Fashion hits and misses from celebs born in May

By Megan Riedlinger 5:50am PDT, May 4, 2021

Wonderwall.com is rounding up the best and worst fashion moments from stars celebrating birthdays in May, starting with Carey Mulligan! The star, who celebrates her birthday on May 28, had a major fashion miss on her hands at the 2019 Met Gala. Though the theme was "Camp: Notes on Fashion," she arrived in this multicolored Prada gown. We loved the interesting contrast of the bubblegum pink, crimson and black shades, but the funky frock featured too many different fabrics and exaggerated shapes for our liking. Keep reading to see our favorite look from Carey next — plus the rest of the May birthday gang's fashion hits and misses!

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Our very favorite Carey Mulligan red carpet moment is a recent one — she wore this gorgeous two-piece Valentino design to the 2021 Academy Awards. From the bandeau top to the high-waisted full skirt in a matching bold and shimmery gold fabric to the glamorous train that followed behind her on the red carpet, we loved every ounce of this glam golden look.

We loved May 11 birthday girl Lana Condor in the "To All the Boys I've Loved Before" franchise, but we absolutely did not love this look. The actress arrived in this bizarre Prabal Gurung getup while hosting the 23rd Annual Costume Designer Guild Awards in April 2021 and scored herself a massive miss in the process. From the maroon turtleneck with feather embellishments to the structured turquoise skirt atop black pants, we weren't feeling an inch of this strange combination.

Now we're talking! We loved this floral minidress by Dolce&Gabbana that Lana Condor rocked at the 2019 Vanity Fair Oscar Party. The exaggerated sleeves and bold all-over floral print made this one super-memorable, and she wisely paired it with hot pink pointy-toe heels — it's our favorite look from the star thus far.

Bike shorts and a jacket? We're not entirely sure what May 11 birthday girl Sabrina Carpenter was going for at a Grammys afterparty in 2019, but this messy Rami Kadi look scored her a serious miss.

Sabrina Carpenter's best red carpet look? That was this casual yet super-cute and cool monochromatic Versace ensemble she wore to the Radio Disney Music Awards in 2018. The star sported a blazer, skirt and blouse combo in the same pretty pink shade and finished things off with pointy-toe white pumps — perfect spring fashion inspiration.

Where do we even start?! May 13 birthday girl Debby Ryan attended the 2018 ELLE Women in Hollywood event in this Chloe number — a sleeveless gold midi-length frock with a horse motif and chain detail at the waist. Though the dress wasn't great, it wasn't enough to make it her all-time biggest miss… but the styling was. The star added Chloe socks and embellished strappy sandals to complete the thoroughly confusing ensemble.

Debby Ryan looked darling in this floral Elie Saab gown at a Golden Globes party in 2019. We loved this long-sleeved look on the young star and how she paired it with some strappy black sandals for a chic Globes night ensemble.

Jamie Lynn Sigler — who blows out candles every year on May 15 — rocked this unfortunate outfit to the Met Gala back in 2003. The funky frock featured an awful asymmetrical black lace-up effect across the white fabric and showed even more skin with a thigh-high slit.

Jamie Lynn Sigler hopped on the coordinates trend in August 2019 at the MTV VMAs, and we loved this look on the star. Her burgundy separates — a spaghetti-strap crop top with white piping paired with high-waisted, wide-legged pants — were by Staud.

Tina Fey, who celebrates her birthday every year on May 18, donned this busy ensemble to the Tony Awards in June 2019. The gold and glittery Thom Browne suit certainly stood out, but the multicolored striped details on the sleeves, combined with cropped pants and stark black heels, didn't work for us.

At the 2016 Academy Awards, Tina Fey stunned in an Atelier Versace number. The purple shade was perfect on the star, and the strapless and sleek fitted silhouette was a pleasant surprise.

This Giambattista Valli gown goes down in history as our least favorite Rosario Dawson look. The May 9 birthday girl rocked this frothy strapless pink-and-black look at the Met Gala in 2010, much to our dismay.

Our favorite pick from the star's red carpet past? The Antonio Berardi gown that Rosario Dawson wore to the Golden Globes back in 2013. We loved the pale blue shade, the interesting neckline and the peplum detail at the waist.

Yikes! From the super-short and too-sparkly romper to the way she paired it with those awful mesh ankle booties, Maggie Q scored herself a major fashion miss during Comic Con back in 2013. Now let's take a look at one of our favorite looks from the star, who celebrates her birthday on May 22…

Maggie Q pulled off a major fashion moment at the 2019 People's Choice Awards in this stunning Sebastian Gunawan gown. The star's gorgeous frock featured a green-and-pink patterned bodice with a plunging neckline, a feathered peplum detail and a black skirt complete with two thigh-high slits up the front.

We're so used to Cate Blanchett wowing us in the style department that this misstep truly stunned us last year! The May 14 birthday girl donned a disastrous getup at an event in March 2019 — an all-Gucci ensemble comprised of a brown snakeskin blazer, a lime green blouse with a frilly collar and questionable green snakeskin trousers. To make matters worse? She finished things off with a pair of bright red heels.

Our favorite Cate Blanchett look of all time? It's a tough call, but we're going with her 2011 Academy Awards look. The stunning pale pink Givenchy gown featured structured sleeves, incredible beading in a matching shade plus pops of yellow and subtle pleating that all added up to a super-memorable red carpet moment.

