Lifestyle Style Obsessed or Hot Mess: Vote on These Daring Looks We've seen crush-worthy celeb style and cringe-worthy celeb style. But what happens when some outfits defy definition? (See: Rihanna's silly slashed sweats and Chrissy Teigen's built-in arm-tie dress) By Catherine Kast Published on September 3, 2015 11:49 PM Share Tweet Pin Email Trending Videos 01 of 178 ELIZABETHAN BLING Adam Rose/FOX We watch So You Think You Can Dance for the performances, but last week we couldn’t keep our eyes off judge Paula Abdul’s bold pearl collar. To bead, or not to bead? That is the question. 02 of 178 FUZZY EARRINGS AKM-GSI We thought that all the Furbies from the ’90s were dangling from the Jenner girls’ purses, but apparently snagged a couple for a snuggly lobe look. 03 of 178 PEEK-A-BOO SWEATS Raymond Hall/GC Images When we need a day off from office-wear, we rock boyfriend jeans. When needs a day off from jeans? She rocks pastel pants with gigantic thigh windows. 04 of 178 WAIST-TIE DRESSES INF We thought we knew what a “wrap dress” was until we saw Chrissy Teigen’s cozy blanket-like contraption, which is, quite literally, a wrap dress. 05 of 178 THROWBACK TATTOO CHOKERS Jason Merritt/Getty We were as surprised as you are to see these necklaces anywhere besides the Jersey Shore boardwalk in 1999. Thank you, Keke Palmer, for reminding us that they’re still in production (and also, how much we don’t miss our necks itching from wearing ‘em). 06 of 178 THE PARACHUTE BLOUSE FameFlynet Elizabeth Olsen’s top looks like it either came from her Martha Marcy May Marlene rural cult-member attire or from ’60s icon Jean Shrimpton’s wardrobe. How you vote depends on in whose closet you can see the shirt. 07 of 178 CONSTRUCTION-FENCE SKIRTS Jason LaVeris/FilmMagic Hailee Steinfeld’s Miu Miu getup is the next logical step in the “sheer skirt” trend: A perforated piece of material that allows you to see what exactly is or isn’t underneath the “fabric.” 08 of 178 STATEMENT BUTTON-DOWNS Kevin Winter/Getty Zayn Malik opts for the formal version of the message tee for his red-carpet appearances. 09 of 178 LACE-TRIMMED SHORTS Charles Sykes/Invision/AP Sure, we’ve all been in that position where we think our shorts might be a little too short for the occasion. But we’ve never done what Lucy Hale has here and added a few extra inches of tatting to up the modesty factor. 10 of 178 STRAW BOATERS AKM-GSI The good news for Jessica Szohr is, even if this trend doesn’t take off, she can always find a barbershop quartet to sell her topper to. 11 of 178 SOLO SWEATER VESTS Donna Ward/Getty You’ve probably seen a less-shiny variation on this look on Dave from accounting. But you’ve also probably seen it worn over a button-up shirt, unlike Greta Gerwig’s geeky-meets-cheeky take on the top. 12 of 178 COLOR-BLOCKED WINGED EYELINER Jon Kopaloff/FilmMagic In what appears to be a formidable cross between Betty Draper and Jane Jetson, January Jones adds a second periwinkle flick just above her sassy cat-eye. 13 of 178 WORKOUT LEGGINGS WITH HEELS MachettePix/Startraks It appears that knows how to, ahem, pump it up even when she’s not in the gym! 14 of 178 FLUFFY SHOES OUTSIDE THE BOUDOIR Getty; FameFlynet These are not your grandma’s marabou slippers! Please tell us if you’d be down to try the fluffy shoe trend like Lena Dunham, who veers more whimsical, or , who’s more “I woke up like this literally.” 15 of 178 THE SHEER TUNIC Josiah Kamau/BuzzFoto We thought pretty much anything would go with a pair of denim cutoffs, but Ashley Benson has us rethinking our definition of “pretty much anything.” 16 of 178 SAILOR CHIC Sean Zanni/Patrick McMullan We really consider Diane Kruger one of our fashion first mates, but this head-to-toe boater look is a little less “aye aye, captain” and more “Ay yi yi.” 17 of 178 SPLIT-FRONT SLACKS Dave J Hogan/Getty Are Greta Gerwig’s trousers a smart way to show off the thinnest part of your leg (the ankle), a way to make athleisure work with a formal top, or both? 18 of 178 THE SKIRT REVEAL Photo Image Press/Splash News Online Mamie Gummer got the memo on the “sheer skirt” trend of 2015, but gave it her own spin, revealing not high-waisted briefs but a second skirt instead. It’s decidedly demure, but you decide if it’s wearable. 19 of 178 DOUBLING UP ON BELTS AKM-GSI Who says fashion has to be practical? Take Kendall Jenner’s outfit, for example: One leather belt holds up her jeans, while the other (by Lovestrength) is strictly ornamental. So does that make it a waist necklace? 20 of 178 THE SKIRT/SHORTS SWAP Blayze/Splash News You know what they say: If you find something you love, buy it in two colors. Never one to do anything on a small scale, has taken this advice to the next level by buying this Milly tropical print in three pieces. 21 of 178 ATHLETIC SNEAKERS WITH A GIRLIE DRESS Splash News Online The model-off-duty look practically requires a pair of chic sneaks, but the overall aesthetic tends to be athletic (see: Karlie Kloss). Is Alexa Chung managing to mix sweet and sporty, or should she confine her kicks for more tomboy-esque ensembles? 22 of 178 EXPOSED UNDIES INF We barely bat an eye when celebs choose to rock briefs under a sheer skirt, but Gigi Hadid’s peekaboo panties definitely had us doing double takes. It’s like she’s a living, breathing Calvin Klein ad. 23 of 178 THE CUTOUT TURTLENECK Survivor/Pacific Coast News Forget cleavage; it’s time to highlight the clavicle, as seen by Cara Santana’s bright Minkpink mock-turtleneck number. 