10 Times Cheryl Hines Showed Off Her Killer Legs

As one of the stars of the sitcom "Curb Your Enthusiasm," Cheryl Hines is known for her comedic talents, but in more recent years, she's also been known as a celebrity who fell in love with a politician following her marriage to Robert F. Kennedy Jr., the 26th United States secretary of health and human services. Regardless of what's going on in her career or personal life, Hines has also established herself as a stunner with the fashion to match. Her style has become more conservative in recent years, with midi and maxi lengths featuring frequently in her wardrobe, but that doesn't mean she's opposed to the odd leggy moment, especially by way of a minidress. 

Most of Hines' minidress looks took place in the noughties before she married into the exclusive Kennedy crew in 2014. The actor loved minidresses on the red carpet, but she also went for outfits that showed off her killer legs in other ways. It goes without saying that Cheryl Hines' inappropriate outfit at the 2022 Emmys after-party looked like dated beachwear, but usually, she gets warm-weather ensembles right with thigh slits and lightweight summery materials. 

Ultimately, leggy fashion can be embraced by anyone, young or old. Some say that certain dress and skirt styles should be avoided if you have older legs, but that's only when you're going for a more modest aesthetic. If you're in the mood to show off some skin, follow Hines' example with these outfit ideas. 

Cheryl Hines stunned in black Hugo Boss leather

For a 2020 appearance on "The Wendy Williams Show," Cheryl Hines wore a nearly all-black 'fit (with the exception of some barely there floral graphics on her sheer turtleneck top). Almost twinning with the host, she finished the look off with a leather skirt that hit just above her knee, showing off her fabulous gams in the process. "I love your outfit!" one fan commented on a February Instagram post of Hines posing with Wendy Williams, to which the "Curb Your Enthusiasm" star revealed that she was in Hugo Boss.

Cheryl Hines evoked the '80s and bared her legs

In March 2022, Cheryl Hines threw it all the way back to the '80s when she posed for a seaside snap in a bold, inky-purple minidress with retro puffy sleeves. The height in the shoulders together with the vibrant shade and gathered silhouette gave this look a vintage feel full of things people found attractive in the '80s, partially distracting from the star's killer legs. "Look at those dancer legs," one fan commented beneath Hines' Instagram post. Meanwhile, another fan added, "How this girl aged backwards I'll never understand."

The rain couldn't keep Cheryl Hines from flaunting her leggy summer 'fit

Short hemlines aren't a natural pairing for rainy weather, but Cheryl Hines managed to make it work while out and about with husband Robert F. Kennedy Jr. She shared a carousel of photos in tribute to their 10th anniversary in August 2024, with one photo showing Hines' hubby holding an umbrella over her. Looking cold with her arms crossed in the snap, Hines was dressed for a sunny day, decked out in a flowy blue floral jumpsuit that showed off her tanned legs. 

Cheryl Hines went leggy for a PETA gala

These days, Cheryl Hines' red-carpet 'fits lean conservative with longer hemlines, but back in 2010, the "Everybody Loves Raymond" alum attended the PETA 30th Anniversary Gala wearing a sexy minidress that left her fabulous legs on full display. Pairing the fun look with silver heeled sandals, Hines looked every bit the A-lister and clearly knew how to pick the right dress for her body type. The garment's design was unique, featuring sequins and beading on the spaghetti straps, but the star of the show was still Hines' legs.

Cheryl Hines had a gorgeous LBD moment at the Vanity Fair Oscar Party

The Vanity Fair Oscar Party often dishes up some of the best fashion of the year, and 2012 didn't disappoint. While Cheryl Hines' LBD wasn't exactly revolutionary, it did give us a chance to bask in the star's stunning legs once more. With a corset-like top and a hip-hugging fit at the bottom, this black mini is the perfect example of the kind of dress you should always have in your closet. Red carpet? Date night? Cocktail party? A piece like this can do it all.

Cheryl Hines rocked a longer hemline and still stunned

As the years have gone on, Cheryl Hines' red-carpet dresses have transformed from minis to midis, both of which look stunning on her. In January 2024, Hines appeared with her daughter to support the show "Palm Royale" in another LBD, this time with a more elegant feel. The hem reached just below the star's knees, leaving enough skin to create the illusion of longer legs. Her choice of gold strappy sandals worked well here, further elongating her calves. She also balanced the legginess perfectly with a high neck and long sleeves.

Cherly Hines wowed in a bubble skirt at her film premiere

At the premiere of her film "The Ugly Truth" in July 2009, when she was still in her peak minidress era, Cheryl Hines strutted her stuff down the red carpet in another little black number. This time, she opted for a bubble skirt that turned up the glam factor and helped her stand out even more (not that she needed help in that department, as her glowing legs always speak for themselves). Hailey Bieber proved in 2024 that bubble-hem minidresses are chic, so Hines was ahead of her time.

Cheryl Hines was the epitome of Y2K energy with her thigh slit

Note that a leggy moment doesn't require a minidress. At the 2004 Emmys, Cheryl Hines gave fans something to talk about with an ocean-toned halter dress that left little to the imagination. In addition to the plunging neckline, it had a thigh slit that showed off her killer gams. With her hair pulled back in loose, beachy ringlets (one of the most iconic Y2K hairstyles that you can do yourself) and ruffles flowing down the gown's train, the "Along Came Polly" star looked ready for summer. 

Cheryl Hines got her legs out in Greece

Speaking of being ready for the hot weather, Cheryl Hines visited Greece in September 2022, taking to Instagram to post snaps from her vacay. In one picture, she's posing with an island cat while wearing a denim minidress with rolled-up sleeves. This time, she teamed the look with casual white sneakers (which really go with any outfit), a protective sunhat, and a woven tote. We're loving this vacation look that proves you can stylishly wear denim without jeans, not in the least because her legs are on full display.

Cheryl Hines channeled a Greek goddess in her maxi dress

On her September 2022 trip to Greece, Cheryl Hines included a few island looks in her rotations. In one Instagram photo, she can be seen lounging under an umbrella with a white short-sleeved dress. While the Grecian gown is probably a maxi, Hines has it rolled up above her knees, showing off her legs as she smiles for the camera. This is one of the reasons why summer maxis are a must for vacation packing — they're perfect for the heat, lying in the sun, and, of course, a cheeky photo.