May 5 is Adele's birthday! Our least favorite red carpet look from the star dates back to the 2013 Grammy Awards. That year, she arrived in this tea-length floral-patterned Valentino frock that while sweet just didn't feel like the right dress for such an important occasion.

Who could forget the dreamy green Givenchy gown that Adele wore to the 2017 Grammys? The diva sported this long-sleeved frock with beaded sleeves, a checkered bodice and a chevron-patterned full-length skirt to music's biggest night that February.

We really weren't fans of the disastrous two-piece look — it looked like a romper from afar — that Megan Fox wore to the "Battle of Jangsari" movie press conference in South Korea in August 2019. The actress, who celebrates her birthday on May 16, opted for a corset-like top with an oversized bow and baggy trousers by Olivier Theyskens — a mismatched, funky ensemble that fell flat for us.

Our favorite look on Megan Fox dates back to her very first Golden Globes in 2009. That year, the star arrived in a fitted gold Ralph Lauren gown with spaghetti straps and intricate beading.

The blue velvet, the sheer skirt dripping with heart-shaped confetti, the matching mermaid hair… where do we even begin? Blac Chyna, whose birthday falls on May 11, wore this funky getup at her figurine doll launch party in August 2017.

Blac Chyna's 2020 Grammys gown wowed us. The shimmering red confection featured long sleeves and sky-high double slits — it was one of her best fashion moves.

We can sum up our reaction to the outfit — a black-and-white striped shirt worn underneath a pear-patterned dress — that May 3 birthday girl Christina Hendricks wore to a pal's April 2019 cookbook launch party in one word: Nope.

This divine emerald green Zac Posen dress that Christina Hendricks wore to the 2014 CNN Heroes event is one of our favorite looks ever on the "Mad Men" alum. From the killer shade to the off-the-shoulder silhouette to the midi-length skirt to the way she paired it with those patterned pumps, we loved every single element.

May 2 birthday girl Ellie Kemper's most unfortunate red carpet look? This Jenny Packham pick. The navy blue cap-sleeved frock she wore to the 2017 Primetime Emmys featured plenty of embellishments and an overdone sheer skirt that we just couldn't get behind.

Fortunately, Ellie Kemper turned things around at the next Primetime Emmys! She wore this stunning strapless coral number to the award show in 2018 — a frilly J. Mendel frock made of textured chiffon that featured subtle tiers and a sweetheart neckline.

Helena Bonham Carter, who was born on May 26, wore this bizarre Vivienne Westwood getup to the Golden Globes back in 2011. The actress's funky frock, with its multicolored print and haphazard black tulle, was only made worse by the fact that it was styled with different colored shoes!

Helena Bonham Carter is known for her wacky fashion sense, so we were pleasantly surprised when she delivered this gorgeous style moment — a simple yet stunning black Vivienne Westwood gown with a wide neck and a thigh-high slit — at the "Ocean's 8" premiere in New York City in June 2018.

Birthday girl Nikki Reed, who was born on May 17, opted for a completely sheer top with a black bra underneath and a green striped skirt for an event in Las Vegas in January 2018. She completed the questionable outfit with nude heels that blended into the carpet. Now on to a better look from the actress…

Nikki Reed's best look in our opinion? This amazing red pantsuit from Clarite. The star donned the sleek coordinates sans shirt at the Producers Guild Awards in 2018, pairing the ensemble with a red lip and multicolored sandals by Alexandre Birman.

May 25 marks Octavia Spencer's birthday! The star typically rocks chic ensembles on red carpets, so much so that her worst isn't even that bad! But if we had to pick, we'd choose this Tadashi Shoji moment from the "Insurgent" premiere in 2015 — mainly due to the mixing of prints and that funky patterned skirt.

Octavia Spencer had a seriously regal moment on the red carpet of the 2017 Academy Awards. The star stunned in this pale gray Marchesa gown featuring a satin pleated bodice, off-the-shoulder sleeves and a glamorous feathered skirt.

By now, you likely know how we'd feel about a sheer and bedazzled jumpsuit. Spice Girl Mel B — who celebrates a birthday on May 29 — wore this truly bizarre ensemble by Rocky Gathercole to an "America's Got Talent" season 12 live show back in 2017. Thanks to its strategically placed jewels and embellished collar, we still remember how many questions we had about this awful choice (namely — why?!).

A jumpsuit that fared a whole lot better? The killer magenta Michael Costello number that Mel B wore to the TCA Summer Press Tour in 2016! We loved everything about this — from the cut to the bold color to the flared pants.

No, this wasn't a costume! May 31 birthday girl Brooke Shields wore this funky getup by Sachin & Babi — a T-shirt with a red lip motif, a tea-length skirt with a sequined ruffle and funky white ankle boots — to an event in New York City in 2018. See an infinitely better look from Brooke next…

Brooke Shields' best look? Easy! This show-stopping Sachin & Babi jumpsuit she rocked at the CFDA Fashion Awards in 2019. From the bold silver sparkles to the long-sleeved and wide-legged silhouette, we were wild about this disco-inspired fashion moment.

We love a sleek menswear moment, but this was not it: Idina Menzel, who was born on May 30, looked like she was channeling a vampire after adding a blood-red satin scarf and dark makeup to her black suit at the 2016 CNN Heroes Tribute.

Sometimes simplicity is key, as proven by Idina Menzel. The star selected this sleeveless white gown by Galvan for the "Frozen II" premiere in 2019, and though the stunning gown didn't have any bells and whistles, it was super memorable on the red carpet.