24 of 178 LEATHER CULOTTES Raymond Hall/GC Images Pulling off this tricky trend is anything but easy-breezy. And case, we mean that literally, since she’s opted for a leather Zac by Zac Posen pair. So either she’s immune to the summer heat in N.Y.C., or she’s simply demonstrating the way we’re going to want to transition the trend into fall. 25 of 178 WEATHER-BE-DAMNED DRESSING AKM-GSI (2) It’s late July. Temps are soaring. But Selena Gomez is eschewing the seasonal standard of crop tops and cutoffs in favor of a much more wintery mix: leather pants and leopard coats. 26 of 178 SCARF SHORTS Splash News Online Just because you’ve got the legs to pull off the most micro of minis, doesn’t mean you have to constantly put them on display! We’re guessing that was ‘s train of thought when she chose this patterned Bermudas pair. 27 of 178 EVERYDAY TIARAS Inf We know what you’re all thinking: “Finally, a formal flower crown!” Just kidding. But even if such a headpiece isn’t on your wishlist, don’t you think that Poppy Delevingne’s tiara is (thankfully!) more suited to couture than Coachella? 28 of 178 THE SATIN CHEST HARNESS Charles Sykes/Invision/AP Call it the reverse of a plunging neckline: Ashley Benson’s dress looks like it has an extra layer of silky candy-colored bandages across the front. We’re just glad she was able to find a purse that matched them perfectly. 29 of 178 THE HIGH-FASHION FANNY-PACK Eamonn and James Clarke/Startraks These fancy fanny-packs appear on celebs from time to time (Rachel Zoe and SJP are fans), but each time we see them we have to wonder, is it hip to adorn your hips like FKA Twigs, or do you consider it a flashy fail? 30 of 178 THE ELAINE BENES Splash News Online; NBC/Getty No one’s commitment to the ’90s resurgence is stronger than , whose Marni dress, chunky shoes and huge head of curls seemed to pay tribute to another style icon: Seinfeld’s Elaine. 31 of 178 MULTIPLE WATCHES Stefanie Keenan/Getty One way to make sure you’re always on time for the arm party? Stack tons of watches at once ( are from her Harajuku Lovers x Q&Q Smile collaboration). 32 of 178 SENSIBLE JEAN SHORTS AKM-GSI Subtract the rips and add a fanny pack, and Kylie’s denim shorts could have been seen on any mom at Disney World circa 1994. 33 of 178 THE CASUAL CAPE FameFlynet This We Are Kindred topper is far from the first cape we’ve had you vote on in this section, but it is the only one you can throw on with your everyday outfit to run errands. 34 of 178 THE U-NECK TOP Bauer-Griffin/GC Images Creative cleavage baring is practically an Olympic sport among the Kardashian/Jenner/West family, so it makes sense that Kendall had to take it to the next level with this super-low-cut tunic. 35 of 178 STRAPPY CORSETS UNDER BLAZERS Jason LaVeris/FilmMagic Finally, another use for our honeymoon lingerie! Who knew we could wear it under our best Smythe job interview suit, like Katherine Heigl in her For Love & Lemons bodysuit – and then audition for a job delivering "sexy secretary" singing telegrams? 36 of 178 THE FULL-FRONTAL CROWN BRAID D Dipasupil/Getty If you love the idea of flower crowns but they’re just too, well, flowery for your taste, Victoria Justice’s super-thick plait just might be the tress obsession you ve been looking for. 37 of 178 THE PEEKABOO REAR VIEW FameFlynet (2) The backs-of-the-thighs are the new fronts-of-the-thighs, right, Olivia Palermo? (You can’t go wrong by borrowing style inspiration from Taylor Swift, we always say.) 38 of 178 THE CLOAK DRESS Araya Diaz/Getty We’ve seen so many questionable spins on the cape look (Sweatshirt capes! Blazer capes! Gown capes!), but we’ve still never seen one quite like Janel Parrish’s slightly vampy LBD by Stone Cold Fox. 39 of 178 HYBRID PONY-BRAIDS FameFlynet There is a certain song that popped into our heads when we saw Jennifer Morrison’s hair at EW’s Comic-Con party. Please sing it with us: “I’m not a braid, not yet a pony!” We know you love the song, but do you love this do? 40 of 178 DOUBLE-BREASTED JUMPSUITS Beretta/Sims/Startraks We’re used to military jackets as casual-wear, but we’re not quite sure we’re (ahem) on board with military overalls like Amal Clooney s just yet. 41 of 178 SHOWER-CURTAIN-RING DRESSES Nicolas Genin/Abaca/Startraks Is the butt-out the new cut-out?! Just ask Nicky Hilton, who has big grommet-lined holes on her minidress, along with micro mesh peekaboo panels that reveal quite a bit of skin. 42 of 178 JUST ONE HOOP Mike Marsland/WireImage If the latest in updos and boyfriend jeans are any indication, it’s chic to look just a bit undone. But is Amber Heard (and her fabulous scarlet gown) taking that effortless look just a little too far with her solo statement earring? (PS: Lest we forget, Lena Dunham did this once too.) 43 of 178 RUST-COLORED EYESHADOW Don Arnold/WireImage It’s kind of hard to believe that Cara Delevingne needs anything more than her show-stopping brows to make her eyes stand out, but this terra-cotta shadow definitely has our attention! 44 of 178 CIRCUS PANTS WENN; Splash News Online These wide-leg wonders are the bigger and badder older brother of the (way easier to pull off) pinstriped pants. But even though Gigi Hadid and Cassie are rocking them, we’re thinking we might have to stick to the small scale when it comes to our stripes. 