Esquire USA - 03.2020

(Ann) #1
88 MARCH 2020

RICKEY THOMPSON AND I ARE IN THE WOMEN’S SECTION OF THE VAN NUYS
Goodwill, playing a game we call “Is This ’90s Fashion?”—and I am losing. I
fish out a sweater from the thrift-store racks, hold it up, and ask the social-
media star: Is this ’90s fashion? The difficulty of this game is humbling, which
makes no sense because Thompson was alive for only three years, ten months,
and twenty-three days of the 1990s and I lived through the whole damn decade.
But, he says, “recently, I fell in love with the ’90s/2000s era,” so I guess he’s
the expert. When I show him a block-colored Dope polo shirt, he says, “That
could work. It’s getting there,” but his eyebrows say otherwise. His nose is
slightly crinkled. His upper lip is snarled. He has given me nothing but posi-
tive feedback, yet he is also a terrible liar. I have failed in the eyes of Rickey
Thompson—social-media personality, style aficionado, and toddler of the
’90s—whether he will admit it or not.
We came here because this is the thrift shop he frequents most, but ironi-
cally, we spend a decent chunk of time scrolling through the Internet’s vintage-
clothing offerings on his phone. He claims ’90s vintage is easier to find on a
site called Depop, where “creatives” buy and sell clothes. That’s where he got
the sweater he’s wearing, which he has accessorized with a black Prada bucket
hat and twelve sterling-silver ear piercings.
With five million Instagram followers, more than a million YouTube sub-
scribers, and tens of millions of video views, Thompson is an Internet phe-
nom. Dyed in the wool of the World Wide Web, he is best known for his comedy
videos and eccentric style. In the fall of 2018, he went mega-viral for a highly
quotable video that his followers know as his “you can’t defeat a bad bitch”
monologue. It’s a Rickey classic: filmed on his phone, featuring low produc-
tion values and the same comic note hit multiple times with growing inten-
sity, until the viewer can’t help but feel in on the joke.
His posts buck all storytelling conventions. Instead of having the expected
beginning, middle, and end, Thompson’s videos are a collection of climaxes.
The set is almost always his sparsely decorated L. A. apartment, with pop prin-
cesses of the late ’90s covering his bedroom walls. He may shantay toward
the camera or sashay away, but all of his energy combusts in this limited space.
He ends the video without warning. There is no coda or goodbye; he exits the
stage. We are not done with him; he is done with us.
Just as I’m starting to feel he is, in fact, done with me and my fruitless search
for something that doesn’t make me look like an old, he pipes up: “I think the
thing I get most nervous about is my age. I get very nervous. I’m twenty-three
right now”—he turned twenty-four in February—“but I talk like I’m twenty-
seven. What if someone thinks I’m too old or something? That’s my biggest
fear. How long will this hotness last?”
Nothing’s older than the fear of getting old, but if Hollywood is an ageist
industry, social media is even more brutal. Time just moves more quickly
there: The ’90s are vintage, Dynasty has been rebooted, and kids are coming
to snatch your social-media authority. (Of TikTok, for example, Thompson
says, “I haven’t really got on it because I’m like, Oh my gosh, the young kids
are on there. But, you know, TikTok is cute, though.”) Legacy careers are
nearly impossible to attain. Veterans like Tyler Oakley (a whopping thirty
years old) and Jenna Marbles (thirty-three) are regarded as hall of famers,
elder statesmen who pioneered the industry for those who would come after-
ward. Thompson is part of the second or even third generation of logged-on
icons straining to retain relevance in a world where going viral and being
famous are not the same. Social-media fame may be the Next Big Thing, but
in many ways, the career trajectories of social-media stars still have a tradi-
tionalism to them: Think of the Bo Burnhams or Casey Neistats of the world,
who started online and moved into producing work for big-name brands and
studios. It’s a pressure Thompson is aware of. “Do I want to be thirty years
old and still, like, you know, making videos in my room or whatever?” Ouch.

