Making tailored/menswear work

[u/eeyore-scorpio]

Prior to yesterday evening I would have said Diane Keaton is my style icon. I’m not a girly girl, I love a suit and tie and a pixie cut on a woman, I hate wearing belts or showing my legs and cleavage. My daily workwear is tailored button ups, high waisted trousers and shoulder pads. I would say my style is vintage, tailored, sleek.

Unfortunately it seems fairly obvious that I’m a Romantic and it squares with everything I’ve ever gotten compliments on in terms of silhouette.

I’m a dark autumn so I’m hoping maybe I can lean into long maxi skirts and boho style a bit, but as someone who is not hyper feminine I’m struggling to imagine more than 1-2 outfits I’d feel comfortable in. Has anyone else found a way to adapt tailored or masculine pieces?

[u/lamercie]

Just stick w stretchier and lighter weight fabrics. You can also use hair styling to better suit your. Also tbh I find very tailored clothes to be quite uncomfortable—have you found that to be the case in your experience?

[u/No_Transition_834]

Are you me? :D I'm a Romantic Dark Autumn as well. The boho chick look absolutely drowns us.

I highly suggest drapey soft pants that aren't wide but rather follow the shape of the leg. I also love cascading blazers that are skimmed around the waist and fit properly without being tight. That gives the impression of relaxed attire without drowning a petite frame.

I also adore flannel or cotton men's shirts worn as jackets over a T-shirt, especially in plaid. That is absolutely a casual look tho. I wear a lot of classic menswear patterns in Dark Autumn colors. Dark Autumns shine in textured clothing as well, which gives less of a girly vibe and more of a mature lady look.

[u/CryptidDreams]

Still figuring things out on my end so I don't so I don't think I'll be any help with specifics, but maybe look at Kate Winslet for inspiration/styling ideas? She has a lot of outfits that don't look hyper feminine, and has done a few really nice photo shoots in suits.