45 of 178 SHEER PETER-PAN COLLARS Marion Curtis/Startraks How do you turn a typically prim neckline into something significantly sexier? Make it mesh, as did. 46 of 178 EXTRA-LONG HEMS Getty traded her micro-minis for maxi-pants – which come with a side of “Careful, don’t trip!” 47 of 178 MAJOR WRAP-AROUND BLOUSES Taylor Hill/Getty Whether it’s a sarong layered over a silk tee or one glorious asymmetrical cummerbund, Solange is one of the few celebs with the confidence to rock this striped statement sash. 48 of 178 BANDANAS AS NECKWEAR FameFlynet; Startraks This quirky take on the tie is everywhere, from the music festival (Suki Waterhouse is at Glastonbury) to the sidewalk (Vanessa Hudgens is out in N.Y.C.). 49 of 178 ILLUSION SLEEVES Barry King/Getty Going Clear isn’t just the name of a documentary about Scientology, it’s also what designer Reem Acra was doing when she made this metallic sheer-sleeved mini that Jenna Dewan-Tatum rocked at the Magic Mike XXL L.A. premiere. 50 of 178 SIZABLE STATEMENT NECKLACES Splash News Online Talk about jewelry with personality! We can’t decide if we can support Susan Sarandon’s gigantic piece strung with metal figurines. Literally, we don t know if we can support it, because it looks like it weighs 50 lbs. 51 of 178 LEATHER OVERALLS David X Prutting/BFA/Sipa Think that warm-weather style is all about breezy frocks and sassy shorts? Not if you’re Olivia Palermo, and you’re down to rock a one-piece made of the super-insulated material. 52 of 178 WEARING A SWEATSHIRT AS A MINI FameFlynet Shirt dresses are definitely a thing, but sweatshirt dresses? We’re thinking this only works if you’ve got model-long legs like Kendall Jenner. 53 of 178 HASHTAG CUSTOMIZED MOTOS George Pimentel/WireImage Did Gigi Hadid never get her own letterman jacket back in high school? She’s really got a thing for personalized duds (remember her silk button-down with her moniker on the back from a few months ago?). And this cropped coat is some #nextlevel monogramming. 54 of 178 HIGH-FASHION DOODLES Alex B. Huckle/Getty We’re totally on board with childlike drawings appearing on high fashion dresses (ahem, Angelina’s wedding dress), but can Emilia Clarke pull it off?” 55 of 178 GIANT PUFF SLEEVES S. Alemdar/Getty Jane Austen fans, gals with big shoulders and the extremely modest will be excited to note that super-structured leg-o’-mutton sleeves are making a comeback on stars as stylish as Kendall Jenner. 56 of 178 FRANKENSTEIN SNEAKERS Nancy Rivera/Ace Pictures/ZUMA Comfy slides, lace-up Chucks – they all have their sporty, active appeal. But what do you do with a pair of sneakers when they’re too stacked to allow much movement, à la Gigi Hadid’s? 57 of 178 THE CROPPED TURTLENECK PONCHO Neil Mockford/Alex Huckle/GC Images One of the many eyebrow-raising elements of Lady Gaga’s unusual garment is its tendency to expose quite a bit when doing something as simple as waving. 58 of 178 CROPPED CULOTTES GONZALO/Bauer-Griffin/GC Images It was only a matter of time before this ubiquitous summer trend got its own “capri” version. Add January Jones’s waist-tied shirt and crossbody bag and she could pass for someone’s wacky dad at Disney World. 59 of 178 LACE-UP PUMPS Courtesy Kourtney Kardashian Are they spats? Pump-boot hybrids? Part of her pants? We have a lot of questions about footwear, but the primary one is: How are you voting on them? 60 of 178 THE HALF-HANGING BELT Jacopo Raule/GC Images We know it takes effort to look effortless (do you know how much work goes into an undone updo?), so Cara Delevingne’s outfit begs the question: Did the belt go rogue, or is the dangle intentional? 61 of 178 THE SHEER-BACK BLAZER Joey Foley/WireImage Just when you thought you could retire the slogan “Business in the front, party in the back,” Jordin Sparks steps out in this J.Brand jacket that perfectly embodies the phrase. 62 of 178 TURTLENECKS UNDER SLIP DRESSES Fresh/INF Some of us would rather leave the slip-dress trend to the likes of Rosie Huntington-Whiteley – but has found a way to make the look wearable for everyone, no matter the weather, by layering hers? 63 of 178 NUDE BRAS UNDER LACE TOPS Abdeljalil Bounhar/AP , we know that it’s it’s truly hard to be subtle when you’re wearing a totally see-through top. But is eschewing standard black underpinnings in favor of skin-colored skivvies really the solution? 64 of 178 PRINTED JEANS Juan Sharma/Bruja/Pacific Coast News It’s not the first time we’ve seen sport a star print, but she used go small-scale when it came to her spangles. These slouchy boyfriend jeans are practically (wait for it) out of this world. 65 of 178 EXTREME PEEK-A-BOO PANELS Tristan Fewings/Getty The formerly-risqué sliver of stomach now seems oh-so-subtle when compared to model Gigi Hadid’s full-frontal cutout. 66 of 178 THE RED CARPET ROBE David Buchan/Getty How exactly to describe Chrissy Teigen’s getup for a Captain Morgan rum event? It’s like a wrap dress without the “wrap” and a button-down without the “buttons.” 