Fashion is a crucial language that helps the top five billionaires and millionaires of the entertainment world assert their positions.
In the business world, fashion is not just about clothing but also plays a vital role in establishing personal branding and influence. Leading female entrepreneurs in the entertainment industry not only stand out with their successful careers but also showcase refined and unique fashion tastes. From Taylor Swift’s elegance, Selena Gomez’s modern beauty, to “King Kylie’s” matured style, all contribute significantly to these women’s ability to shine.
After the success of “The Eras Tour,” Taylor Swift officially joined the billionaire club. Major milestones in her career have influenced her fashion aesthetics. Glamorous and radiant are what the “country music princess” offers her fans and fashion lovers on stage and at important events. In “The Eras Tour,” she showcased an impressive “high note” in both her music career and fashion aesthetics with designs from Roberto Cavalli, Versace, and Nicole + Felicia Couture.
When away from the spotlight, Taylor Swift returns to a more elegant and comfortable style. One can say her wardrobe reflects both practicality and understated luxury. She often appears in pleated mini skirts, sweaters, wide-leg pants, loafers, or trench coats, crafting a “preppy” look. Moreover, Taylor’s feminine outfits while with Travis Kelce have become a “style guide” for fashion enthusiasts.
Rihanna has always affirmed herself as a unique fashion icon, unlike anyone else. Even though she has been away from the entertainment scene for years, the founder of Fenty Beauty still captivates the public with her impressive fashion moments. From glamorous “Riri” stamped outfits at events, bold maternity fashion, to her daily street style, Rihanna constantly transforms while maintaining her fashion stature.
Bold, trendy, and creative—these are the qualities that embody Rihanna’s personal style. Particularly during her pregnancy, it’s no surprise that she’s been dubbed one of the most fashionable pregnant women in the fashion industry. She completely redefined maternity fashion with daring outfits that boldly flaunted her baby bump, rather than concealing it. The billionaire prefers cut-out pieces, crop tops, and low-rise jeans, creating a distinctive mark.
Kylie Jenner
In recent years, Kylie Jenner’s style has noticeably matured, reflecting the demeanor of a 26-year-old millionaire. Once associated with rebellious, “slay” outfits that were daring and body-hugging, “King Kylie’s” wardrobe has now embraced the “quiet luxury” trend. Minimalist dresses in neutral tones like white, black, beige, and sleek suits or trench coats all signify her “rebranding.”
One prominent highlight in her new style is her appearance in her own fashion brand—Khy. She often wears graceful, soft, and feminine designs that are highly practical. However, the mother of two still maintains her status as a top “IT-girl” with unexpected and creative elements in her fashion choices.
Selena Gomez has built an image of an all-around star, not only through music and film but also as one of the youngest self-made billionaires in the U.S. Her style goes beyond glamorous red carpet outfits, showcasing diversity and versatility at work events. The balance between elegance and youthfulness, combined with a modern businesswoman style, has helped her establish a unique personal mark in the fashion world.
As a businesswoman, it’s not uncommon to see Selena in a “suit up” look. However, instead of following the rigid rules of traditional office attire, the founder of Rare Beauty frequently adds a twist to her outfits while maintaining the necessary sophistication. For example, at the Time100 Summit, she confidently wore a long leather dress with a stylish corset.
Serena Williams
Serena Williams, besides her illustrious tennis career, is also a successful businesswoman. Known for her diverse and thriving ventures, Serena’s fashion style is a combination of strength, boldness, and femininity, reflecting her pioneering spirit both on and off the court. Her fashion choices convey feminist values, with outfits that highlight the body and strength of women.
Her red carpet style perfectly blends elegance, sophistication, and feminist spirit. Serena’s evening gowns often have form-fitting designs, showcasing her toned physique, and are adorned with sequins or bold cut-outs. One of her standout moments was at the 2024 Paris Olympics opening ceremony, where she donned a red monochrome Dolce & Gabbana ensemble. This outfit not only perfectly matched her role as an official torchbearer but also celebrated the pride of a sports icon on this grand occasion.