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Halloween Costume Ideas: Catch Your SDs Eye and Slay With These 2020-Inspired Looks
  • Posted Oct 16, 2020

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Pumpkins are popping up in grocery stores, horror movies are dominating the cable television schedule and our neighbors’ houses have been covered in faux spider webs and the familiar orange-and-black decor. That’s right—Halloween season has arrived!

And while the coronavirus pandemic has put a cloud over the usual Halloween fun for the kids—it’s pretty difficult to trick-or-treat while maintaining that six-foot distance—the All Hallows Eve revelry for adults can still go on!

Whether you’re attending a fabulous Halloween costume cocktail party or going out for a night on the town in your festive ensemble, it’s what you wear that matters! Many put quite some time into their costumes, spending weeks or even months on perfecting the ideal look. Some even will go so far as to purchase professionally made costumes or replicas from their favorite films, television programs and Broadway shows. Everyone wants to be the envy of the masquerade ball, taking in all the compliments of such a fantastic outfit.

But beyond impressing your friends and party-going strangers, a well thought out costume is a great way to show off your creativity—and assets—to the person you’re seeing. Dressing up as someone else is inherently fun, especially if you’re a Sugar Baby and can enjoy an evening of casual—or intimate—roleplay with your SD!

As Halloween is fast approaching—at the time of this blog’s publishing, one has less than 20 days to put together their glitzy get-ups—I wanted to offer up a few ideas that will really catch your SDs eye. And if you’re still seeking some Sugar, may I suggest finding a scintillating Halloween look to use as your profile picture?

While you likely can come up with some ideas on your own—look back to SeekingArrangement’s 2019 survey results, which revealed some classic sexy costumes SDs liked best—why not get more current and more creative? The Sexy Nurse and Sexy Schoolgirl are Halloween canon and likely will never go out of style, but what follows are costume ideas specifically inspired by 2020.


Cardi B and Megan Thee Stallion from the “WAP” Music Video

The Number 1 Billboard song from two of the leading queens of rap royalty was thee (see what I did there?) song of the summer—and the near-250 million views of its music video let all of us know that people are thirrrrrrsty for some Cardi B and Megan Thee Stallion.

Either HBIC you decide to be this Halloween, you’re going to slay—and there are so many iconic looks from this popular video to choose from! I suggest the pink and/or yellow bodices with the flowing cape pieces—and don’t forget those feather-embellished, elbow-length satin gloves! Bonus points for some seriously fierce dagger nails and some sparkly bling to round out the ensemble.

Not only will you be dropping jaws at that costume party, you’ll definitely be giving your SD “something to believe in.”


Jennifer Lopez and Shakira from Super Bowl LIV

Sure, a lot of Sugar Daddies were watching the scoreboard in the Super Bowl matchup for the 2019 season between the Kansas City Chiefs and the San Francisco 49ers. But what they likely remember most was the halftime show, as Jennifer Lopez and Shakira took the stage in Miami to deliver a caliente performance that left everyone in awe.

Which is exactly why either costume would be a smash hit for Halloween 2020. Take a trip to the mall to find a top and high-waisted bikini bottoms that are dripping in diamonds, ahem, crystals, and you’re off to a great start. Pair it with fabulous hair styling, some additional blingy accessories and a playful microphone and you’ll be “Waiting for Tonight” “Whenever, Wherever” your Halloween escapades take you.

And if your Sugar Daddy is a Chiefs fan, this is definitely the look for you this All Hallows Eve! Your SD is not only going to appreciate the look, he’s going to have those fond 31-20 memories to look back on!


Birds of Prey Harley Quinn

Every SD’s favorite DC female supervillain got a bit of a makeover in 2020’s Birds of Prey. Gone are the cotton candy-colored pigtails and “Daddy’s Lil Monster” baseball tee from 2016’s Suicide Squad.

While that look definitely captured the attention of Sugar Daddies—coming in at seventh place with 7 percent of the vote in our 2019 Sexiest Halloween Costume Survey answered by SeekingArrangement’s SDs—the Margot Robbie character is updated with an even sexier look this year.

