Celebrity Style. Celeb Menswear Chic. Second City Style Fashion Blog

September 24, 2007 • Celebrity Style

I saw this fine picture of Jennifer Garner…and I fell in love! Not literally! (Ben Affleck, you can have her!) It was all about the clothes.  The former Alias star looked quite Victorian chic in her menswear look (Couture Couture by Juicy cream lace  button-down with bell sleeves and high-waist skirt dress combo,) while promoting her new move The Kingdom…and just in time for fall!!


This fall, Second City Style all about the feminine menswear look–pencil skirts, sleek white button-down and Victorian style blouses, vests, fedoras, ruffles, pinstripes, suspenders, oxfords, briefcase bags, blazers and crisp wide-leg trousers. Jennifer Garner seems to have it down pat.  It’s the best we’ve ever seen her.  Here are some other celebs wearing menswear looks we love:

1. Blazers


Kate Bosworth looked quite the formal fashion diva in this white Azzaro menswear-inspired blazer with strategic piping at the Rag & Bone runway show during NY’s recent fashion week.  We prefer black wide-leg trousers to the skinny pants but we guess Kate prefers the dressed down look.

Kirsten Dunst and Kate Moss also like to rock blazers…


Wanna rock your own? Try these:

Burberrynetaporter Miumiublazernetaporter_2

Left: Burberry Prorsum Stretch Wool Blazer. $1,495.00. Net-a-Porter
Right:  Miu Miu Metallic Blazer. $1,385.00 Net-a-Porter

2. Trilbies


We’ve all heard of the fedora–that soft felt hat creased lengthwise down the crown and pinched in the front on both sides.  But these days, celebs are looking sharp in trilbies–a type of fedora with a narrow brim and deeply indented crown.  Forget bowlers! Celebs are choosing to add punch to their stylish looks with these tough stunners. Top model Agyness Deyn plays up her trilby with a Marc by Marc Jacobs scarf.

Keira Knightley and Lindsay Lohan look tres chic in their trilbies…

Want the look?:

Left: New Black Pinstripe Fedora Trilby. $23.95. Amazon.com
Right:  Soft Fedora Trilby Gangster Crushable Hat. $23.95 Amazon.com

3. Vests

Anne Hathaway’s shrunken gray vest, white blouse, and pantsuit combo proves the menswear vest is perfect for an easy work look or a night on the town. 
Here at Second City Style, we love the layered look.  That’s why we especially love this cool fall trend.  Why?  You can wear it over a button-down blouse, over a white short-sleeve t-shirt or a long-sleeve crewneck tee, a tank, or nothing at all!

Amanda Peet loved this look at Fashion Week and Mandy Moore proves even tall girls can pull it off…

See if it can work for you…

Left: Deener the Vest in Carbon. $156.00. Couture Candy
Right: Nanette Lepore Wine Grosgrain Secret Garden Vest.  $102.00. Bluefly

4. Ruffled Blouse and a Pencil Skirt

Fitted white button-Downs are still hip, but this fall, celebs are kicking it up a notch with ruffles, luxe lace, and Victorian-esque tie-neck fronts. Courtney Cox pairs her Chloe blouse with a Michael Kors blazer. You can wear yours with a slim wool pencil skirt.

Rosario Dawson channeled Old Hollywood in her tie-neck blouse and A-lister Ali Larter dresses up her sheer Moschino blouse with a knee-length skirt and a wide belt…

Try these key pieces…


Left: 3.1 Phillip Lim Exclusive Tuxedo Blouse. $365.00. Net-a-Porter
Right: Diane von Furstenberg Marta Pencil Skirt.$255.00. Nordstrom     

5. Wide-Leg Trousers


Looks like J.Lo knows the meaning of menswear! The sheer blouse and vest are so utterly business-like, but what we really love are the crisp black wide-legs.  The tight high-waist top and flared out bottoms slim down legs but polish the outfit.  Skinny jeans are out.  As the weather turns crisp, so does the fashion and these trousers are the perfect punchy touch. 

Victoria Beckham and Mary-Kate Olsen stand out in these extra-wide tweed pleasers…


Wanna stand out?

Left: Alexander McQueen Star Jacquard Pants. $1,485.00. Net-a-Porter
Right: Chloe Wide-Leg Pants.  $745.00. Net-a-Porter

Photos: Wireimage.com, Elle.com, Elleuk.com, Net-A-Porter.com, People.com, Instyle.com

-Simona Kogan

See the Top Ten Summer 2016 Trends for Women Over 40

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5 Responses to Celebrity Style. Celeb Menswear Chic. Second City Style Fashion Blog

  1. Lydia says:

    Absolutely fabulous.. espcially the vests – loveeee it.
    any updates on how to pull off the high waist skirt trend?
    i’m thinking marc jacobs and wool…

  2. Lauren - SCS says:

    Great question Lydia. We will work on that post for you today!

  3. Felicia says:

    how can you make these trends more casual? -more wearable to school, for example while still maintaining high fashion.

  4. you best shot at making this casual is to take a look at the Jlo pic. That outfit looks as though it would be very casual and perfect for a more real, daily, type of setting.

  5. Jeff says:

    i love that hat worn by Keira Knightley, its something i would love for

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