67 of 178 HALTER TURTLENECK GOWNS Michael Stewart/WireImage To pull off a look like this, you need to be statuesque and poised. Good thing ballerina Misty Copeland is both! 68 of 178 BLACK TIE BIKINIS Venturelli/Getty We non-models rarely attend events that require formal beachwear. But, if there were an occasion that called for a fancy bralette and gilded skirt (Chanel’s are Sass & Bide and Etro, respectively), it’d be by the sea in Cannes, celebrating Karl Lagerfeld’s new book, à la Chanel Iman. 69 of 178 BIKER GLOVES ON THE RED CARPET John Lamparski/WireImage We wish we could say we were surprised to see Kristen Chenoweth rock leather gloves with a sleeveless top to a somewhat-fancy event. But we’re not, because they’ve become something of a signature for her: Check out this look from a few weeks ago. 70 of 178 OVERSIZE STUDS Blayze/Splash News Online If her leather moto jacket wasn’t tough enough, fierce fashionista Rosie Huntington-Whiteley pairs it with a micro-mini featuring some seriously macro studs, plus zipper detail. 71 of 178 TUNICS OVER PANTS Gonzalo/Bauer-Griffin/GC Images Could it be that Kendall Jenner has found yet another way to pull off the skant look? This time, it comes via cream split-front tunic by The Row. 72 of 178 SEE-THROUGH STRAPS Adela Loconte/WireImage Those clear bra straps that were so popular in the 90s never really fooled anyone, as they were far from invisible. But leave it to models like Martha Hunt, who look good in everything to make us question if the style will see a resurgence. 73 of 178 MAXIS WITH TWO SLITS Michael Simon/Startraks Some of us never miss an opportunity to show off our own Angelina leg. And now, if you get a skirt like Victoria Justice’s, you can increase your risk for meme-inducing thigh flashing by double! 74 of 178 THREE QUARTER-LENGTH BELL SLEEVES Steve Granitz/WireImage Ladies, the peplum is not over! It’s simply migrated upwards to the elbow area – just check out Riley Keogh’s flared top. 75 of 178 BUTTON-DOWN DRESSES OVER PANTS Craig Barritt/Getty From the back, it just might look like the singer is headed for a garden gala. From the front, it’s a whole different story. 76 of 178 JUST ONE FULL SLEEVE Sara De Boer/Startraks; Karwai Tang/WireImage Both and Uma Thurman gave us the bold shoulder in asymmetrical gowns that are anything but your mama’s (or your bridesmaid’s) dress. 77 of 178 THE SUPERHERO CAPE-JACKET Alberto E. Rodriguez/Getty We’ve seen versions of the caped blazer before ( is a fan) but Malin Ackerman’s topper takes us “up, up and away” (and not necessarily in a good way). 78 of 178 THE OLD-SCHOOL CRIMP Daniel Zuchnik/WireImage The high-volume look peaked in popularity in the mid-’80s, but is Julianne Moore’s style making you hope for a coif comeback? 79 of 178 THE PEEKABOO BIKINI PANEL FameFlynet Thought “cutouts” and “comfy” were mutually exclusive? Chloë Grace Moretz steps out in a Sandro sweatshirt that’s part loungewear, part poolside coverup. 80 of 178 THE FORMAL "SKORT" XactpiX/Splash News Online Has Rosie Huntington-Whiteley has found a way to make romper work for a black tie wedding? (Disclaimer: We can’t tell if the leggy side of this asymmetrical dress is actually shorts or just a mini-skirt, but either way, we remain “split.”) 81 of 178 OFF-THE-BICEP TOPS Albert L. Ortega/Getty Off-the-shoulder? So 2014. Mom-to-be Brooklyn Decker’s Rosie Assoulin top hangs super-low and has parachute sleeves to add to the drama. 82 of 178 BUILT-IN BIB NECKLINES Dave Allocca/Startraks Not that we’d ever eat lobster in a Versace dress, but should Dakota Fanning get the urge, her LBD has a matte turquoise panel with a metal ring attached that’s perfect for any shellfish spills. 83 of 178 FRINGE-CHAINMAIL SKIRTS FameFlynet A gorgeous supermodel like Karolina Kurkova likely hears all the time, “You can wear anything and make it look good!” But just because she can, does it mean she should? 84 of 178 SHEER SHORTS Splash News Online Clearly (pun intended), shorts are meant to be a beach cover-up. But do they count in that category if they don’t actually cover anything up? 85 of 178 DOUBLE-BREASTED MAXIS FameFlynet This nautical button detail is usually reserved for blazers or trenches, but the chambray skirt that is wearing has just a touch of that sailor style. 86 of 178 LACE-UP PANTS J. Webber/Splash News Online Nicky Hilton’s chinos are a distant, much more high-maintenance cousin of those late-’90s tearaway warmup pants that had buttons up the side seams. 87 of 178 DENIM CAPS WITH DENIM DRESSES FameFlynet Jean-on-jean can be totally chic, but we can’t say we’ve seen take on the laid-back look. 88 of 178 THE DETACHABLE TRAIN Kristina Bumphrey/Startrak is a master at mixing menswear looks with feminine accents (remember her Dior Haute Couture dress-meets-pants combo at last year’s Golden Globes?), so we weren’t shocked when she rocked this Dior ensemble, which totally re-defines the phrase “three-piece suit.” 89 of 178 EXTRA-LONG SLEEVES Chinchilla/Bauer-Griffin/GC Images Practical isn’t a word we’d use to describe personal style. (Fur-lined heels, we’re looking at you.) But we do have one specific concern about the wearability of this Vetements hoodie: Are those sleeves an impediment to Instagramming, Tweeting or taking selfies? 90 of 178 SIDE-TOE CLEAVAGE Scott Kirkland/PictureGroup; inset: Splash News Online If Cinderella went Western, she might want to rock these Charlotte Olympia pumps that Kate Mara’s wearing, but that’s only because she’s used to everyone seeing her whole foot through glass slippers. For those of us who are used to just a peek of toe, a straight-up side view might just be too risqué. 91 of 178 PEEK-A-BOO PADDING Bennett Raglin/BET/Getty This isn’t case of rogue pasties, it’s Solange’s spin on a scalloped neckline – perhaps inspired by Janet Jackson’s 2004 wardrobe malfunction? 