THOMPSON BEGAN HIS CAREER POSTING VINES FROM HIS RALEIGH, NORTH
Carolina, bedroom as a high schooler, in 2013, at a moment when becoming a
star on Vine was a real possibility for a funny, good-looking kid with a knack
for writing six-second bits for a generally friendly audience. At school, Thomp-
son was bullied, and Vine and Instagram became outlets. I joke that if two gay
men engaging in conversation like we are don’t share coming-out stories, it’s as
if we didn’t speak at all, but Thompson’s coming out in North Carolina strikes
me as relatively tame and plays a smaller role in his origin story than I’d expected.
The short version: After his mother took him to a Miami pride parade when he
was about seven years old, he remembers thinking, This could be me. His dad had
a tough time in the beginning, but Thompson says, “When I grew up and he saw
that I was so successful and that I was out there being me, my dad [became] like
my best friend.” The real problem, according to Thompson, had much more to
do with his race and his personality—people who didn’t think that a striking black
man could also be a buoyant, pop-culture-obsessed diva were cruel to him. Being
older than Thompson, I had assumed that he was bullied for being gay, conflat-
ing sexuality with personality. But in fact, the same qualities that landed him in
a trash can in high school are what make him famous now.
Bullies, at least the idea of them, have inspired some of his most beloved
outburst videos on Vine. Before the platform was shut down, he had accrued
2.5 million followers. He moved to YouTube, where he started producing fash-
ion videos, but “people weren’t enjoying them,” he recalls. “They were like,
‘I want funny Rickey back.’ ” Taking that penchant for the fabulously defen-
sive and turning it into a character is complicated: It does put you into a box.
Since moving to L. A., he’s achieved the goal of notoriety, but he admits that
it doesn’t feel like he’s particularly made it yet. “I was talking to my manager
one day, and she was like, ‘You’re a celebrity,’ and I was like, Whoa. It kind of
scared me, because I—I still to this day think that I’m not a celebrity.”
As I rummage the racks, two teenage girls appear from across the store, full
of chaotic energy. They bombard him: “Can I take a picture with you? Damn,
where’s my phone? I forgot your name.” Thompson responds in a fan-ready
tone of voice I haven’t heard all day. While one of the girls preps her iPhone, she
and Thompson compliment each other’s outfits. She says, “I want to put this
on IG. This will be in my top nine this year.” He and the fan flash identical peace
signs, then the teens disappear out into the sunlight of Victory Boulevard.
“I see it now wherever I go,” Thompson says afterward. “There’s a phone
like, you know... it’s Rickey. I do get very nervous. I don’t want to mess around
and one day, I’m living my life, get caught doing whatever.” He means getting
“canceled.” Laugh, but the Internet is fickle about viral sensations turned celeb-
rities; for someone like Thompson, that could mean an entire career derailed.
He’s managed to circumvent that fate by giving his millions of followers
exactly what makes the Internet tick: seemingly unbridled tangents. But the

shots he fires never actually hit anyone in particular. His monologues do not
explicitly name the villain—that is your job. (In a recent video, he says that in
2020, he will not know of “that bitch sadness.”) Such an approach scratches
the itch of Internet ire without leaving any blood on Thompson’s hands.
This formula has worked pretty well, too. He gains a million or so Instagram
followers every four months. His manager updates him on his metrics, espe-
cially for every million-follower marker he crosses, but he insists that it doesn’t
excite him anymore. He knows his progress isn’t something to scoff at, though.
“I literally am just so obsessed with, like, all my success.... There are days
when I’m, like, going to a movie with my mom, and then a bunch of people
are like, ‘Rickey, can I get a picture?’ Sometimes I’m like, Oh my God, not right
now, but I would never say, like, Ugh, I’m done with this life.”
Thompson’s logged-off persona is much more subdued than that of the
flamboyant figure most know him as on Instagram, even if aspects of it are

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