Skip to main content

Mugsy Makes Jeans for The Modern Man

After being told that his “typical” straight leg jeans choice made him look like a grandpa, Leo Tropeano attempted to up his style game by trying a slimmer pair.

But after trying on numerous models by many different brands he left the dressing rooms unsatisfied – they all were either too tight, too trendy, or a combination or both. So he finally decided to create his own denim pants that blended embarrassment-free masculine looks, comfort, and affordability. Now this young Chicago-based entrepreneur is selling them (quite successfully) directly online with his brand Mugsy Jeans. He recently shared the story behind the brand’s birth and explained why Mugsy is at the forefront of modern men’s denim….

When and why did you launch Mugsy Jeans?

Recommended Videos

What’s cool about Mugsy is that it was born out of my own frustration with the jeans market. I am a business guy by background and was in public accounting for years and I knew I always had the itch to start my own company but I didn’t know in what. Then Mugsy just came around organically. I was living in New York a few years ago and had recently graduated college and I knew that I needed to start dressing better so I decided to start with jeans since jeans are a staple of every guy’s wardrobe. I was shocked that I couldn’t find a better fit – something more stylish that wasn’t super uncomfortable. So a light bulb kind of went off in my head and I thought maybe this is a problem I need to solve. So I started from there. I developed a fit with more space in the crotch where guys need it most and then a more tailored fit in the legs where you want it to be more stylish and we went from there. That was probably four years ago. I didn’t launch the line until summer of 2015 but I spent a few years developing it.

Mugsy
Image used with permission by copyright holder

What sets Mugsy apart from other jeans brands?

Basically we make stylish jeans that are as comfortable as sweatpants. And on top of that they are at a $98 price point, which is pretty hard to beat.

What fabrics do you use?

The denim of our current line is all custom developed by us and our manufacturer. We worked with them over the course of a year just to make this denim certain to our specifications. It’s cotton based which is typical for denim and gives it that classic denim look and style but we’ve also reinforced it with some polyester which makes it stronger, warp-resistant, wrinkle-resistant and then we’ve added Spandex for flexibility and mobility. We’ve even included some synthetic silk in there to give it that soft and super comfortable feel.

How many different fits do you offer?

Currently we just have our one slim fit that’s not too tight and not too baggy. It’s just kind of your classic slim fit. But we’re actually looking to expand to an athletic fit for guys with bigger legs or who prefer a looser fit in the leg. We’re hoping to launch that this spring.

And you’re sold directly online only?

We’re actually in two stores in Chicago but 99 percent of our focus is online. We like the direct to consumer model because that allows us to give awesome customer service. Currently I answer almost all of the emails myself and try to be as involved with the customers as I can. That’s one benefit of selling direct. And beyond that we can keep our costs super low which means we can keep our prices more affordable.

Image used with permission by copyright holder

Do you have a “typical” customer?

I like to call our typical customer the post-college pre-baby. We tend to float in that 23 to 35 age range. The majority of our customers are urbanites who are generally fit guys.

And Mugsy is your father’s nickname for your mother?

Yeah. Two Christmases ago I was home prepping for the launch and I was really focusing on the name. I knew I wanted it to be something different but I just didn’t know what. I was literally sitting on the couch at my parents’ home in New Jersey and my dad called my mom “Mugsy” and I just kind of looked up and said, “What was that? I never heard you say that before.” And he said, “Oh, it’s my new name for her.” It’s his pet name for my mom and I thought it had a cool connotation to it and story so I kind of rolled with it from there.

What are the plans for Mugsy’s future?

For the immediate future we are working on expanding the line. If you go to our website now you’ll notice we have our one fit in three styles. We want to offer a few more styles for our slim fit and we’re hoping to launch three this spring and then we’re also hoping to launch an athletic fit with a couple of styles in there as well. The goal is to keep expanding and offer different products for all the different kinds of Mugsy guys out there. In particular we have had a lot of requests for pants you can wear to work so we’re really hoping to expand beyond the normal blue jean.

Image used with permission by copyright holder

What is it about a blue jean that makes it such an iconic garment?

The blue jean is just the classic staple for every guy’s wardrobe. It goes with everything and it’s so multifunctional and diverse in the way that you can use it. It’s just the perfect pant for guys. With Mugsys we are looking to expand and take that pant from something that looks good and can be used in almost any style and make it also comfortable so now you have something that really is the best all-round best pants for guys.

Why should readers of The Manual check out your brand?

We’re doing new stuff. We’ve reinvented the men’s jean with our custom denim and our fit. I think that Mugsys kind of do it all – something that you look good in that you are extremely comfortable in. And for me, even beyond the fashion and clothing aspect Mugsy is more about making you your best you. I think it takes being in pants or jeans or clothes that you’re supremely comfortable in and that you are your true self in to make that happen.