92 of 178 THE LACE TRENCH Earl Gibson III/Getty Most well-rounded wardrobes contain a classic trench – a khaki or a black style. But Renée Zellweger’s version is actually wedding dress material. 93 of 178 CAPED BLAZERS MediaPunch/REX Shutterstock is the face of H&M’s Conscious Collection, so it makes sense that she’d have this jacket in two colors. Thus, we think it’s safe to say she’s “obsessed” with the suiting look. Are you? 94 of 178 THE SHEER JUMPSUIT Marion Curtis/Startraks When we think about which celeb would opt to wear a mesh body stocking, we’d sooner pick (or virtually anyone else) before . But it is indeed the goddess of glam, Blake, who paired this Monique Lhuillier star-embroidered onesie with a tuxedo overcoat, making this a memorably skin-baring moment, even after all of these. 95 of 178 FLARED OVERALLS Splash News Online; Raymond Hall/GC Images Whoa, hold up there, street style stars. We are only just getting used to the fact that we have to wear flares again. Now you’re saying we have to get them in overalls too? We can’t. But Lily Alridge and can. 96 of 178 OPEN-TOE HEELS WITH SHEER STOCKINGS INF A-listers have often been the ones to turn don’ts into do’s (a very distant time ago, rompers and crop tops were questionable), so we have high hopes for turning the peep-toe tight into a “thing.” 97 of 178 THE MINI FRINGE FANNY PACK Pacific Coast News It’s petite and cute, just like its owner Julianne Hough, but would you be brave enough to wear this itty bitty bag IRL? Because no, we don’t count Coachella as “real life.” 98 of 178 BRICK-RED LIPS Scott Kirkland/PictureGroup Jaime King’s lip color isn’t merlot and it’s not quite marsala, but it’s somewhere in between. Pantone does have a similar color called “chili pepper” and we think that fits: hot and spicy can be yummy, but it’s not for everyone. 99 of 178 CAPED DRESSES Greg Allen/Invision/AP It’s a cape! It’s a mini! No, it’s a SuperDress! AnnaSophia Robb’s lace cocktail number is truly a one-piece wonder. 100 of 178 GIGANTIC BRAIDS Robin Marchant/Getty These days, plaits come in all shapes and sizes but Kat DeLuna’s Rapunzel-length plait is giving us a headache – just because we’re imagining how heavy it must be. 101 of 178 THE FAUX CROP-TOP Prince Williams/WireImage We no longer do double-takes when we see a crop top on the red carpet, but we definitely looked twice at Keke Palmer, whose dress looks like it’s two pieces thanks to a nude waist-accentuating panel. 102 of 178 CUSTOM BLOUSES James Devaney/GC Images (2) Yes, basketball fan, that girl sitting in front of you at the game is supermodel Gigi Hadid! If the flowing blonde hair and 5-ft-10-in. stature wasn’t enough evidence, just read the last name embroidered on her DRESSHIRT silk top. 103 of 178 HOOF SOCK-SHOES Neilson Barnard/Getty Shoes don’t need to have sky-high heels or covered in pom-poms to make a statement. Model Crystal Renn’s flats (which resemble the ones we spotted in Prada’s Spring 2013 collection) left our mouths agape, and they’re just black flats – black flats with a defined big toe and no visible sole, that is. 104 of 178 TIES WITH DRESSES Thanks to quirky accessory, we will no longer solely associate lady-ties with tomboy wardrobe from the early-2000s. 105 of 178 THE SKANT Splash News Online Model Kendall Jenner is trying to make skirt-pants happen – she even wore them to church on Easter – but if even a supermodel can’t pull these off, what hope do the rest of us have? 106 of 178 FISHNET BOOTS Carlos Piaggio/AKM-GSI The Kardashian/Jenner clan’s footwear never ceases to amaze us (we’re still reeling from Kim’s fur-soled heels). Which is why, even though Kylie Jenner’s just a teen, she clearly already has a leg up when it comes to wacky shoes. 107 of 178 REAL-LIFE ROSE-COLORED GLASSES Marc Piasecki/GC Images) Not only did Kylie Minogue opt for a funky shade for her shades, but she coordinated her purse with the red lenses. This is like the street-style version of matching your eyeshadow to your dress. 108 of 178 JACKETS LONGER THAN YOUR SHORTS Aurban/Bauer-Griffin/GC Images It might look like is wearing her mod Moschino coat sans pants, but there are actually teeny shorts under there. We’re pretty sure this look only works if you’re a rockstar (or have the legs of a rockstar). RiRi, of course, checks both boxes. 109 of 178 GLADIATORS AKM-GSI Over-the-knee lace-up sandals are hard to pull off on their own, but would take the tricky trend a step further and add a layer of denim underneath à la Bella Thorne? 110 of 178 THE BRA STRAP ILLUSION Douglas Gorenstein/NBC/Getty Sure, we logically know that Elizabeth Banks isn’t wearing a spaghetti-strap tank under her businesslike Roland Mouret sheath, but doesn’t it look like she be? 111 of 178 FRAY-BOTTOM FLARES AKM-GSI There are lots of celeb-tested ways to wear wear flares, but are the rough, sneaker-trodden hems we remember from the early aughts the way you’d want to try the trend, or is Alessandra Ambrésio way off base? 112 of 178 THE VEST-HOLSTER HYBRID Splash News Online We’re always looking for ways to spice up an LBD, but we can’t say we’ve seen the “holsters that don’t hold” vibe tried before (though we fondly remember boho version of the accessory). Then again, Rose McGowan has always been one to go for totally risky fashion over function, so this isn’t super-surprising. 