Ivy Style continues honoring Black History Month with a selection of images of stylish African American gents sporting collar pins.

On my trip to Cambridge a few months ago, I picked up a silver collar pin at J. Press. I took such an immediate liking to it that I got a matching one in gold from the New York store as soon as I got home.

It’s one of those pieces of “shirt jewelry” that can really change the look of an outfit even though it’s just a small detail.

My lone tie bar was blown from my body this winter during one of our wind-fueled snow storms (the kind where you grab on to the nearest building for support), and I’ve had no desire to replace it. I think I’ll stick with collar pins.

Of course if all your shirts are have buttondown collars, a collar pin doesn’t do you much good — unless you want to keep your collar unbuttoned but pinned, as some of the nouveau preps do. J. Press staunchly admonished me against this practice as I handed over my debit card. But according to Alan Flusser, whom I visited last week while on assignment for The Rake, there is historical precedent for this: namely Fred Astaire.

If you want to give collar pins a try, no need to seek out a special shirt with pre-cut eyelets. According to Paul Winston, a purist would rather pierce his collar, since different ties make different-sized knots. If the collar is unfused, the holes will disappear when you wash the shirt, enabling you to pierce the collar in a different place next time.

Now for our image gallery. At the top is Dexter Gordon from 1963.

This guy was featured in our post on Dizzy’s swellegant, elegant party:

Here’s an image from Ralph Lauren:

And another. Always loved this outfit:

This is Dexter Peart…

… who’s also featured in this GQ video about collar pins:

The blog Components of Enthusiasm has done a post on collar pins, and pins have shown up previously in a number of Ivy Style posts, such as these below:

Bow Ties and Bongos

Penny For Your Thoughts

X Marx the Spot