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• Jennifer Tilly's Iconic Poker Looks
• WATCH: Jennifer Tilly on Life Outside Poker

What do Diana Ross, Timothée Chalamet, Pope Leo XIV, and Jennifer Tilly have in common?

No, it’s not the setup to a punchline; all four were named to the New York Times’ 50 Most Stylish People of 2025 this week, with poker pro and WSOP bracelet winner Tilly landing in the No. 2 spot on one of fashion’s most coveted annual lists.

Tilly, who last week marked the 20th anniversary of her victory in the Ladies No-Limit Hold’em Championship, was praised by the Times for her standout performance as a guest star on the wildly popular reality series The Real Housewives of Beverly Hills. The publication credited her for "displaying a wit and a wardrobe the likes of which the reality TV franchise had never seen."

The Californian, who boasts over $1 million in live tournament earnings according to The Hendon Mob, shared her reaction on Instagram, writing that she was "so honored" to be featured alongside some of the biggest A-listers in entertainment and fashion.

Jennifer Tilly's Iconic Poker Looks

In a 20+ year career, we've seen Tilly rocking some pretty iconic looks at the felt. Here's a snapshot of why she was flying the flag for poker in the New York Times' style round-up.

Tasting WSOP Glory in 2005

Tilly recently shared a throwback image on X from her maiden WSOP bracelet win in the 2005 $1,000 Ladies No-Limit Hold'em event, alongside her longtime partner Phil Laak:

https://twitter.com/JenniferTilly/status/1132029526878244864

Rocking the Shades and Stetson at WSOP 2010

Playing at the 2010 WSOP back at the Rio, Tilly pulled off the iconic combo of sunglasses and a Stetson hat:

On Season 11 of High Stakes Poker

Tilly made her debut on Season 11 of High Stakes Poker, sporting a bold look but running into trouble at the table as Rick Salomon scooped several key pots:

Entering the Hall of Fame

In 2024, Tilly was inducted into the Women in Poker Hall of Fame in recognition of her contributions to the game both on and off the felt:

Playing This Year's WSOP

Tilly has been back in action at the 2025 World Series of Poker, including an appearance in the $25,000 High Roller early last month:

WATCH: Jennifer Tilly on Life Outside Poker

Tilly recently joined Connor Richards on Life Outside Poker for a wide-ranging conversation covering everything from nearly voicing Marge Simpson to her relationship with Phil Laak, her stint on The Real Housewives of Beverly Hills, and the 20-year anniversary of her 2005 WSOP bracelet win.

Watch the full interview below:

Learn More About Life Outside Poker