113 of 178 THE MAN-PEPLUM Splash News Online Just when we’d written off the waist-defining silhouette as “meh/over,” it surfaces on an unlikely fashionista (fashionisto?), Snoop Dogg, whose frill just may be the bottom of his leather button-down poking out from under his sweatshirt. Regardless, we’d love to see him put his spin on some of-the-moment looks. Snoop, will you please try ripped boyfriend jeans next? 114 of 178 INVISIBLE SHORTS X17 Online Yes, if you had legs you’d want to show them off too, but just peep those peek-a-boo pockets sticking out underneath her super-long top. It looks like she’s channeling on the top and on the bottom! 115 of 178 THE HALF-BLAZER Keith Hewitt/GC Images Rita Ora’s asymmetrical jacket by Jean Paul Gaultier is technically double-breasted, but we kind of want to classify it as single-breasted because of that shiny sequined bralette you can’t ignore. 116 of 178 THE ARTISTIC FUR X17 Online (2) The singer is no stranger to a statement fur but latest coat actually is decorated with actual statements (including a giant Rolling Stones logo). 117 of 178 THE DOUBLE FRONT SLIT Karwai Tang/WireImage There just might be a school of people who believe that if one thigh-high slit is sexy, two must be really sexy. And it looks like may be an honors student at that particular school. 118 of 178 THE CASUAL FUR STOLE INF Oh, you don’t have a stole that goes with your sweats? Call up and ask if you can borrow hers for a run to the fanciest grocery store in town. 119 of 178 THE SKINNY SCARF Said Elatab/Splash News Online ’70s-inspired scarves have been spotted on the runway and on magazine covers, but does seeing it in real life on make you want to go groovy? 120 of 178 SPLIT SLEEVES Reimschuessel/Splash News Online Don’t let her beautiful face draw the attention away from what we’re really discussing here: Are Naomie Harris’s not-really-sleeves so chic or just chilly? 121 of 178 STAR-PRINT PANTS Bauer-Griffin/GC Images We already knew Jenna Dewan-Tatum was a star, but in case you missed the memo, her jeans will broadcast it for you. 122 of 178 STIRRUP PANTS Raymond Hall/GC Images We were thinking bubblegum look was beyond chic – but we heard a mental record scratch once we got to the underfoot attire. 123 of 178 FRINGE SHORTS Michael Simon/Startraks We once heard someone describe cutoffs as “frames for your thighs,” which makes these DL1961 fringe shorts (seen on Jamie Chung) “leg curtains.” 124 of 178 FLARED KHAKIS NCP/Star Max/GC Images Flares are back in a big way for spring, but we’re not sure we’re mentally ready for the tan version that brings us right back to a middle school dance. (We never looked like then, though.) 125 of 178 SNEAKERS WITH COUTURE Visual/ZUMA Is Kendall Jenner taking style cues from quick-change artist Kristen Stewart? Maybe. Or maybe her feet just need a break from her fashion month marathon. 126 of 178 VESTS OVER SEQUINS FameFlynet Olivia Palermo’s outfit proves that she’s not only a master at mixing patterns, but textures too. 127 of 178 TEES WITH BALL-GOWN SKIRTS Dominique Charriau/WireImage You’ve probably heard this style tip before: Slouchy white tees go with everything. But would the one Olga Kurylenko paired with a fancy, flowy skirt go better with, say, boyfriend jeans? 128 of 178 STATEMENT CLUTCHES (LITERALLY) Alban Wyters/Abaca/Startraks Solange Knowles’s funky wardrobe is loud and proud. For example, while her wedding dress cape might’ve metaphorically said something like “I’m so fly,” this clutch speaks for itself: “Woof.” 129 of 178 BELTS THAT DON'T HOLD ANYTHING UP Splash News Online We tend to think of belts as a utilitarian accessory: Sometimes they hold up pants, sometimes they cinch in the waist. But clearly they can take on unconventional roles, like minimizing the bare midriff on model Gigi Hadid’s Balmain ensemble. 130 of 178 THE BOY BROOCH Karwai Tang/Wireimage Hey, we feel for stylish guys: It can be tough to make your suit stand out in a sea of similar black tuxes. So it was just a matter of time before a fashion-forward gent like Nick Jonas (in DSquared2) decided to make his mark with bold lapel decor. 131 of 178 FRANKENSTEIN SHOES AKM-GSI After taking a tumble in her sky-high stage heels, it’s no wonder wants to stay firmly planted on the ground via these Alexander Wang boots. 132 of 178 PAINT-SPLATTERED PANTS Bauer-Griffin/GC We’re the first to admit that clothing can be an artistic statement, but what about when that statement is “Oh, I just came straight from the studio” (when, like , you didn’t)? 133 of 178 KRAZY KOUPLES OUTFITS AKM-GSI Sure, the couple that shops together, stays together. But is it adorable when they coordinate their kooky ensembles, or do you wish either (in a shredded sweater) or (in a Fleur du Mal kimono) had ceded the spotlight to their significant other? 134 of 178 COLLARBONE DOUBLE-CUTOUT Karwai Tang/Wireimage We’ll always applaud Karlie Kloss for taking a fashion risk, but at some point, it seems like there may only be so many iterations on the neckline before things start to get silly. 135 of 178 THE BALL CLUTCH X17 Online Now that is going to become Taylor Kinney’s “old ball and chain” this Jill Haber clutch makes so much more sense. Well, just about as much sense as such a tiny, unusually shaped clutch can make (can you even fit an iPhone in there?). 