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Sideview of Michael Kors baseball jacket with Oliveo jeans, LV bucket bag, Oscar de la Rente scarf, and Coach booties (all own)

Back in high school having a baseball jacket was a Must to belong to the crowd of It persons. Sure with T-shirt, sneakers and jeans. The jacket is comfy, we have to admit that. But how to wear it in a modern way in various looks when you want to get more wear out of your clothes? This post inspires you with nine different looks plus some variations of thereof to wear your baseball jacket not only as a piece for an Casual Friday outfit or for the weekend, but to get your old favorite type of jacket back into the rotation. It also provides outfit recipes to switch things up with your beloved baseball jacket.

 

Contents
  1. How to Style a Baseball Jacket with Jeans Over 40?
  2. Try It Instead of a Blazer on Casual Friday in Winter
  3. Can Women over 50 Wear a Leather Baseball Jacket with a Dress or Skirt?
    • Cute Looks with a Baseball Jacket for Summer to Fall Transition
    • Spring Baseball Jacket Outfit Idea
  4. Wrapping Up Styling a Baseball Jacket

 

Disclosure: There are affiliate links in this post.

 

How to Style a Baseball Jacket with Jeans Over 40?

Because a baseball jacket is part of sportswear, it naturally goes with track pants. Another easy pairing are jeans. In both cases, a T-shirt is a no-brainer to wear under the jacket. In the cold season, a sweater or thermal Henley are good option. Add a pair of sneakers or booties and you have a nice weekend look. And of course, this type of jacket is always a great piece when it comes to dress for a sports event, especially when it’s baseball.

 

stylist over 50 in leather baseball jacket
Fornt view

 

#fashionover50 details of baseball jacket and jewelry
Details of the jacket and styling

 

#booties Coach booties
Details of the booties

 

influencer showing how to wear a baseball jacket instead of a blazer
Striped T-shirt c/o Marine Layer with own J Brand jeans, Coach booties, Kieselstein Cord belt and buckle, Hermes collier de chien arm band and baseball jacket as a casual winter indoor outfit

 

 

How to Wear a Baseball Jacket in Fall

The next outfit photos are a Casual Friday work look for fall. They show that brown and black look chic.

 

Nicole of High Latitude Style in wool pants, cream and brown jacket, chocolate sweater and booties brown tote in front of night sky
Fornt view of fall outfit inspiration

 

fashion blogger Nicole wearing wide plaid pants with a baseball jacket in fall
Michael Kors baseball leather jacket, GNW Luxe cashmere wool sweater, Kieselstein Cord belt, Hermes H-buckle, Pendleton wide plaid pants, Yes Saint Laurent work bag, Antonio Melani booties, and Taylor’s Gold’n Stone smoky quartz necklace

 

 

Try It Instead of a Blazer on Casual Friday in Winter

Wear the piece as part of a Casual Friday outfit instead of a blazer. Then add a silk scarf for a posh casual look. The brown of the jacket picks up the brown of the ducks, the winter white picks up the winter white of the sweater underneath. The styling with the scarf ties the blues and browns together plus adds some gold for interest.

 

over 50 years old woman wearing a versatile jacket with BF jeans, heeled ducks and scarf
Michael Michael Kors versatile leather jacket over GNW Luxe cashmere wool sweater with London Jean boyfriend jeans, Gucci belt, heeled ducks accessorized with a silk scarf.

 

 

fashion blogger in posh chic layered look
Layered work outfit with teardrop key hole top c/o Covered Perfectly, and own Michael Kors baseball jacket, Banana Republic pencil skirt, DIY statement belt, and Musse & Cloud booties.

 

 

Can Women over 50 Wear a Leather Baseball Jacket with a Dress or Skirt?

When your have girly or gamine style, and you can pull it off, try the borrowed coat look. A feminine skirt/top combination or dress looks cute with this sporty coat. The photos below show examples how to style a baseball jacket for all seasons with a skirt or dress. All looks feature my Michael Michael Kors leather baseball jacket. Who needs more than one casual jacket in this style?

 

 

Cute Looks with a Baseball Jacket for Summer to Fall Transition

The following baseball jacket outfit idea shows a summer-to-fall transitional style. Add matcching T-strap pumps for a fresh classic with a twist look on a beautiful Indian summer day. When winter lasts long (about seven month in Alaska), enjoying every warm and sunny day outside in fall.

 

midlife woman in posh chic sheath with baseball jacket
Front view of the outfit described below

 

posh chic mature woman with sheath and baseball leather jacket
V-neck sheath dress c/o Lookbook Store paired with my own Michael Kors baseball leather jacket, Anne Klein T-strap pumps and Burberry bag for transitioning a winter white summer dress to a sunny fall day.

 

At the links, you can find another outfit with this sheath and tips how to create a working fall wardrobe.

 

Spring Baseball Jacket Outfit Idea

baseball look inspired spring outfit
Kate Moss for Longchamp bag, Nicole turquoise suede fall sandals, Oliveo denim skirt, graphic print silk scarf, and striped T-shirt c/o Marine Layer

 

 

 

Wrapping Up Styling a Baseball Jacket

This post demonstrated how to get more outfits from pieces you already own by combining a baseball jacket not only with casual pieces, but also with preppy style, very feminine items. In the latter case, the beauty is in the contrast of sporty, tough and feminine. Such cute looks take some nerve to pull off. They feel natural with gamine and Romantic style personalities.

 

Photos: G. Kramm

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