Christopher Blomquist
Former Digital Trends Contributor
Christopher is a native New Yorker who lives and works (mostly) in Manhattan. A longtime fashion journalist, he served as…
How Your Jeans Should Fit Based on Your Body Type
how your jeans should fit man sitting on bed  getting dressed

Taking a quick look around the few crowded spaces we do visit these days, it looks like the super-stretch skinny jean is out, replaced by the 1980s-inspired Dad jean, with its wider legs, higher inseam, and geek-cred. As we head back out into the world for work, celebrations, and even the most mundane of tasks, it’s a perfect time to head to an actual store to try on a few new pairs of the best jeans to see what works for you, and freshen up your denim wardrobe. You may want to try those Dad jeans out for yourself, or you might be thinking about grabbing a pair of rugged, blue collar-inspired jeans that look more like they’re made for the corral (and not the Golden one). Or you might be searching for something that replaces your sweats, offering literal and metaphorical flexibility. 
Related Guides

Best Denim Brands
Guide to Men's Jean Styles
Best Men's Jeans Under $100

Read more
Fellows auction spotlights platinum Rolex Daytona among 464 coveted timepieces
Auction spotlight: Fellows presents platinum rolex daytona with ice blue dial
Fellows rolex daytona spotlight

Fellows offers its latest online watch auction at 10 AM BST on Thursday, June 26. The auction features 464 selected timepieces, and a platinum Rolex Daytona with an ice blue dial stands out. This 40mm watch, listed as Lot 194, is estimated at about $74,000–$101,000. It gives collectors a chance to acquire a highly sought-after watch.
The platinum Daytona has small recorder dials at three, six, and nine o'clock, keeping the classic look that has defined the model since it began. It comes with its original box and papers. This example represents Rolex’s best chronograph watches, combining a precious metal case with the brand’s iconic race-inspired design.
Platinum Daytonas are important to collectors because Rolex produces very few of them, and they feature the special ice blue dial. Rolex uses this color combination only for its platinum watches, making it a unique feature. Along with the Daytona’s fame in car racing and popular culture, this often leads to strong auction results worldwide.
The auction includes much more than just the Daytona. There are watches from Omega, Cartier, Breitling, and other Rolex models, covering a range of styles and periods. Lot 198 is a Rolex "Batman" GMT-Master II, estimated at $8,000–$11,000. Lot 210 is a Rolex Day-Date, with an estimate between $27,000–$41,000.
Modern luxury sports watches are also featured. Lot 116 is an IWC Pilot Top Gun, estimated at $6,700–$11,000, showing the strong market demand for aviation-inspired pieces. Lot 110 is a Hublot Big Bang, estimated at $5,400–$8,000, demonstrating the auction’s reach across both classic and contemporary luxury segments.
Fellows’ online format allows collectors from around the world to participate. People can request online viewings, which has become an important part of luxury watch auctions, allowing collectors to take part even if they cannot attend in person. It also ensures the careful inspection needed for high-value watches.
The June 26 sale comes at a good time in the summer auction calendar, as collector activity often increases before the main international sales in autumn. With prices ranging from accessible luxury watches around $5,000 to six-figure special pieces, the auction appeals to a wide range of collectors.
With 464 lots spanning vintage classics to modern luxury, Fellows’ latest auction highlights the ongoing strength of the pre-owned luxury watch market and offers collectors opportunities at many price points and in various collecting areas.

Read more
Jaeger-LeCoultre introduces Polaris Chronograph in signature ocean grey lacquer
Lacquer mastery: Jaeger-LeCoultre's polaris chronograph features 35-layer ocean grey dial construction
Jaeger-LeCoultre Polaris Chronograph

Jaeger-LeCoultre adds a new chronograph to its Polaris collection, featuring the brand’s Ocean Grey lacquer dial. This dial is built with impressive complexity: 35 layers of lacquer are applied by hand, with three different finishes giving it depth and character. The 42mm sports watch continues the approach the collection began in 2018, redefining what a modern, sporty, and chic timepiece can be.
The Polaris collection pays tribute to Jaeger-LeCoultre’s diving watches from the 1960s, taking their athletic spirit and translating it into a refined, contemporary design. The Ocean Grey version keeps the line’s signature elements—straight lines, curved lugs, a thin bezel, a glass box crystal, and a mix of brushed and polished surfaces. The large crown and pushers are inspired by the original 1960s model, making them practical and easy to use.
The Ocean Grey dial itself is a showcase of craftsmanship, with a central disc, a middle ring for the hour markers, and an outer ring displaying a tachymeter scale. Sunray brushing on the central disc subtly contrasts with the polished hour ring, while the gradual color shift from light to dark adds visual depth across the dial.
Creating the dial requires meticulous handwork. It starts with a clear varnish base coat, followed by four layers of color and a black layer to create the gradient. Achieving a consistent gradient across the dial’s two main sections is a challenge, and then 30 more transparent lacquer layers are added to create the final sense of depth and richness.
The chronograph’s layout is designed for clarity. A central seconds hand provides precise measurement, with a 30-minute counter at three o’clock and a running seconds subdial at nine o’clock. Circular graining adds visual texture, contrasting with the polished central disc and the textured hour ring. Orange accents highlight key indicators and add a dynamic touch to the overall look.
Inside, the automatic Caliber 761 is Jaeger-LeCoultre’s in-house chronograph movement, combining technical performance with mechanical elegance. Two barrels power the column wheel chronograph with a vertical clutch, offering a 65-hour power reserve. The movement is finely finished, with blued screws, Côtes de Genève decoration, and an open-worked rotor bearing the ‘JL’ logo.
The entire movement is designed, produced, and assembled in Jaeger-LeCoultre’s Manufactory in Switzerland’s Vallée de Joux, making it a true in-house creation. The sapphire crystal case back reveals the movement and maintains 10-bar water resistance, ready for adventure.
The watch offers versatility with two strap options: a blue-grey canvas and a textured black rubber strap. An interchangeable folding buckle system makes it easy to switch straps, allowing the watch to adapt from casual elegance to active sports use.

Read more