136 of 178 JAILHOUSE-INSPIRED JUMPSUITS MediaPunch/REX USA If horizontal stripes are widening, then vertical stripes like Kendall Jenner’s are slimming by default. But something tells us the desired elongating effect just might not work on us everyday folks – you know, the ones who aren’t hitting the runway during fashion week. 137 of 178 EMBELLISHED SIDE CUTOUTS Charley Gallay/Getty Usually cutouts are employed to help up the sexiness factor in a body con gown, but we’re almost positive that’s not the reason for Rooney Mara’s shark-bite-esque side slits. Perhaps she sticks her hands in there to keep warm? 138 of 178 THE ELEGANT BODY CHAIN DRESS Jim Spellman/WireImage Celebs like and have shown that body chains can go from day to night – or beach to black-tie ball – but Ivanka Trump’s pearl version has taken the look to a new, ladylike level. 139 of 178 OVERALLS NOT OVER ANYTHING AKM-GSI At some point, , wouldn’t it just be easier to wear regular jeans? 140 of 178 THE OFF-THE-SHOULDER JACKET Dimitrios Kambouris/Getty Obviously isn’t going to adhere to the standard fashionista jacket-drape, nor is she going to pull something out of the back of her closet for Fashion Week. This out-of-the-box Julia Seamann ensemble debuted on the runway the night before she wore it to Kanye West’s Adidas show. 141 of 178 THE SPORTY PONCHO Kevin Mazur/Getty When you hear “leather jacket” you might automatically think you’re in for a tough moto moment, but not so for model Gigi Hadid, who picked a pigskin-patched cloak for the Tommy Hilfiger show. 142 of 178 SHEER STOCKINGS AS PANTS Kevin Mazur/Getty Considering leggings as pants are a total wardrobe staple, it was only a matter of time before the star graduated to straight-up nylons, which she wore to her Adidas Originals x Kanye West show. (And yes, we bet the rapper designed the look with Kim as his muse.) 143 of 178 LACE-UP BOOT-SKINNIES James Devaney/GC Images Want to rock the saucy over-the-knee boot look and show a little skin without going straight up Pretty Woman? Try peek-a-boo pants! 144 of 178 EXTRA-LONG FRINGE HEMS Josiah Kamau/Getty Model-length legs are required to pull off a sassy skirt like Kendall Jenner, but would you rock this Tamara Mellon leather mini even if you had the stems? 145 of 178 BLUE BROWS Robin Marchant/Getty Lots of ladies crave thicker arches, but Catherine Giudici’s cobalt hue is the most attention-grabbing version of the statement brow yet. 146 of 178 THE FRONTAL CORSET Anthony Behar/Sipa There’s a lot going on with Lily Aldridge’s dress here, but the thing that has us really alarmed is the fact that it looks like what Princess Aurora might wear on Valentine’s Day (post-super-long beauty sleep, of course). 147 of 178 THE SKORT Ramey; FameFlynet is bringing back the skort by wearing not one, but two versions of the skirt/shorts hybrid. It’s a practical approach to a super-short hemline, but it’s also giving us flashbacks to pre-K. 148 of 178 THE PEEP-HEEL Bauer-Griffin/GC Images One bonus of wearing Jaime King’s open-heeled Sol Sana booties (consider them the not-as-well-known cousin of the peep-toe) is that you don’t have to get a pedicure, which is something we can support. 149 of 178 THE HANDKERCHIEF, ER, NAPKIN TOP Getty (2) Annalynne McCord must love this blouse a lot, since she’s worn it twice in two days. That, or she wants to make sure she’s fully prepared if someone asks her to a lobster dinner. 150 of 178 THE ONE-SHOULDER VEST DRAPE Keith Hewitt/GC Images Fashionable girls all over Hollywood have been draping jackets over their shoulders for a few seasons now, but we have to admit that British popstar Jade Thirlwall has elevated it to the next level: by doing the drape with a sleeveless top. 151 of 178 VEILED WINTER HATS Tiffany Rose/Getty Cold-weather gear has never really been considered dainty until now! Model Chanel Iman’s modern tiger knit beanie (by BCBGMAXAZRIA) gets a delicate spin thanks to its birdcage veil. 152 of 178 SEE-THROUGH MESH PANTS Pascal Le Segretain/Getty Kris Jenner’s entire outfit is essentially made up of statement pieces, but it’s her sheer harem pants we can’t look away from. To be clear, this look is polarizing even on the quirkiest celebs, but it’s even more shocking because Kris appears to be impervious to the below-freezing temperatures outside. 153 of 178 STRAY-HAIR SWEATERS GVK/Bauer-Griffin/GC Images Our moms always told us not to pull on loose threads (or gray hairs, but that’s another story), because it would just make things worse. So that’s just another fashion rule Solange chooses to ignore, considering that her airport ensemble is covered in tons of little pesky feather-threads. 154 of 178 LINGERIE-INSPIRED DRESSES David M. Benett/Getty Satin is an impossible fabric to pull off, because even the tiniest bulge on the tiniest person gets magnified. That’s why we’re hoping to classify lingerie-inspired slip dresses, like Rosie Huntington-Whiteley’s, as FMO (For Models Only). 155 of 178 THE HALF-UP TOPKNOT Neilson Barnard/Getty The model-off-duty mainstay updo was all over Hollywood last year (even tot Harper Beckham tried the trend). But how do you feel about stars like Margot Robbie only partially committing to the chic style? 156 of 178 SHOWER SHOES IN PUBLIC Charley Gallay/Getty has tried so many sassy costumes throughout her career that we’ve lost track, but she’s reached a milestone with this one: She can now check “Glam Spa Barbie” off her list. 157 of 178 HIGH SOCKS WITH SNEAKERS JOCE/Bauer-Griffin/GC Images In no way do we fault any Kardashian for trying to put a new spin on their ultimate wardrobe staple, leggings, but something tells us style is not Kris Jenner-approved. 