Upasana’s connection to fashion isn’t just as a wearer, but also as a creator. An early article from The Hindu in 2007 profiled her not as an actor, but as a "21-year-old designer" for a charity fashion show. This glimpse into her early career is crucial for understanding her style philosophy, which she describes as a fusion of comfort and edginess.
The saree is a staple in her wardrobe, but her blouses are where her style truly shines. She frequently experiments with:
When wearing outfits with deeper necklines or pronounced cleavage, Singh intelligently manages her jewelry. She often chooses between a statement choker that fills the space elegantly or statement earrings paired with a bare neckline to keep the focus clean and uncluttered.