I have to admit. I've always been a fan of Charlie Chaplin. There is something very cute about him waddling around in a tuxedo jacket, cane and hat. So its kind of obvious that I would eventually channel his spirit and have a moment with menswear. Feminized and with a touch of modern of course. You may think that the menswear look for women is tricky to pull off, but more recent advancements such as the boyfriend jean make it a bit easier for us gals. I personally like to pair a tuxedo inspired blazer (see below) with a pair of slouchy bf jeans and pointy heels for that sexy, effortless look. Throw on a polka dot or striped tee or even a chambray top and your all set. It wouldn't be Charlie Chaplin esq without a bowler hat so that is mandatory !
Polka dot t-shirt Forever21
Boyfriend Jeans Zara
Heels Vintage Steve Madden ( similar here )
Clutch Clare Vivier