158 of 178 THE WONDER WOMAN DOUBLE CUFF Michael Buckner/Getty Jaime King’s silver bracelets would’ve made an impact individually, but when worn together, she’s basically reached super-hero status. When you’ve chosen such a futuristic gown, your accessories have to be just as space-age, right? 159 of 178 JEWEL-TONED LIPS Jon Kopaloff/FilmMagic A range of wine-toned hues fall under the “purple lipstick” umbrella, but we’re not talking about a Merlot or a Cab Sauv here – model Jessica White’s lip is straight up lilac. It’s so dramatic that we can’t help but wonder which came first: the makeup or the jumpsuit? 160 of 178 THE JAGGED-EDGE CLOCHE Frederick M. Brown/Getty We can safely say that “mod Teletubby” is a phrase we’ve never used to describe a red carpet look before. So, Rose McGowan, you certainly gave us a new experience today! 161 of 178 THE HARNESS BELT AKM-GSI First shock: That retro-loving would ever go boho. Second shock: The queen of quirky suspenders has picked a pair that doesn’t hold anything up! Although we shouldn’t judge so quickly. Perhaps the torso-only harness allows her to easily snap into a rock-climbing harness or a bungee-jumping line. 162 of 178 PJS AS EVENING-WEAR Donato Sardella/Getty Going to so many fashionable events must make so tired. Tired enough to, say, want to rock silk jammies to a W Magazine dinner. We don’t blame her – how comfortable could this have been, after all? 163 of 178 THE SNEAKER-BOOT AKM-GSI Lots of street style stars have been pairing athletic shoes with über-chic outfits, but always takes trends a step further. Just check out these knee-high lace-up Chanels. 164 of 178 SPARKLY TIGHTS Mark Robert Milan/GC Images Would you rock a denim mini? Sure, it’s a throwback. A tri-color fur? Eh, maybe. But what about stockings that shine like Alexa Chung’s? Are they stylish – or childish? 165 of 178 MISMATCHED STRIPES Demis Maryannakis/Star Max/GC Images Perfect pattern-mixing is every fashionista’s dream (right?), but Sienna Miller’s advanced stripes combo is either making you dizzy or making you want to nominate her for“Love Her Outfit”. 166 of 178 WAIST-TIED SWEATERS Pixplus/Bauer-Griffin/GC Images This look came back a few years ago, but it involved celeb hipsters and flannel for an ironic vibe. On , in cableknit, the look is a little more “I brought layers in case it gets breezy in line at Disney World.” 167 of 178 PATCHWORK BLANKET CAPE Splash News Online Monogrammed blanket coats? leaves those for the masses. Her version combines someone else’s letterman jacket with an actual afghan for a style statement she can be sure won’t be repeated. 168 of 178 SPARKLY, DRAPEY SLEEVES Frazer Harrison/Getty Paris Hilton’s see-through oversize shrug gives us “I Dream of Jeannie” vibes – but it’s up to you to decide whether this look should go back in the bottle. 169 of 178 THE GLOVE CLUTCH AKM-GSI Perhaps , like us, always finds herself leaving her evening bags on barstools and on banquettes. In which case, this handy fingerless glove attachment certainly does make it harder to misplace. 170 of 178 SEE-THROUGH PENCIL SKIRTS Charles Sykes/Bravo/NBC “I know,” thought Brandi Glanville. “The perfect skirt to go with my businesslike, high-necked top is a completely see-through striped skirt in an office-appropriate cut!” 171 of 178 CHUNKY FUR SLEEVES Pacific Coast News When you’re trying to ensure maximum warmth this month, you might opt for a hat, gloves, a scarf – but what’s protecting your forearms?! Olivia Palermo’s appendage embellishments attempt to address that problem, but we can’t decide if we like the solution. 172 of 178 THE MAN TUNIC 247PapsTV/Splash News Online Say what you will about tunic, but he is wearing leggings, and thus he is following the PSW regulation that requires you to cover your butt while wearing any non-pant bottoms. What a relief, right guys? Guys? 173 of 178 THE SIDE-SWEPT WINTER CAP FameFlynet If your winter wardrobe needs a little Parisian kick, you too can transform your knit hat into a charmingly off-kilter beret, just like . 174 of 178 GIGANTIC EARMUFFS Splash News Online We’re pretty sure that Heidi Montag has long been a believer in the phrase “bigger is better,” and it seems she’s now applying that motto to her cold-weather headgear as well. 175 of 178 ULTRA-STRINGY BIKINIS Islandpaps/Splash News Online If you ever feel like your tiny bikini just isn’t supportive enough, take a cue from Mrs. Mark Wahlberg, Rhea Durham, who’s rocking a two-piece with an extra frontal criss-cross strap. Just don’t blame us when you realize you’ve got some funky tan lines. 176 of 178 THE FRAYED DENIM TOP Khrome/Splash News Online Model Kendall Jenner picks a tee that gives a new meaning to the phrase “rough around the edges” just a few weeks after her sis Kylie sported a similarly distressed cropped jean turtleneck. 177 of 178 SKIRTS OVER LEATHER PANTS FameFlynet Style icon has had mini-over-skinnies moments before (take a look at her PEOPLE Magazine Awards ensemble), but this rockstar leather version feels more like an ode to ‘s on-stage kilt from 2012. 178 of 178 SHEER BLACK STOCKINGS WITH WHITE SHOES NCP/Star Max/GC Images We love how works vintage-inspired accessories into her looks (note the sparkly headband), but she may have gone overboard by pairing hosiery with floral detail at the thigh (very 1920s) with bow-adorned kitten heels.