Fun Fact: My Most Fashionable Friend Styles This $20 Amazon Shirt With So Many Outfits
Certain people just get it. That's Rachel Besser in my friend group. The Vogue contributor and content creator has a covetable sense of style that's cool, modern, and forward. Naturally, when she says something is legit, I listen. Besser recently launched an insightful Substack publication called Besser for You (subscribe immediately if you haven't), where she dives into what matters in fashion. She recently posted about a life-changing Amazon shirt, and I just had to share it here.
As Besser shared in her Substack, she impulse-bought this $20 Amazon Essentials men's shirt in black to wear to an event, as the designer one she was going to wear was in her dry-cleaning pile. It's to note that the shirt is normally $24, but it's on sale for Amazon Prime Big Deal Days 2024 on October 8 and October 9 for $20. Initially styled with an oversize suit, the shirt worked—like, really worked. She legit got compliments on the piece from celebrities and stylists at the event. "It fit like my best shirts—no tailoring, no tinkering required. Sure, the fabric's a bit thin, but at a glance, it's indistinguishable from the designer ones in my closet," Besser explained in her Substack post. Since the initial order, she's purchased other colors to style with a range of outfits for different occasions. She's worn it half-buttoned under a suit (pictured above), as a beach cover-up, paired with denim for the weekend, and so on. It's worth noting that she primarily wears the shirt in an XL for the oversize look, but she also bought the size small to perfectly tuck into giant jeans with a belt.
Besser's definition of an essential, like this Amazon shirt, is also worth mentioning. "An essential should feel like a natural extension of your routine—reliable, comfortable, and ready for anything—be it an impromptu event or unexpected globule of mustard. While some people cling to their pristine collars, terrified of life's little messes, I'm out here embracing them. This shirt doesn't ask for perfection; it just lets me live," she explained on Besser for You.
Keep scrolling to check out the shirt in more detail and shop it if you're so inclined. I also rounded up other cool Amazon shirts to consider for the season.
Shop the famous shirt:
This shirt has 4.4 out of 5 stars with over 31,000 reviews!
Shop more shirts from Amazon:
Can't go wrong with a striped shirt.
Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.
-
Before You Buy Your Amazon Prime Big Deal Days Haul, You Should See These 23 Impulse-Worthy Items
Prices go up tomorrow, so don't wait.
By Ana Escalante
-
French Fashion People Wear These Levi's Jeans That Are Only $48 During Amazon's Prime Big Deal Days
Cool, chill, and classic.
By Nikki Chwatt
-
These Chic Finds From Amazon's October Prime Day Feel Very 2025—30 I’m Adding to Cart
Most are under $50.
By Jennifer Camp Forbes
-
I Put Together 3 Perfect Fall Outfits for Under $200 From the Amazon October Prime Day Sale
Affordable and chic.
By Judith Jones
-
5 Fall Shoe Trends I'm Buying From Amazon Prime Big Deal Days
Yes, really.
By Jasmine Fox-Suliaman
-
I'm Obsessed With Cute Workout Clothes—These 35 Styles Are Bound to Sell Out on Amazon Prime Big Deal Days
Being the cutest person at the gym has never been so easy.
By Chichi Offor
-
Celebrities Always Wear Boots in These 3 Classic, Timeless Colors—I've Just Found Them on Sale
I can't keep this to myself.
By Natalie Munro
-
Hurry—These Discounted Socks, Intimates, and Tights Will Sell Out During Amazon's Prime Big Deal Days
These prices are just too good.
By Chichi Offor