It is one of the great tragedies of my life that I will never look as glamorous in cropped sweats, sneakers and a beanie as most of the women featured in this post. Just kidding, it is not even one of the top ten great tragedies of my life, but I am still envious that they can leave the house like this and somehow still look irrefutably rich and famous. I suspect part of the trick is to only wear everything once and then throw the whole outfit away. We’ll never know for sure though. Of course, adding a $2K+ bag to your uber-casual ensemble is always good celeb signaling.
Kendall Jenner
Kendall Jenner was spotted carrying the tiniest little Longchamp Roseau Top-Handle Bag while grabbing a juice in West Hollywood.
Rihanna
Rihanna attended the AFI Fest 2019’s Opening Night Gala (which included the world premiere Of Universal Pictures’ Queen And Slim) wearing a vintage John Galliano dress accessorized with a Jimmy Choo Titiana Clutch.
Whitney Port
The Hills star Whitney Port was seen running around in Los Angeles carrying a black Chanel Classic Flap Bag. I am still in need of a good nubby fleece. Take note, Santa!
Celine Dion
Here’s Celine Dion, stepping out in NYC in all of her finest denim attire, which she has paired with a black and white Wandler Luna Bag.
Celine Dion
And here she is once more, wearing Chanel and carrying dueling Chanel Flap Bags during her last day in NYC.
Bella Hadid
Bella Hadid recently flew into JFK airport with a Chanel Graffiti Messenger Bag. Remember when these were wildly popular?
Zoe Kravitz
Zoe Kravitz was recently snapped at a crosswalk in Soho carrying a quilted Saint Laurent Nikki Bag.
Hailey Rhode Bieber
Finally, here’s Hailey Rhode Bieber, out and about in LA in some extremely comfy-looking sweats paired with a Louis Vuitton New Wave Bumbag.
I am appreciating Celine’s elegant Canadian Tuxedo.
Yes, but she would look perfect if she took off that stupid tie. It’s just hanging around her neck, without purpose, and it’s overkill.
I would never have recognized Kendal Jenner. Celine Dion is living her best life. I am still wondering why she needs to carry two bags but she looks great doing it.
Zoe is so effortlessly chic and cool.