fabric, same monogram style, each man's own initials — then the best man's gift makes itself. Keep everyone in step, and step him up in the fabric.
The groomsmen: cotton or linen, $34–$48 each. Clean, classic, and the right spend across a whole party.
The best man: silk, $52–$56. Silk has a little sheen to it; it reads dressier in the pocket and in the photographs. His square still matches the party — same style, same initials treatment — it is simply the finer version of it.
Or go bigger: the gift set of three at $87. Three squares rather than one, so the man who did the most is set for the next few formal occasions too.
That's the whole logic. No separate shopping trip, no different gift to explain, and no groomsman short-changed — linen is a fine gift. But the best man will notice the silk. That noticing is the point.
Which silk, for which best man
Best men come in a few types. Match the square to the man, not to a list.
The classic. He wears a suit properly and without fuss. Give him the Custom Silk Pocket Square | Initials & Date at $56: his initials and the wedding date embroidered together, so the day itself is carried on the square. Simpler still: the Silk Custom at $52 — same silk, monogram only. Keep the thread classic too — white, navy or black.
The sentimental one. He's the brother, or the friend since childhood, and the speech is going to make people cry — possibly including him. For him, the Handwriting & Signature square at $48 puts a few words in your own handwriting in thread: a line from the speech, a private joke, or just your signature. It is the one gift on this page he cannot be given by anyone else. It also happens to be linen-priced rather than silk-priced; sentiment is doing the stepping up here, not the spend.
The bold one. He treats getting dressed as a pleasure, not a chore. Give him silk and let the thread do the talking: there are 14 thread colors, so his monogram can carry real color against the white silk — or, if your wedding has its own crest or emblem, the Custom Wedding Logo square at $54 embroiders the wedding logo itself, and he carries the day's mark rather than just his initials.
Not sure which he is? Order for the party from the Groomsmen Gifts collection, start the groomsmen with the Classic Linen at $39, and give your best man the Initials & Date silk. It has never been the wrong answer.