If you have some throwaway jeans to be fabricated into shorts, a white T-shirt to emblazon “HARLEY” and “QUINN” on and some makeup to “tattoo” yourself with, you’re ready to break up with The Joker and take on some vigilante justice—figuratively speaking, of course.

And as a number of Sugar Daddies were quick to tell SeekingArrangement that the comic book character was high-up on their costume list, this new incarnation of Harley Quinn will sure have them intrigued.


Alexis Rose from Schitt’s Creek

“Ew, David!” Whether or not you watch this Canadian comedy on PopTV or Netflix, chances are you know the name. Maybe the fact that the television show captured all seven 2020 comedy Emmy awards—something no other show has done—might ring a bell?

And one of those awards went to Annie Murphy, who plays the unforgettable Alexis Rose. Complemented by Murphy’s pure beauty, her character has a style and personality that is certainly … unique. SBs wishing to emulate her look should consider a loose-fitting sundress—off the shoulder, of course—paired with a large-browed hat and some seriously epic sunglasses.

The look is cute, fun and flirtatious—exactly what a number of SDs are looking for in their SBs Halloween costume. And who knows? Maybe if you successfully convince them, they’ll throw on a suit, buy some character eyebrows from the costume store and accompany you as none other than Mr. Johnny Rose!


Christine Quinn from Selling Sunset


Forget Million Dollar Listing! Everyone is now obsessed with Selling Sunset, the Netflix reality show that focuses on high-end real estate in—you guessed it by the name—Los Angeles. And just as everyone is obsessed with the show, they’re equally enamored with the show’s cast, a group of gorgeous, successful women making some serious commissions.

And in this past season, one of those broker babes ended up tying the knot in the last episode—and wore a beautiful black ball gown down the aisle to say “I do.”

If you and your SD can’t get enough of the real estate drama, this is the costume for you! Find your favorite formal dress—in black, of course—and pair it with a black veil and dramatic makeup to serve up the soon-to-be-iconic look. And if you really want to sell the idea, maybe have some pamphlets of million-dollar homes handy?


Navarro Cheerleaders from Cheer

Go, Fight, Win! Okay, so that might not be what the amazing gymnasts of Navarro College Bulldogs Cheer Team are shouting, but you get the idea.

The docuseries Cheer that followed that team from the Dallas, Texas area quickly became a major success, earning everything from rave reviews to Emmy Awards and praise from celebrities like Ellen DeGeneres. Thus, this real-life cheerleading team has been solidified into the 2020 pop culture.

And as every dude in high school or college dreamed of dating a cheerleader, we’re thinking your SD will appreciate a night to mix and mingle at a Halloween party with his adult SB cheerleader on his arm! Simply find a cheerleader costume and creatively find a way to alter the top to say “Navarro”—then pair with a spray tan, a bow larger than Texas and a personality to boot!

How do you spell success? A Navarro cheerleader Halloween costume, that’s how.


Sexy Carole Baskin

Alright, alright, alright … we know what you’re thinking. “This is ridiculous.”

Okay, we thought it, too. But still, can you imagine the FOMO on this costume? And a chance to make it sexy? After the success of Tiger King: Murder, Mayhem and Madness, Baskin quickly became a household name and soon after a bona fide celebrity. They don’t invite you onto Dancing With the Stars for nothing!

So, if you feel like being a little sexy and a little silly, this costume is right up your alley. Find your sexiest cat-print outfit (Carole seemed to enjoy leopard most, but any feline will do) and accessorize with a flower crown (think: what you wore to Coachella) and some drugstore-quality aviator sunglasses and voila! You’re the Tiger Queen!

Bonus points if you snag some tiger stuffed animals or borrow your friend’s serval cat for the weekend … 


I hope we’ve given you some creative inspiration, SBs! Any of these costumes are sure to garner lots of compliments—maybe even a few double-takes—and certainly a smile from your Sugar Daddy! Regardless of what you choose to wear this Halloween, the most important thing to remember is to have fun! The Sugar Bowl is always sweet, but it gets even better with some fun-loving revelry—and some tricks and treats!


Enjoying all the Sugar Dating stories, advice and tips, and curious about jumping into the Sugar Bowl yourself? Create a FREE profile on SeekingArrangement today and start experiencing the advantages of empowered dating and mutually beneficial relationships!

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