Skip to main content

Hugh Hefner’s Iconic Silk Smoking Jacket Is Up for Auction

Charley Gallay/Stringer/Getty

Setting aside all the controversial issues that surround Playboy founder and scion Hugh Hefner, there are a few things about the man that showcase his personal style, taste, and the way he lived his life better than his red silk smoking jacket.

Recommended Videos

Harking back to the days when “men were men” and could wear a roughly hip-length, silk, damask smoking jacket with a shawl collar while slapping the ass of a passing girl (remember: this is no longer acceptable and shouldn’t have been then either), Hef’s smoking jacket symbolizes the care-free, anti-authoritarian, and insouciant spirit that he exhibited throughout his entire life. From his bootstrap funding for the first run of Playboy magazine to the creation of his private key Playboy Clubs to his bon-vivant old age, Hefner was not shy about outwardly presenting his sex-positive attitudes. His smoking jacket was the scarlet garment to do it with.

Image used with permission by copyright holder

Worn everywhere from the Playboy Mansion to press and media events, Hef’s jacket has been around the block in more ways than one — and now, you can have your chance at owning a piece of publishing and pornographic history by offering up a bid for the smoking jacket via Julen’s Auctions. The initial starting bid of $750 was surpassed almost immediately; the high bid at the publication of this article was hovering around the $7,000 mark.

The auction ends at 10:00 a.m. on November 30, 2018, so you’ve still got time to scrape together enough cash to buy this bad boy. And if not, you can always take a look at Hefner’s other auction items, such as his original light bulb from the Hollywood sign, another silk robe, his beef-carving trolley, and even Hefner’s WWII service medals.

For a look back at a few other famous auctions, check out how much Indiana Jone’s fedora went for and see all the props sold from the set of AMC’s Mad Men.

Chase McPeak
Former Digital Trends Contributor
Chase McPeak is the former Lifestyle Editor. Chase regularly appeared on Beards, Booze, and Bacon: The Manual Podcast where…
The most sophisticated smoking jacket options: Our top picks
Upgrade your wardrobe with a gentlemanly, classic smoking jacket
James Bond in blue velvet smoking jacket in Diamonds are Forever

When you're at work, there are all kinds of specific dress codes. You may have to wear a suit every day. You may be forced to delve into the always confusing business casual look. But when you are at home, there's no dress code. You can wear whatever you want. Some of us are keen to wear sweatpants and hoodies. The same T-shirt and jeans we wear to mow the lawn are the choice of others. But for us who prefer to sit in our elegance, we look to something more elevated. We look to the smoking jacket. 

While languid sessions of pipe smoking may have fallen out of fashion, there's no reason why you shouldn't invest in a smoking jacket all your own. Sure, it might not be the most practical investment, but there's no denying it's an incredibly luxurious menswear essential. Plus, it can be an excellent addition to your arsenal of men's travel clothes or work-from-home jackets, which can make for a perfect conversation starter at your next party — virtual or not.

Read more
Yeah, a leather jacket is iconic, but you need these 7 coat types in your wardrobe, too
The types of coats every man should own to stay warm and in style
Man in black overcoat

It's that time of year again. Whether you're braving the knife-sharp winds of the Great Lakes, digging your way out of the snow in the Midwest, or trying not to drown in the off-season rains in the Pacific Northwest, jackets and coats are currently (or about to become) a part of your everyday life. If you are lucky, you already have a great leather jacket to wear, but there are some other great pieces you should pick up if you want to have a rounded collection of coats. 

Like in every menswear category, there are many different types, styles, and functions of men’s outerwear. For some guys, just getting dressed is a confusing enough proposition, and then it gets more complicated when you add another layer on the outside to finish off the look. Having said that, nothing ruins a suit or a carefully planned outfit like a North Face puffer jacket.

Read more
Wax London believes polos shouldn’t be boring
Get creative with your polos with Wax London
Wax London polo black floral

The men's polo is one of the staple shirts every man needs. It is something that has endured since the days of LaCoste wearing them on the tennis courts. Nowadays, it is the paramount piece for any man looking to wear a basic business casual wardrobe. Of course, that doesn't mean it has to be basic. Most men tend to opt for a solid golf polo and a pair of basic chinos, paired with a hybrid dress shoe. While that has led the polo down a path to gaining a dad shirt image, that doesn't mean it needs to stay there. Wax London is one of the leaders in making everyone, from celebrities to dads, look stylish, and they don't think a polo needs to be boring or basic. Instead, Wax London polos this season emphasize patterns, standing out, and being seen as a celebrity, even if you're just a dad.

Wearing the polo like a celebrity

Read more